Information on EC 4.6.1.12 - 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase

Information on EC 4.6.1.12 - 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase:

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EC NUMBER	COMMENTARY
4.6.1.12	-

RECOMMENDED NAME	GeneOntology No.
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	GO:0008685

REACTION	REACTION DIAGRAM	COMMENTARY	ORGANISM	UNIPROT ACCESSION NO.	LITERATURE
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol = 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP		-	Escherichia coli	-	247122
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol = 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP		The enzyme from Escherichia coli requires Mg2+ or Mn2+. Forms part of an alternative nonmevalonate pathway for terpenoid biosynthesis	-	-	-

REACTION TYPE	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
formation of diphosphate	Escherichia coli	-	-	247122
P-O bond cleavage	Escherichia coli	-	-	247122

PATHWAY	KEGG Link	MetaCyc Link
Biosynthesis of secondary metabolites	01110	-
Metabolic pathways	01100	-
methylerythritol phosphate pathway	-	NONMEVIPP-PWY
Terpenoid backbone biosynthesis	00900	-

SYSTEMATIC NAME	IUBMB Comments
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol CMP-lyase (cyclizing; 2-C-methyl-D-erythritol 2,4-cyclodiphosphate-forming)	The enzyme from Escherichia coli requires Mg2+ or Mn2+. Forms part of an alternative nonmevalonate pathway for terpenoid biosynthesis (for diagram, click here).

SYNONYMS	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	Vitis vinifera x Vitis riparia, Vitis vinifera x Vitis vinifera	-	-	706809
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	Taxus x media	D3G6G3	-	709487
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	Mycobacterium tuberculosis	-	-	714711
2-methylerythritol 2,4-cyclodiphosphate synthase	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124
2-methylerythritol 2,4-cyclodiphosphate synthase	Mycobacterium tuberculosis	P65183	-	708124
2-methylerythritol 2,4-cyclodiphosphate synthase	Plasmodium falciparum	P62369	-	708124
2C-methyl-D-erythritol-2,4-cyclodiphosphate synthase	Escherichia coli	-	-	709435
2C-methyl-D-erythrol-2,4-cyclodiphosphate synthase	Haemophilus influenzae	P44815	-	657313
cMEPP synthase	Hevea brasiliensis	A9ZN12	-	691382
IspDF	Agrobacterium tumefaciens	-	bifunctional methylerythritol 4-phosphate cytidyltransferase methylerythritol 2,4-cyclodidiphosphate synthase. Complex formation of IspDF with 4-diphosphocytidyl-2C-methyl-D-erythritol kinase is observed in solution	656263
IspDF	Campylobacter jejuni	-	bifunctional methylerythritol 4-phosphate cytidyltransferase methylerythritol 2,4-cyclodidiphosphate synthase.Complex formation of IspDF with 4-diphosphocytidyl-2C-methyl-D-erythritol kinase is observed in solution	656263
IspE	Escherichia coli	-	monofunctional enzyme	656263
IspF	Arabidopsis thaliana	-	-	708124
IspF	Plasmodium falciparum	P62369	-	708124
IspF	Escherichia coli	-	-	708124, 709435
IspF	Mycobacterium tuberculosis	-	-	695176, 708124, 714711
MCS	Hevea brasiliensis	A9ZN12	-	691382
ME-CPP synthase	Mycobacterium tuberculosis	-	-	714711
MEC synthase	Escherichia coli	-	-	655848
MECDP synthase	Thermus thermophilus	Q8RQP5	-	654081
MECDP synthase	Shewanella oneidensis	-	-	654130
MECDP-synthase	-	-	-	-
MECDP-synthase	Escherichia coli	-	-	247122
MECP	Escherichia coli	-	-	663548
MECPS	-	-	-	-
MECPS	Cephalotaxus harringtonia	-	-	694098
MECPS	Taxus x media	D3G6G3	-	709487
MECS	Ginkgo biloba	Q1EDG4	-	666594
YGBB	Vitis vinifera x Vitis riparia, Vitis vinifera x Vitis vinifera	-	-	706809
YgbB protein	Escherichia coli	-	-	247122, 657177

CAS REGISTRY NUMBER	COMMENTARY
287480-92-6	-

ORGANISM	COMMENTARY	LITERATURE	SEQUENCE CODE	SEQUENCE DB	SOURCE
Agrobacterium tumefaciens	-	656263	-	-
Agrobacterium tumefaciens	ispD and ispF genes are fused and encode a bifunctional 4-diphosphocytidyl-2C-methyl-D-erythritol synthase and 2C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	672138	-	-
Arabidopsis thaliana	-	682464	-	-
Arabidopsis thaliana	-	682735, 708124	Q9CAK8	SwissProt
Campylobacter jejuni	-	656263	-	-
Cephalotaxus harringtonia	-	694098	-	-
Escherichia coli	-	247122, 655848, 656498, 663548, 708124	-	-
Escherichia coli	-	247122, 656112, 656263, 657177, 657196, 680059, 709435	P62617	SwissProt
Ginkgo biloba	-	666594	Q1EDG4	SwissProt
Haemophilus influenzae	-	657313	P44815	SwissProt
Hevea brasiliensis	-	691382	A9ZN12	UniProt
Mycobacterium tuberculosis	-	714711	-	-
Mycobacterium tuberculosis	H37Rv	708124	P65183	SwissProt
Mycobacterium tuberculosis	strain Rv3582c	695176	-	-
Mycobacterium tuberculosis Rv3582c	strain Rv3582c	695176	-	-
Plasmodium falciparum	-	655417	P62368	SwissProt
Plasmodium falciparum	strain NF54	708124	P62369	SwissProt
Plasmodium sp.	-	675583	-	-
Shewanella oneidensis	MR1	654130	-	-
Shewanella oneidensis MR1	MR1	654130	-	-
Taxus x media	-	681826	A1X5Y0	SwissProt
Taxus x media	-	709487	D3G6G3	UniProt
Thermus thermophilus	-	654081	Q8RQP5	Uniprot
Vitis vinifera x Vitis riparia	-	706809	-	-
Vitis vinifera x Vitis vinifera	-	706809	-	-

