Reference on EC 2.5.1.31 - ditrans,polycis-undecaprenyl-diphosphate synthase [(2E,6E)-farnesyl-diphosphate specific]
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REF. 
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Muth, J.D.; Allen, C.M.
Undecaprenyl pyrophosphate synthetase from Lactobacillus plantarum: a dimeric protein
Arch. Biochem. Biophys.
230
49-60
1984
Lactiplantibacillus plantarum, Lactiplantibacillus plantarum (Q88VJ8)
Takahashi, I.; Ogura, K.
Prenyltransferases of Bacillus subtilis: undecaprenyl pyrophosphate synthetase and geranylgeranyl pyrophosphate synthetase
J. Biochem.
92
1527-1537
1982
Bacillus subtilis
Allen, C.M.
Purification and characterization of undecaprenylpyrophosphate synthetase
Methods Enzymol.
110
281-299
1985
Bacillus subtilis, Lactiplantibacillus plantarum, Micrococcus luteus, Salmonella newington
Koyama, T.; Yoshida, I.; Ogura, K.
Undecaprenyl diphosphate synthase from Micrococcus luteus B-P 26: essential factors for the enzymatic activity
J. Biochem.
103
867-871
1988
Micrococcus luteus, Micrococcus luteus B-P 26
Keenan, M.V.; Allen, C.M.
Characterization of undecaprenyl pyrophosphate synthetase from Lactobacillus plantarum
Arch. Biochem. Biophys.
161
375-383
1974
Lactiplantibacillus plantarum
Baba, T.; Allen, C.M.
Inactivation of undecaprenylpyrophosphate synthetase with a photolabile analogue of farnesyl pyrophosphate
Biochemistry
23
1312-1322
1984
Lactiplantibacillus plantarum
-
Baba, T.; Muth, J.; Allen, C.M.
Photoaffinity labeling of undecaprenyl pyrophosphate synthetase with a farnesyl pyrophosphate analogue
J. Biol. Chem.
260
10467-10473
1985
Escherichia coli
Allen, C.M.; Keenan, M.V.; Sack, J.
Lactobacillus plantarum undecaprenyl pyrophosphate synthetase: purification and reaction requirements
Arch. Biochem. Biophys.
175
236-248
1976
Lactiplantibacillus plantarum
Baba, T.; Allen, C.M.
Prenyl transferases from Micrococcus luteus: characterization of undecaprenyl pyrophosphate synthetase
Arch. Biochem. Biophys.
200
474-484
1980
Micrococcus luteus
Fujisaki, S.; Nishino, T.; Katasuki, H.
Isoprenoid synthesis in Escherichia coli. Separation and partial purification of four enzymes involved in the synthesis
J. Biochem.
99
1327-1337
1986
Escherichia coli
Baba, T.; Allen, C.M.
Substrate specificity of undecaprenyl pyrophosphate synthetase from Lactobacillus plantarum
Biochemistry
17
5598-5604
1978
Lactiplantibacillus plantarum
Allen, C.M.; Muth, J.D.
Lipid activation of undecaprenyl pyrophosphate synthetase from Lactobacillus plantarum
Biochemistry
16
2908-2915
1977
Lactiplantibacillus plantarum
Pan, J.J.; Chiou, S.T.; Liang, P.H.
Product distribution and pre-steady-state kinetic analysis of Escherichia coli undecaprenyl pyrophosphate synthase reaction
Biochemistry
39
10936-10942
2000
Escherichia coli
Chang, S.Y.; Tsai, P.C.; Tseng, C.S.; Liang, P.H.
Refolding and characterization of a yeast dehydrodolichyl diphosphate synthase overexpressed in Escherichia coli
Protein Expr. Purif.
23
432-439
2001
Saccharomyces cerevisiae
Fujikura, K.; Zhang, Y.W.; Yoshizaki, H.; Nishino, T.; Koyama, T.