GENERAL INFORMATION	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
physiological function	Vitis vinifera x Vitis riparia, Vitis vinifera x Vitis vinifera	-	involved in terpenoid metabolism	706809
physiological function	Taxus x media	D3G6G3	is involved in the taxol precursor biosynthesis. Escherichia coli harboring both of the plasmids, pAC-BETA and pTrc or pTrcTmMECPS or pTrcAtMECPS can grow well, while Escherichia coli without exogenous plasmid or harboring either of the plasmids can not grow	709487

SUBSTRATE	PRODUCT	REACTION DIAGRAM	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY/ Substrate	LITERATURE/ Substrate	COMMENTARY/ Product	LITERATURE/ Product	Reversibility r=reversible ir=irreversible ?=not specified
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP		Escherichia coli	P62617	-	247122	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP		Escherichia coli	-	-	663548, 708124	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP		Mycobacterium tuberculosis	-	-	714711	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP		Ginkgo biloba	Q1EDG4	-	666594	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP		Mycobacterium tuberculosis	P65183	-	708124	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP		Plasmodium falciparum	P62369	-	708124	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP		Arabidopsis thaliana	-	-	708124	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP		Escherichia coli	-	involved in mevalonate-independent biosynthesis of isoprenoids	656498	-	-	-
2-phospho-4-(cytidine 5'-diphospho)-2C-methyl-D-erythritol	2C-methyl-D-erythritol-2,4-cyclodiphosphate + CMP		Escherichia coli	-	-	657177	-	-	-
2-phospho-4-(cytidine 5'-diphospho)-2C-methyl-D-erythritol	2C-methyl-D-erythritol-2,4-cyclodiphosphate + CMP		Escherichia coli	P62617	-	247122	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2C-methyl-D-erythritol	2C-methyl-D-erythritol-2,4-cyclodiphosphate + CMP		Escherichia coli	-	-	656112	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2C-methyl-D-erythritol	2C-methyl-D-erythritol-2,4-cyclodiphosphate + CMP		Plasmodium falciparum	P62368	nonmevalonate pathway of isoprenoid biosynthesis	655417	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2C-methyl-D-erythritol	2-phospho-2C-methyl-D-erythritol 3,4-cyclophosphate + CMP		Mycobacterium tuberculosis	-	-	695176	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2C-methyl-D-erythritol	2-phospho-2C-methyl-D-erythritol 3,4-cyclophosphate + CMP		Hevea brasiliensis	A9ZN12	-	691382	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2C-methyl-D-erythritol	2-phospho-2C-methyl-D-erythritol 3,4-cyclophosphate + CMP		Cephalotaxus harringtonia	-	-	694098	-	-	?
2-phospho-4-(cytidine 5'-diphospho)-2C-methyl-D-erythritol	2-phospho-2C-methyl-D-erythritol 3,4-cyclophosphate + CMP		Plasmodium falciparum	P62368	at low rate	655417	-	-	?
4-diphosphocytidyl-2C-methyl-D-erythritol	2C-methyl-D-erythritol 3,4-cyclophosphate + CMP		Plasmodium falciparum	P62368	at low rate	655417	-	-	?
additional information	?	-	Escherichia coli	-	depletion of MEC synthase has an early and significant impact on cell wall biosynthesis and leads ultimately to cell death	655848	-	-	-
additional information	?	-	Agrobacterium tumefaciens	-	bifunctional 4-diphosphocytidyl-2C-methyl-D-erythritol synthase/2C-methyl-D-erythritol 2,4-cyclodiphosphate synthase enzyme associates in solution with 4-diphosphocytidyl-2C-methyl-D-erythritol kinase, i.e. ispE protein. No evidence for substrate channeling during the three enzyme�s subsequent catalytic reactions	672138	-	-	-
additional information	?	-	Taxus x media	D3G6G3	active site including CDP-binding sites (Asp140Gly142 and Leu184Leu189Ser190Lys216Thr217Glu219). Owns a 60 amino-acid plastidial transit peptide at its N-terminus	709487	-	-	-

NATURAL SUBSTRATES	NATURAL PRODUCTS	REACTION DIAGRAM	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY SUBSTRATE	LITERATURE (Substrate)	COMMENTARY PRODUCT	LITERATURE (Product)
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP		Mycobacterium tuberculosis	-	-	714711	-	-
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP		Escherichia coli	-	involved in mevalonate-independent biosynthesis of isoprenoids	656498	-	-
2-phospho-4-(cytidine 5'-diphospho)-2C-methyl-D-erythritol	2C-methyl-D-erythritol-2,4-cyclodiphosphate + CMP		Plasmodium falciparum	P62368	nonmevalonate pathway of isoprenoid biosynthesis	655417	-	-
additional information	?	-	Escherichia coli	-	depletion of MEC synthase has an early and significant impact on cell wall biosynthesis and leads ultimately to cell death	655848	-	-

COFACTOR	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE	IMAGE
No entries in this field

METALS and IONS	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
Co2+	Arabidopsis thaliana	-	preferred	708124
Mg2+	Plasmodium falciparum	P62368	Mg2+ or Mn2+ are required	655417
Mg2+	Escherichia coli	-	dependent on	656498
Mg2+	Escherichia coli	-	Mn2+ or Mg2+ required	657177
Mg2+	Arabidopsis thaliana	-	preferred	708124
Mg2+	Escherichia coli, Mycobacterium tuberculosis	-	preference	708124
Mg2+	Mycobacterium tuberculosis	P65183	preference	708124
Mg2+	Escherichia coli	-	Mg2+ or Mn2+, positioned between the alpha- and beta-phosphates of the substrate, acts in concert with the Zn2+ to align and polarize the substrate for catalysis	709435
Mn2+	Plasmodium falciparum	P62368	Mg2+ or Mn2+ are required	655417
Mn2+	Escherichia coli	-	Mn2+ or Mg2+ required	657177
Mn2+	Escherichia coli	-	a Mn2+ with octahedral geometry, is positioned between the alpha and beta phosphates acting in concert with the Zn2+ to align and polarize the substrate for catalysis	657196
Mn2+	Escherichia coli	-	-	663548
Mn2+	Arabidopsis thaliana	-	preferred	708124
Na+	Shewanella oneidensis, Shewanella oneidensis MR1	-	presence of tetrahedral Zn2+ in one of the metal-binding sites and an octahedral sodium ion in the second metal site in absence of substrate	654130
Zinc	Escherichia coli	-	tightly binds one zinc ion per subunit of the trimer at the active site, which helps to position the substrate for direct attack of the 2-phosphate group on the beta-phosphate	656498
Zn2+	Shewanella oneidensis, Shewanella oneidensis MR1	-	presence of tetrahedral Zn2+ in one of the metal-binding sites and an octahedral sodium ion in the second metal site in absence of substrate	654130
Zn2+	Escherichia coli	-	active site contains a Zn2+ with tetrahedral coordination	657196
Zn2+	Escherichia coli	-	-	663548
Zn2+	Escherichia coli	-	Zn2+-binding site, addition of a Zn2+-binding moiety may prove valuable in assisting the design of potent and selective inhibitors	709435
Zn2+	Taxus x media	D3G6G3	active site including a Zn2+ ligand (Asp92-His94-His126)	709487
Mn2+	Escherichia coli	-	Mg2+ or Mn2+, positioned between the alpha- and beta-phosphates of the substrate, acts in concert with the Zn2+ to align and polarize the substrate for catalysis	709435
additional information	Escherichia coli	-	the tetrahedrally arranged transition metal binding site, potentially occupied by Mn2+, sits at the base of the active site cleft. A phosphate oxygen of 2-C-methyl-D-erythritol-2,4-cyclodiphosphate and the side chains of Asp8, His10, and His42 occupy the metal side chains of Asp8, His10, and His42 occupy the metal side coordination sphere	656112

INHIBITORS	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE	IMAGE
(+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Plasmodium falciparum	P62369	-	708124	-
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Plasmodium falciparum	P62369	-	708124	-
(+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate	Arabidopsis thaliana, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate	Arabidopsis thaliana, Mycobacterium tuberculosis	-	-	708124	-
(+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate	Plasmodium falciparum	P62369	-	708124	-
(-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	-	708124	-
(-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	-	708124	-
(-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	-	708124	-
2-amino-N-hydroxy-3-(1-H-indol-3-yl)-propionimidic acid	Escherichia coli	-	highest affinity of all the ligands examined, due to Zn2+-hydroxamate coordination, KD value of 0.0019 mM	709435	-
4-amino-1-(3-O-phosphono-a-D-lyxofuranosyl)pyrimidin-2(1H)-one	Escherichia coli	-	-	709435	-
4-amino-1-[(2S,3aS,4S,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxidotetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-4-yl]pyrimidin-2(1H)-one	Escherichia coli	-	KD value of 20.5 mM	709435	-
4-amino-1-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]pyrimidin-2(1H)-one	Escherichia coli	-	KD value of 0.925 mM	709435	-
5-fluorocytidine	Escherichia coli	-	KD value of 2.02 mM	709435	2D-image
artesunate	Plasmodium falciparum	P62369	-	708124	2D-image
Chloroquine	Plasmodium falciparum	P62369	-	708124	2D-image
Cidofovir	Escherichia coli	-	KD value of ca. 40 mM	709435	2D-image
Cytosine arabinoside monophosphate	Escherichia coli	-	KD value of 18.91 mM	709435	2D-image
N-([4-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-1-naphthyl]methyl)-4-chlorobenzamide	Escherichia coli	-	1 mM, 52% inhibition	680059	2D-image
N-([4-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-1-naphthyl]methyl)benzamide	Escherichia coli	-	1 mM, 59% inhibition	680059	2D-image
N-[4-[(6-aminopyridin-3-yl)amino]-3-methylbenzyl]-4-(trifluoromethyl)benzamide	Escherichia coli	-	1 mM, 60% inhibition	680059	2D-image
EDTA	Plasmodium falciparum	P62368	5 mM. Activity can be restored by the addition of Mg2+ to a concentration of 10 mM	655417	2D-image
additional information	Escherichia coli	-	5-(1,3-benzodioxol-5-ylamino)-5-oxopentanoic acid, 2-[(2,6-diaminopyrimidin-4-yl)sulfanyl]acetamide and 4-(5-amino-1,3,4-oxadiazol-2-yl)-1,2,5-oxadiazol-3-amine are inactive. Activity with compounds 2-amino-N-hydroxy-acetimidic acid, N-hydroxy-nicotinimidic acid, 5-bromo-thiophene-2-sulfonic acid amide, 4-bromobenzenesulfonamide and 4-(4-dimethylamino-phenylazo)-benzenesulfonamide are not measurable	709435	-

ACTIVATING COMPOUND	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE	IMAGE
No entries in this field

KM VALUE [mM]	KM VALUE [mM] Maximum	SUBSTRATE	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE	IMAGE
0.41	-	2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	Escherichia coli	-	-	708124	2D-image
0.483	-	2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	Arabidopsis thaliana	-	-	708124	2D-image
2	-	2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	Mycobacterium tuberculosis	P65183	-	708124	2D-image
0.252	-	4-diphosphocytidyl-2C-methyl-D-erythritol	Plasmodium falciparum	P62368	pH 7.0, 27�C	655417	2D-image

TURNOVER NUMBER [1/s]	TURNOVER NUMBER MAXIMUM[1/s]	SUBSTRATE	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE	IMAGE
1.8	-	2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	Mycobacterium tuberculosis	P65183	-	708124	2D-image
2.5	-	2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	Arabidopsis thaliana	-	-	708124	2D-image
2.7	-	2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	Escherichia coli	-	-	708124	2D-image

kcat/KM VALUE [1/mMs^-1]	kcat/KM VALUE [1/mMs^-1] Maximum	SUBSTRATE	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE	IMAGE
No entries in this field

Ki VALUE [mM]	Ki VALUE [mM] Maximum	INHIBITOR	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE	IMAGE
No entries in this field