Significance of Asn-77 and Trp-78 in the catalytic function of undecaprenyl diphosphate synthase of Micrococcus luteus B-P 26
J. Biochem.
128
917-922
2000
Micrococcus luteus (O82827), Micrococcus luteus B-P 26 (O82827), Micrococcus luteus B-P 26
Shimizu, N.; Koyama, T.; Ogura, K.
Molecular cloning, expression, and purification of undecaprenyl diphosphate synthase. No sequence similarity between E- and Z-prenyl diphosphate synthases
J. Biol. Chem.
273
19476-19481
1998
Escherichia coli, Micrococcus luteus (O82827), Micrococcus luteus B-P 26 (O82827), Micrococcus luteus B-P 26
Fujihashi, M.; Zhang, Y.W.; Higuchi, Y.; Li, X.Y.; Koyama, T.; Miki, K.
Crystal structure of cis-prenyl chain elongating enzyme, undecaprenyl diphosphate synthase
Proc. Natl. Acad. Sci. USA
98
4337-4342
2001
Micrococcus luteus, Micrococcus luteus (O82827), Micrococcus luteus B-P 26, Micrococcus luteus B-P 26 (O82827)
Kharel, Y.; Zhang, Y.W.; Fujihashi, M.; Miki, K.; Koyama, T.
Identification of significant residues for homoallylic substrate binding of Micrococcus luteus B-P 26 undecaprenyl diphosphate synthase
J. Biol. Chem.
276
28459-28464
2001
Micrococcus luteus (O82827), Micrococcus luteus B-P 26 (O82827), Micrococcus luteus B-P 26
Fujikura, K.; Zhang, Y.W.; Fujihashi, M.; Miki, K.; Koyama, T.
Mutational analysis of allylic substrate binding site of Micrococcus luteus B-P 26 undecaprenyl diphosphate synthase
Biochemistry
42
4035-4041
2003
Micrococcus luteus, Micrococcus luteus (O82827), Micrococcus luteus B-P 26, Micrococcus luteus B-P 26 (O82827)
Ko, T.P.; Chen, Y.K.; Robinson, H.; Tsai, P.C.; Gao, Y.G.; Chen, A.P.C.; Wang, A.H.J.; Liang, P.H.
Mechanism of product chain length determination and the role of a flexible loop in Escherichia coli undecaprenyl-pyrophosphate synthase catalysis
J. Biol. Chem.
276
47474-47482
2001
Escherichia coli, Escherichia coli (P60472)
Chen, Y.H.; Chen, A.P.C.; Chen, C.T.; Wang, A.H.J.; Liang, P.H.
Probing the conformational change of Escherichia coli undecaprenyl pyrophosphate synthase during catalysis using an inhibitor and tryptophan mutants
J. Biol. Chem.
277
7369-7376
2002
Escherichia coli
Pan, J.J.; Yang, L.W.; Liang, P.H.
Effect of site-directed mutagenesis of the conserved aspartate and glutamate on E. coli undecaprenyl pyrophosphate synthase catalysis
Biochemistry
39
13856-13861
2000
Escherichia coli
Chen, A.P.; Chang, S.Y.; Lin, Y.C.; Sun, Y.S.; Chen, C.T.; Wang, A.H.; Liang, P.H.
Substrate and product specificities of cis-type undecaprenyl pyrophosphate synthase
Biochem. J.
386
169-176
2005
Escherichia coli
Khare, Y.; Zhang, Y.W.; Fujihashi, M.; Miki, K.; Koyama, T.
Significance of highly conserved aromatic residues in Micrococcus luteus B-P 26 undecaprenyl diphosphate synthase
J. Biochem.
134
819-826
2003
Micrococcus luteus, Micrococcus luteus (O82827), Micrococcus luteus B-P 26, Micrococcus luteus B-P 26 (O82827)
Chang, S.Y.; Ko, T.P.; Liang, P.H.; Wang, A.H.