IC50 VALUE [mM]	IC50 VALUE [mM] Maximum	INHIBITOR	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE	IMAGE
0.0089	-	(+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.014	-	(+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.032	-	(+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.06	-	(+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Escherichia coli	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.02	-	(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	-
0.056	-	(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.065	-	(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.069	-	(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Arabidopsis thaliana	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.192	-	(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Escherichia coli	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.018	-	(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	-
0.077	-	(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Arabidopsis thaliana	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.087	-	(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.141	-	(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.223	-	(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid	Escherichia coli	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.002	-	(+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	-
0.0021	-	(+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.012	-	(+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.035	-	(+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.069	-	(+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Escherichia coli	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0176	-	(+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	-
0.3	-	(+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate	Arabidopsis thaliana, Mycobacterium tuberculosis	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.3	-	(+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.3	-	(+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0015	-	(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	-
0.0032	-	(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0051	-	(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.011	-	(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.018	-	(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Escherichia coli	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0015	-	(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	-
0.0061	-	(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0068	-	(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0096	-	(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.032	-	(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Escherichia coli	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.089	-	(+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.102	-	(+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.3	-	(+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Escherichia coli	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.322	-	(+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0016	-	(+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	-
0.125	-	(+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.13	-	(+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.208	-	(+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.212	-	(+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Escherichia coli	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0032	-	(+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	-
0.3	-	(+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.3	-	(+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.3	-	(+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0028	-	(+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	-
0.3	-	(+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Mycobacterium tuberculosis	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.3	-	(+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.3	-	(+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.3	-	(+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana, Escherichia coli, Mycobacterium tuberculosis	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.3	-	(+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.3	-	(+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0039	-	(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	-
0.0079	-	(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.013	-	(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.032	-	(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.058	-	(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Escherichia coli	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0019	-	(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	-
0.0074	-	(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0079	-	(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.018	-	(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.036	-	(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Escherichia coli	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.0063	-	(+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	-
0.3	-	(+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate	Arabidopsis thaliana, Mycobacterium tuberculosis	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.3	-	(+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.3	-	(+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.015	-	(-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Arabidopsis thaliana	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.018	-	(-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Mycobacterium tuberculosis	P65183	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.022	-	(-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Plasmodium falciparum	P62369	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.039	-	(-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate	Escherichia coli	-	photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22�C	708124	-
0.000007	-	artesunate	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	2D-image
0.000013	-	Chloroquine	Plasmodium falciparum	P62369	inhibition of strains NF54 as measured by red blood cell assay	708124	2D-image
0.54	-	N-([4-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-1-naphthyl]methyl)-4-chlorobenzamide	Escherichia coli	-	-	680059	2D-image
0.45	-	N-([4-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-1-naphthyl]methyl)benzamide	Escherichia coli	-	-	680059	2D-image
0.49	-	N-[4-[(6-aminopyridin-3-yl)amino]-3-methylbenzyl]-4-(trifluoromethyl)benzamide	Escherichia coli	-	-	680059	2D-image

SPECIFIC ACTIVITY [µmol/min/mg]	SPECIFIC ACTIVITY MAXIMUM	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
0.75	-	Plasmodium falciparum	P62368	-	655417

pH OPTIMUM	pH MAXIMUM	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
6	-	Arabidopsis thaliana	-	-	708124
7	-	Plasmodium falciparum	P62368	-	655417

pH RANGE	pH RANGE MAXIMUM	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
No entries in this field

TEMPERATURE OPTIMUM	TEMPERATURE OPTIMUM MAXIMUM	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
No entries in this field

TEMPERATURE RANGE	TEMPERATURE MAXIMUM	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
No entries in this field

pI VALUE	pI VALUE MAXIMUM	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
6.47	-	Ginkgo biloba	Q1EDG4	calculated	666594
8.22	-	Taxus x media	D3G6G3	sequence analysis	709487
9	-	Taxus x media	A1X5Y0	calculated	681826
9.4	-	Cephalotaxus harringtonia	-	calculated from amino acid sequence	694098

SOURCE TISSUE	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE	SOURCE
bark	Taxus x media	D3G6G3	tender bark, highest level	709487
latex	Hevea brasiliensis	A9ZN12	extremely low expression in latex	691382
leaf	Hevea brasiliensis	A9ZN12	highest expression in leaves	691382
leaf	Cephalotaxus harringtonia	-	strong expression	694098
leaf	Taxus x media	D3G6G3	highest level	709487
root	Cephalotaxus harringtonia	-	strong expression	694098
root	Taxus x media	D3G6G3	middle level	709487
stem	Cephalotaxus harringtonia	-	weak expression	694098
stem	Taxus x media	D3G6G3	lowestlevel	709487

LOCALIZATION	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	GeneOntology No.	LITERATURE	SOURCE
No entries in this field

PDB	SCOP	CATH	ORGANISM
2pmp, download	SCOP (2pmp)	CATH (2pmp)	Arabidopsis thaliana
3k2x, download	SCOP (3k2x)	CATH (3k2x)	Burkholderia pseudomallei (strain 1710b)
3p0z, download	SCOP (3p0z)	CATH (3p0z)	Burkholderia pseudomallei (strain 1710b)
3p10, download	SCOP (3p10)	CATH (3p10)	Burkholderia pseudomallei (strain 1710b)
3qhd, download	SCOP (3qhd)	CATH (3qhd)	Burkholderia pseudomallei (strain 1710b)
3f0d, download	SCOP (3f0d)	CATH (3f0d)	Burkholderia pseudomallei (strain K96243)
3f0e, download	SCOP (3f0e)	CATH (3f0e)	Burkholderia pseudomallei (strain K96243)
3f0f, download	SCOP (3f0f)	CATH (3f0f)	Burkholderia pseudomallei (strain K96243)
3f0g, download	SCOP (3f0g)	CATH (3f0g)	Burkholderia pseudomallei (strain K96243)
3ieq, download	SCOP (3ieq)	CATH (3ieq)	Burkholderia pseudomallei (strain K96243)
3iew, download	SCOP (3iew)	CATH (3iew)	Burkholderia pseudomallei (strain K96243)
3ike, download	SCOP (3ike)	CATH (3ike)	Burkholderia pseudomallei (strain K96243)
3ikf, download	SCOP (3ikf)	CATH (3ikf)	Burkholderia pseudomallei (strain K96243)
3jvh, download	SCOP (3jvh)	CATH (3jvh)	Burkholderia pseudomallei (strain K96243)
3k14, download	SCOP (3k14)	CATH (3k14)	Burkholderia pseudomallei (strain K96243)
3ke1, download	SCOP (3ke1)	CATH (3ke1)	Burkholderia pseudomallei (strain K96243)
3mbm, download	SCOP (3mbm)	CATH (3mbm)	Burkholderia pseudomallei (strain K96243)
3q8h, download	SCOP (3q8h)	CATH (3q8h)	Burkholderia pseudomallei (strain K96243)
1w55, download	SCOP (1w55)	CATH (1w55)	Campylobacter jejuni subsp. jejuni serotype O:2 (strain NCTC 11168)
1w57, download	SCOP (1w57)	CATH (1w57)	Campylobacter jejuni subsp. jejuni serotype O:2 (strain NCTC 11168)
1gx1, download	SCOP (1gx1)	CATH (1gx1)	Escherichia coli (strain K12)
1h47, download	SCOP (1h47)	CATH (1h47)	Escherichia coli (strain K12)
1h48, download	SCOP (1h48)	CATH (1h48)	Escherichia coli (strain K12)
1u3l, download	SCOP (1u3l)	CATH (1u3l)	Escherichia coli (strain K12)
1u3p, download	SCOP (1u3p)	CATH (1u3p)	Escherichia coli (strain K12)
1u40, download	SCOP (1u40)	CATH (1u40)	Escherichia coli (strain K12)
1u43, download	SCOP (1u43)	CATH (1u43)	Escherichia coli (strain K12)
1yqn, download	SCOP (1yqn)	CATH (1yqn)	Escherichia coli (strain K12)
2amt, download	SCOP (2amt)	CATH (2amt)	Escherichia coli (strain K12)
2gzl, download	SCOP (2gzl)	CATH (2gzl)	Escherichia coli (strain K12)
3elc, download	SCOP (3elc)	CATH (3elc)	Escherichia coli (strain K12)
3eor, download	SCOP (3eor)	CATH (3eor)	Escherichia coli (strain K12)
3ern, download	SCOP (3ern)	CATH (3ern)	Escherichia coli (strain K12)
3esj, download	SCOP (3esj)	CATH (3esj)	Escherichia coli (strain K12)
3fba, download	SCOP (3fba)	CATH (3fba)	Escherichia coli (strain K12)
1gx1, download	SCOP (1gx1)	CATH (1gx1)	Escherichia coli O157:H7
1h48, download	SCOP (1h48)	CATH (1h48)	Escherichia coli O157:H7
3re3, download	SCOP (3re3)	CATH (3re3)	Francisella tularensis subsp. tularensis (strain SCHU S4 / Schu 4)
1vh8, download	SCOP (1vh8)	CATH (1vh8)	Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
1vha, download	SCOP (1vha)	CATH (1vha)	Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
2uzh, download	SCOP (2uzh)	CATH (2uzh)	Mycobacterium smegmatis (strain ATCC 700084 / mc(2)155)
3b6n, download	SCOP (3b6n)	CATH (3b6n)	Plasmodium vivax (strain Salvador I)
3ghz, download	SCOP (3ghz)	CATH (3ghz)	Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
3t80, download	SCOP (3t80)	CATH (3t80)	Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
1t0a, download	SCOP (1t0a)	CATH (1t0a)	Shewanella oneidensis (strain MR-1)
1gx1, download	SCOP (1gx1)	CATH (1gx1)	Shigella flexneri
1h48, download	SCOP (1h48)	CATH (1h48)	Shigella flexneri
1iv1, download	SCOP (1iv1)	CATH (1iv1)	Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
1iv2, download	SCOP (1iv2)	CATH (1iv2)	Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
1iv3, download	SCOP (1iv3)	CATH (1iv3)	Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
1iv4, download	SCOP (1iv4)	CATH (1iv4)	Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
3f6m, download	SCOP (3f6m)	CATH (3f6m)	Yersinia pestis
3fpi, download	SCOP (3fpi)	CATH (3fpi)	Yersinia pseudotuberculosis serotype I (strain IP32953)

MOLECULAR WEIGHT	MOLECULAR WEIGHT MAXIMUM	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
17000	-	Mycobacterium tuberculosis	P65183	gel filtration	708124
18260	-	Arabidopsis thaliana	-	mass spectrometry	708124
19300	-	Ginkgo biloba	Q1EDG4	calculated from amino acid sequence after removal of 59 N-terminal amino acids comprising a chloroplast transit peptide	666594
26030	-	Ginkgo biloba	Q1EDG4	calculated from amino acid sequence, including a N-terminal chloroplast transit peptide	666594
26100	-	Taxus x media	D3G6G3	sequence analysis	709487
26670	-	Cephalotaxus harringtonia	-	calculated from amino acid sequence	694098

SUBUNITS	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
?	Plasmodium falciparum	P62368	x * 21348, electrospray mass spectrometry	655417
?	Escherichia coli	-	x * 17000, SDS-PAGE	657177
?	Taxus x media	A1X5Y0	x * 26100, calculated	681826
?	Taxus x media	D3G6G3	x * 26100, calculated from sequence	709487
trimer	Shewanella oneidensis, Shewanella oneidensis MR1	-	3 * 17300	654130
trimer	Escherichia coli	-	homotrimeric quarternary structure built around a central hydrophobic cavity and three externally facing active sites	656112
trimer	Escherichia coli	-	-	656498, 657196
hexamer	Campylobacter jejuni	-	complex formation of IspDF with 4-diphosphocytidyl-2C-methyl-D-erythritol kinase is observed in solution	656263
additional information	Agrobacterium tumefaciens	-	complex formation of IspDF with 4-diphosphocytidyl-2C-methyl-D-erythritol kinase is observed in solution	656263
additional information	Escherichia coli	-	the monofunctional enzyme 2C-methyl-D-erythritol-4-phosphate cytidyltransferase and 2C-methyl-D-erythritol-2,4-cyclodiphosphate synthase shows physical association	656263
additional information	Agrobacterium tumefaciens	-	bifunctional 4-diphosphocytidyl-2C-methyl-D-erythritol synthase/2C-methyl-D-erythritol 2,4-cyclodiphosphate synthase enzyme associates in solution with 4-diphosphocytidyl-2C-methyl-D-erythritol kinase, i.e. ispE protein. No evidence for substrate channeling during the three enzyme�s subsequent catalytic reactions	672138

POSTTRANSLATIONAL MODIFICATION	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
No entries in this field