Catalytic mechanism revealed by the crystal structure of undecaprenyl pyrophosphate synthase in complex with sulfate, magnesium, and triton
J. Biol. Chem.
278
29298-29307
2003
Escherichia coli
Guo, R.T.; Ko, T.P.; Chen, A.P.; Kuo, C.J.; Wang, A.H.; Liang, P.H.
Crystal structures of undecaprenyl pyrophosphate synthase in complex with magnesium, isopentenyl pyrophosphate, and farnesyl thiopyrophosphate: roles of the metal ion and conserved residues in catalysis
J. Biol. Chem.
280
20762-20774
2005
Escherichia coli, Escherichia coli (P60472)
Chang, S.Y.; Ko, T.P.; Chen, A.P.; Wang, A.H.; Liang, P.H.
Substrate binding mode and reaction mechanism of undecaprenyl pyrophosphate synthase deduced from crystallographic studies
Protein Sci.
13
971-978
2004
Escherichia coli
Takahashi, S.; Koyama, T.
Structure and function of cis-prenyl chain elongating enzymes
Chem. Rec.
6
194-205
2006
Escherichia coli, Micrococcus luteus (O82827), Micrococcus luteus B-P 26 (O82827), Micrococcus luteus B-P 26
Kharel, Y.; Takahashi, S.; Yamashita, S.; Koyama, T.
Manipulation of prenyl chain length determination mechanism of cis-prenyltransferases
FEBS J.
273
647-657
2006
Micrococcus luteus (O82827), Micrococcus luteus, Micrococcus luteus B-P 26 (O82827), Micrococcus luteus B-P 26
Guo, R.T.; Cao, R.; Liang, P.H.; Ko, T.P.; Chang, T.H.; Hudock, M.P.; Jeng, W.Y.; Chen, C.K.; Zhang, Y.; Song, Y.; Kuo, C.J.; Yin, F.; Oldfield, E.; Wang, A.H.
Bisphosphonates target multiple sites in both cis- and trans-prenyltransferases
Proc. Natl. Acad. Sci. USA
104
10022-10027
2007
Escherichia coli
Fujikura, K.; Maki, Y.; Ohya, N.; Satoh, M.; Koyama, T.
Kinetic studies of Micrococcus luteus B-P 26 undecaprenyl diphosphate synthase reaction using 3-desmethyl allylic substrate analogs
Biosci. Biotechnol. Biochem.
72
851-855
2008
Micrococcus luteus, Micrococcus luteus B-P 26
Kuo, C.; Guo, R.; Lu, I.; Liu, H.; Wu, S.; Ko, T.; Wang, A.H.; Liang, P.
Structure-based inhibitors exhibit differential activities against Helicobacter pylori and Escherichia coli undecaprenyl pyrophosphate synthases
J. Biomed. Biotechnol.
2008
841312
2008
Escherichia coli, Escherichia coli (P60472), Helicobacter pylori, Helicobacter pylori (P55984)
Fujihashi, M.; Shimizu, N.; Zhang, Y.W.; Koyama, T.; Miki, K.
Crystallization and preliminary X-ray diffraction studies of undecaprenyl diphosphate synthase from Micrococcus luteus B-P 26
Acta Crystallogr. Sect. D
55
1606-1607
1999
Micrococcus luteus (O82827), Micrococcus luteus B-P 26 (O82827), Micrococcus luteus B-P 26
Chang, S.Y.; Chen, Y.K.; Wang, A.H.; Liang, P.H.
Identification of the active conformation and the importance of length of the flexible loop 72-83 in regulating the conformational change of undecaprenyl pyrophosphate synthase
Biochemistry
42
14452-14459
2003
Escherichia coli
Lee, L.V.; Granda, B.; Dean, K.; Tao, J.; Liu, E.; Zhang, R.; Peukert, S.; Wattanasin, S.; Xie, X.; Ryder, N.S.; Tommasi, R.; Deng, G.