Crystallization/COMMENTARY	ORGANISM	UNIPROT ACCESSION NO.	LITERATURE
in complex with cytidine 5-monophosphate, at 2.3 A resolution. In contrast to bacterial enzymes, the cavity of Arabidopsis thaliana structure is unsuited for binding a diphosphate moiety	Arabidopsis thaliana	-	682735
hanging drop vapor diffusion method, crystal structure of IspDF, a bifunctional methylerythritol 4-phosphate cytidyltransferase methylerythritol 2,4-cyclodidiphosphate synthase	Campylobacter jejuni, Campylobacter jejuni 11168, Campylobacter jejuni 81-176, Campylobacter jejuni 81116, Campylobacter jejuni H840, Campylobacter jejuni NCTC, Campylobacter jejuni NCTC 11168, Campylobacter jejuni NCTC11168, Campylobacter jejuni O:36, Campylobacter jejuni TGH9011	-	656263
-	Escherichia coli	-	656498
3.1 A resolution crystal structure of the Met142/Leu144 mutant	Escherichia coli	-	663548
computational model of binding of inhibitor N-[4-[(6-aminopyridin-3-yl)amino]-3-methylbenzyl]-4-(trifluoromethyl)benzamide in the active site	Escherichia coli	-	680059
hanging-drop vapour diffusion method, X-ray crystal structures refined to 2.8 A resolution. The first structure contains a bound Mn2+ cation and the second structure contains CMP, 2-C-methyl-D-erythritol-2,4-cyclodiphosphate, and Mn2+	Escherichia coli	-	656112
IspF-CDP complex, to 1.8 A resolution. IspF in complex with compound 6b, to 3.1 A resolution, belongs to space group I213 with unit cell parameter a = 144 A. IspF in complex with compound 7, to 2.7 A resolution, belongs to space group I213 with unit cell parameter a = 144.5 A. IspF in complex with cytosine arabinoside monophosphate, to 2.1 A resolution, belongs to space group P21 with unit cell parameters a = 88.8 A, b = 54.2 A, c = 118.4 A, beta = 95�. IspF in complex with 5-fluorocytidine, to 2.5 A resolution, belongs to space group C2 with unit cell parameters a = 104.68 A, b = 54.83 A, c = 88.51 A, beta = 99.66�. IspF in complex with cidofovir, to 2.8 A resolution, belongs to space group I213 with unit cell parameter a = 145.68 A	Escherichia coli	-	709435
vapor-diffusion hanging drop method, crystal structure of the zinc enzyme in complex with cytidine 5'-diphosphate and Mn2+ is determined to 1.8 A resolution	Escherichia coli	-	657196
hanging drop vapor diffusion method	Haemophilus influenzae	P44815	657313
high-resolution structure, 16 A, of the enzyme in absence of substrate in the active site. Optimized crystals are obtained at a protein concentration of 35 mg/ml in a solution containing 4 M sodium formate and 5% glycerol. The crystals grow to avarage dimensions of 0.4 * 0.3 * 0.3 mM within a week	Shewanella oneidensis, Shewanella oneidensis MR1	-	654130
crystals grow in space group P4(1)2(1)2 from polyethylene glycol using the hanging-drop method	Thermus thermophilus	Q8RQP5	654081

pH STABILITY	pH STABILITY MAXIMUM	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
No entries in this field

TEMPERATURE STABILITY	TEMPERATURE STABILITY MAXIMUM	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
No entries in this field

GENERAL STABILITY	ORGANISM	UNIPROT ACCESSION NO.	LITERATURE
No entries in this field

ORGANIC SOLVENT	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
No entries in this field

OXIDATION STABILITY	ORGANISM	UNIPROT ACCESSION NO.	LITERATURE
No entries in this field

STORAGE STABILITY	ORGANISM	UNIPROT ACCESSION NO.	LITERATURE
No entries in this field

Purification/COMMENTARY	ORGANISM	UNIPROT ACCESSION NO.	LITERATURE
by metal chelation chromatography, more than 95% pure	Arabidopsis thaliana	-	708124
-	Escherichia coli	-	656112, 657177, 709435
by metal chelation chromatography	Mycobacterium tuberculosis	P65183	708124
-	Plasmodium falciparum	P62368	655417
-	Shewanella oneidensis, Shewanella oneidensis MR1	-	654130
-	Thermus thermophilus	Q8RQP5	654081

Cloned/COMMENTARY	ORGANISM	UNIPROT ACCESSION NO.	LITERATURE
final amplification product digested with the restriction endonucleases BamHI and SalI and cloned into plasmid pQE30, expressed in Escherichia coli strain XL1-Blue	Arabidopsis thaliana	-	708124
expressed in Escherichia coli strain BL21 (DE3)	Escherichia coli	-	709435
expression in Escherichia coli strain NMW26 and Arabidopsis thaliana	Ginkgo biloba	Q1EDG4	666594
cloned into pET17b for expression of the native polypeptide in Escherichia coli strain BL21	Haemophilus influenzae	P44815	657313
expressed in Escherichia coli	Hevea brasiliensis	A9ZN12	691382
amplification product digested with BamHI and PstI and ligated into plasmid pQE30, expressed in Escherichia coli strain XL1-Blue	Mycobacterium tuberculosis	P65183	708124
expression in Escherichia coli	Plasmodium falciparum	P62368	655417
-	Shewanella oneidensis, Shewanella oneidensis MR1	-	654130
a 339 bp core fragment and full-length DNA of MECPS amplified and subcloned into pGEM T-easy vector. Escherichia coli harboring both of the plasmids, pAC-BETA and pTrc or pTrcTmMECPS or pTrcAtMECPS	Taxus x media	D3G6G3	709487

EXPRESSION	ORGANISM	UNIPROT ACCESSION NO.	LITERATURE
higher expression levels in tender barks and leaves than that in roots and stems	Taxus x media	D3G6G3	709487

ENGINEERING	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
Arg142Met, Glu144Leu	Escherichia coli	-	dual mutation with little influence on both the overall structure and the detail in the active site	663548
additional information	Arabidopsis thaliana	-	Arabidopsis enzyme null mutants are albino lethal. Chloroplasts of mutants are filled with vesicles instead of thylakoids. Expression of enzyme in Escherichia coli can rescue the lethal phenotype of an Escherichia coli ispF mutant	682464

Renatured/COMMENTARY	ORGANISM	UNIPROT ACCESSION NO.	LITERATURE
No entries in this field

APPLICATION	ORGANISM	UNIPROT ACCESSION NO.	COMMENTARY	LITERATURE
drug development	Escherichia coli	-	framework for the development of IspF inhibitors to generate lead compounds of therapeutic potential against microbial pathogens	709435
medicine	Plasmodium falciparum	P62368	the enzyme is a potential target for antimalarial drugs directed at the nonmevalonate pathway of isoprenoid biosynthesis	655417
analysis	Plasmodium sp.	-	high-throughput method for the screening of 2C-methyl-D-erythritol synthase, IspC protein, 4-diphosphocytidyl-2C-methyl-D-erythritol synthase, IspD protein, 4-diphosphocytidyl-2C-methyl-D-erythritol kinase, IspE protein, and 2C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, IspF protein, against large compound libraries	675583
synthesis	Plasmodium sp.	-	preparation of 4-diphosphocytidyl-2C-methyl-D-erythritol 2-phosphate in multigram quantities	675583

REF.	AUTHORS	TITLE	JOURNAL	VOL.	PAGES	YEAR	ORGANISM (UNIPROT ACCESSION NO.)	LINK TO PUBMED	SOURCE
247122	Takagi, M.; Kuzuyama, T.; Kaneda, K.; Watanabe, H.; Dairi, T.; Seto, H.	Studies on the nonmevalonate pathway: Formation of 2-C-methyl-D-erythritol 2,4-cyclodiphosphate from 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol	Tetrahedron Lett.	41	3395-3398	2000	Escherichia coli, Escherichia coli (P62617)	-
654081	Kishida, H.; Wada, T.; Unzai, S.; Kuzuyama, T.; Takagi, M.; Terada, T.; Shirouzu, M.; Yokoyama, S.; Tame, J.R.; Park, S.Y.	Structure and catalytic mechanism of 2-C-methyl-D-erythritol 2,4-cyclodiphosphate (MECDP) synthase, an enzyme in the non-mevalonate pathway of isoprenoid synthesis	Acta Crystallogr. Sect. D	59	23-31	2003	Thermus thermophilus (Q8RQP5)	PubMed
654130	Ni, S.; Robinson, H.; Marsing, G.C.; Bussiere, D.E.; Kennedy, M.A.	Structure of 2C-methyl-D-erythritol-2,4-cyclodiphosphate synthase from Shewanella oneidensis at 1.6 ANG: identification of farnesyl pyrophosphate trapped in a hydrophobic cavity	Acta Crystallogr. Sect. D	D60	1949-1957	2004	Shewanella oneidensis, Shewanella oneidensis MR1	PubMed
655417	Rohdich, F.; Eisenreich, W.; Wungsintaweekul, J.; Hecht, S.; Schuhr, C.A.; Bacher, A.	Biosynthesis of terpenoids. 2C-methyl-D-erythritol 2,4-cyclodiphosphate synthase (ispF) from Plasmodium falciparum	Eur. J. Biochem.	268	3190-3197	2001	Plasmodium falciparum (P62368)	PubMed
655848	Campbell, T.L.; Brown, E.D.	Characterization of the depletion of 2-C-methyl-D-erythritol-2,4-cyclodiphosphate synthase in Escherichia coli and Bacillus subtilis	J. Bacteriol.	184	5609-5618	2002	Escherichia coli	PubMed
656112	Richard, S.B.; Ferrer, J.L.; Bowman, M.E.; Lillo, A.M.; Tetzlaff, C.N.; Cane, D.E.; Noel, J.P.	Structure and mechanism of 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase. An enzyme in the mevalonate-independent isoprenoid biosynthetic pathway	J. Biol. Chem.	277	8667-8672	2002	Escherichia coli (P62617)	PubMed
656263	Gabrielsen, M.; Bond, C.S.; Hallyburton, I.; Hecht, S.; Bacher, A.; Eisenreich, W.; Rohdich, F.; Hunter, W.N.	Hexameric assembly of the bifunctional methylerythritol 2,4-cyclodiphosphate synthase and protein-protein associations in the deoxy-xylulose-dependent pathway of isoprenoid precursor biosynthesis	J. Biol. Chem.	279	52753-52761	2004	Agrobacterium tumefaciens, Campylobacter jejuni, Escherichia coli, Escherichia coli (Q46893), Escherichia coli (P62617)	PubMed
656498	Steinbacher, S.; Kaiser, J.; Wungsintaweekul, J.; Hecht, S.; Eisenreich, W.; Gerhardt, S.; Bacher, A.; Rohdich, F.	Structure of 2C-methyl-D-erythritol-2,4-cyclodiphosphate synthase involved in mevalonate-independent biosynthesis of isoprenoids	J. Mol. Biol.	316	79-88	2002	Escherichia coli	PubMed
657177	Herz, S.; Wungsintaweekul, J.; Schuhr, C.A.; Hecht, S.; L�ttgen, H.; Sagner, S.; Fellermeier, M.; Eisenreich, W.; Zenk, M.H.; Bacher, A.; Rohdich, F.	Biosynthesis of terpenoids: YgbB protein converts 4-diphosphocytidyl-2C-methyl-D-erythritol 2-phosphate to 2C-methyl-D-erythritol 2,4-cyclodiphosphate	Proc. Natl. Acad. Sci. USA	97	2486-2490	2000	Escherichia coli, Escherichia coli (P62617)	PubMed
657196	Kemp, L.E.; Bond, C.S.; Hunter, W.N.	Structure of 2C-methyl-D-erythritol 2,4-cyclodiphosphate synthase: an essential enzyme for isoprenoid biosynthesis and target for antimicrobial drug development	Proc. Natl. Acad. Sci. USA	99	6591-6596	2002	Escherichia coli (P62617)	PubMed
657313	Lehmann, C.; Lim, K.; Toedt, J.; Krajewski, W.; Howard, A.; Eisenstein, E.; Herzberg, O.	Structure of 2C-methyl-D-erythrol-2,4-cyclodiphosphate synthase from Haemophilus influenzae: Activation by conformational transition	Proteins	49	135-138	2002	Haemophilus influenzae, Haemophilus influenzae (P44815)	PubMed
663548	Sgraja, T.; Kemp, L.E.; Ramsden, N.; Hunter, W.N.	A double mutation of Escherichia coli 2C-methyl-D-erythritol-2,4-cyclodiphosphate synthase disrupts six hydrogen bonds with, yet fails to prevent binding of, an isoprenoid diphosphate	Acta Crystallogr. Sect. F	F61	625-629	2005	Escherichia coli	PubMed
666594	Kim, S.M.; Kuzuyama, T.	Cloning and characterization of 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase (MECS) gene from Ginkgo biloba	Plant Cell Rep.	8	829-835	2006	Ginkgo biloba (Q1EDG4)	-
672138	Lherbet, C.; Pojer, F.; Richard, S.B.; Noel, J.P.; Poulter, C.D.	Absence of substrate channeling between active sites in the Agrobacterium tumefaciens IspDF and IspE enzymes of the methyl erythritol phosphate pathway	Biochemistry	45	3548-3553	2006	Agrobacterium tumefaciens	PubMed
675583	Illarionova, V.; Kaiser, J.; Ostrozhenkova, E.; Bacher, A.; Fischer, M.; Eisenreich, W.; Rohdich, F.	Nonmevalonate terpene biosynthesis enzymes as antiinfective drug targets: substrate synthesis and high-throughput screening methods	J. Org. Chem.	71	8824-8834	2006	Plasmodium sp.	PubMed
680059	Baumgartner, C.; Eberle, C.; Diederich, F.; Lauw, S.; Rohdich, F.; Eisenreich, W.; Bacher, A.	Structure-based design and synthesis of the first weak non-phosphate inhibitors for IspF, an enzyme in the non-mevalonate pathway of isoprenoid biosynthesis	Helv. Chim. Acta	90	1043-1068	2007	Escherichia coli (P62617)	-
681826	Jin, H.; Gong, Y.; Guo, B.; Qiu, C.; Liu, D.; Miao, Z.; Sun, X.; Tang, K.	Isolation and characterization of a 2C-methyl-D-erythritol 2,4-cyclodiphosphate synthase gene from Taxus media	Mol. Biol.	40	914-921	2006	Taxus x media (A1X5Y0)	-
682464	Hsieh, M.; Goodman, H.M.	Functional evidence for the involvement of Arabidopsis IspF homolog in the nonmevalonate pathway of plastid isoprenoid biosynthesis	Planta	223	779-784	2006	Arabidopsis thaliana	-
682735	Calisto, B.M.; Perez-Gil, J.; Bergua, M.; Querol-Audi, J.; Fita, I.; Imperial, S.	Biosynthesis of isoprenoids in plants: Structure of the 2C-methyl-D-erythritol 2,4-cyclodiphosphate synthase from Arabidopsis thaliana. Comparison with the bacterial enzymes	Protein Sci.	16	2082-2088	2007	Arabidopsis thaliana (Q9CAK8)	PubMed
691382	Sando, T.; Takeno, S.; Watanabe, N.; Okumoto, H.; Kuzuyama, T.; Yamashita, A.; Hattori, M.; Ogasawara, N.; Fukusaki, E.; Kobayashi, A.	Cloning and characterization of the 2-C-methyl-D-erythritol 4-phosphate (MEP) pathway genes of a natural-rubber producing plant, Hevea brasiliensis	Biosci. Biotechnol. Biochem.	72	2903-2917	2008	Hevea brasiliensis (A9ZN08), Hevea brasiliensis, Hevea brasiliensis (A9ZN09), Hevea brasiliensis (A9ZN10), Hevea brasiliensis (A9ZN12)	PubMed
694098	Chen, J.; Xiao, Y.; Di, P.; Yu, X.; Chen, W.; Zhang, L.	Molecular cloning and characterization of a 2C-methyl-D: -erythritol 2,4-cyclodiphosphate synthase gene from Cephalotaxus harringtonia	Mol. Biol. Rep.	36	1749-1756	2008	Cephalotaxus harringtonia	PubMed
695176	Narayanasamy, P.; Eoh, H.; Crick, D.C.	Chemoenzymatic synthesis of 4-diphosphocytidyl-2-C-methyl-D-erythritol: a substrate for IspE	Tetrahedron Lett.	49	4461-4463	2008	Mycobacterium tuberculosis, Mycobacterium tuberculosis Rv3582c	PubMed
706809	Battilana, J.; Costantini, L.; Emanuelli, F.; Sevini, F.; Segala, C.; Moser, S.; Velasco, R.; Versini, G.; Stella Grando, M.	The 1-deoxy-D: -xylulose 5-phosphate synthase gene co-localizes with a major QTL affecting monoterpene content in grapevine	Theor. Appl. Genet.	118	653-669	2009	Vitis vinifera x Vitis riparia, Vitis vinifera x Vitis vinifera	PubMed
708124	Geist, J.G.; Lauw, S.; Illarionova, V.; Illarionov, B.; Fischer, M.; Graewert, T.; Rohdich, F.; Eisenreich, W.; Kaiser, J.; Groll, M.; Scheurer, C.; Wittlin, S.; Alonso-Gomez, J.L.; Schweizer, W.B.; Bacher, A.; Diederich, F.	Thiazolopyrimidine inhibitors of 2-methylerythritol 2,4-cyclodiphosphate synthase (IspF) from Mycobacterium tuberculosis and Plasmodium falciparum	ChemMedChem	5	1092-1101	2010	Arabidopsis thaliana, Arabidopsis thaliana (Q9CAK8), Escherichia coli, Mycobacterium tuberculosis, Mycobacterium tuberculosis (P65183), Plasmodium falciparum (P62369), Plasmodium falciparum	PubMed
709435	Ramsden, N.L.; Buetow, L.; Dawson, A.; Kemp, L.A.; Ulaganathan, V.; Brenk, R.; Klebe, G.; Hunter, W.N.	A structure-based approach to ligand discovery for 2C-methyl-D-erythritol-2,4-cyclodiphosphate synthase: a target for antimicrobial therapy	J. Med. Chem.	52	2531-2542	2009	Escherichia coli, Escherichia coli (P62617)	PubMed
709487	Liu, W.; Chen, M.; Yang, C.; Yang, Y.; Lan, X.; Liao, Z.	A new 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase gene from Taxus media: Cloning, characterization and functional complementation	J. Med. Plant Res.	3	395-402	2009	Taxus x media (D3G6G3)	-
714711	Narayanasamy, P.; Eoh, H.; Brennan, P.J.; Crick, D.C.	Synthesis of 4-diphosphocytidyl-2-C-methyl-D-erythritol 2-phosphate and kinetic studies of Mycobacterium tuberculosis IspF, a potential drug target	Chem. Biol.	17	117-122	2010	Mycobacterium tuberculosis	PubMed

LINKS TO OTHER DATABASES (specific for EC-Number 4.6.1.12)

NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM

IUBMB Enzyme Nomenclature

PROSITE Database of protein families and domains

SYSTERS

Protein Mutant Database

InterPro (database of protein families, domains and functional sites)

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