Biophysical investigation of the mode of inhibition of tetramic acids, the allosteric inhibitors of undecaprenyl pyrophosphate synthase
Biochemistry
49
5366-5376
2010
Streptococcus pneumoniae
Ohnuma, S.; Koyama, T.; Ogura, K.
Kinetic studies on the prenyl chain elongation by undecaprenyl diphosphate synthase with artificial substrate homologues
FEBS Lett.
257
71-74
1989
Bacillus subtilis
Chen, A.P.; Chen, Y.H.; Liu, H.P.; Li, Y.C.; Chen, C.T.; Liang, P.H.
Synthesis and application of a fluorescent substrate analogue to study ligand interactions for undecaprenyl pyrophosphate synthase
J. Am. Chem. Soc.
124
15217-15224
2002
Escherichia coli
Apfel, C.M.; Takacs, B.; Fountoulakis, M.; Stieger, M.; Keck, W.
Use of genomics to identify bacterial undecaprenyl pyrophosphate synthetase: cloning, expression, and characterization of the essential uppS gene
J. Bacteriol.
181
483-492
1999
Escherichia coli, Streptococcus pneumoniae R6, Haemophilus influenzae (P44938), Haemophilus influenzae
Teng, K.H.; Chen, A.P.; Kuo, C.J.; Li, Y.C.; Liu, H.G.; Chen, C.T.; Liang, P.H.
Fluorescent substrate analog for monitoring chain elongation by undecaprenyl pyrophosphate synthase in real time
Anal. Biochem.
417
136-141
2011
Escherichia coli
Teng, K.; Liang, P.
Structures, mechanisms and inhibitors of undecaprenyl diphosphate synthase: A cis-prenyltransferase for bacterial peptidoglycan biosynthesis
Bioorg. Chem.
43
51-57
2012
Escherichia coli, Micrococcus luteus, Streptococcus pneumoniae (Q97SR4), Micrococcus luteus B-P 26
Rush, J.; Matveev, S.; Guan, Z.; Raetz, C.; Waechter, C.
Expression of functional bacterial undecaprenyl pyrophosphate synthase in the yeast rer2DELTA mutant and CHO cells
Glycobiology
20
1585-1593
2010
Escherichia coli
Inokoshi, J.; Nakamura, Y.; Hongbin, Z.; Uchida, R.; Nonaka, K.; Masuma, R.; Tomoda, H.
Spirohexalines, new inhibitors of bacterial undecaprenyl pyrophosphate synthase, produced by Penicillium brasilianum FKI-3368
J. Antibiot.
66
37-41
2013
Penicillium brasilianum, Penicillium brasilianum FKI-3368
Inaoka, T.; Ochi, K.
Undecaprenyl pyrophosphate involvement in susceptibility of Bacillus subtilis to rare earth elements
J. Bacteriol.
194
5632-5637
2012
Bacillus subtilis, Bacillus subtilis 168
Lee, Y.; Helmann, J.
Reducing the level of undecaprenyl pyrophosphate synthase has complex effects on susceptibility to cell wall antibiotics
Antimicrob. Agents Chemother.
57
4267-4275
2013
Bacillus subtilis, Bacillus subtilis W168
-
Dodbele, S.; Martinez, C.D.; Troutman, J.M.
Species differences in alternative substrate utilization by the antibacterial target undecaprenyl pyrophosphate synthase
Biochemistry
53
5042-5050
2014
Vibrio vulnificus (A0A087IPJ7), Vibrio vulnificus, Escherichia coli (P60472), Escherichia coli, Bacteroides fragilis (Q5LI17), Bacteroides fragilis, Escherichia coli DH5alpha (P60472), Vibrio vulnificus MO6-24/O (A0A087IPJ7), Bacteroides fragilis ATCC 25285 (Q5LI17)
Inokoshi, J.; Nakamura, Y.; Komada, S.; Komatsu, K.; Umeyama, H.; Tomoda, H.
Inhibition of bacterial undecaprenyl pyrophosphate synthase by small fungal molecules
J. Antibiot.
2016
1-8
2016
Staphylococcus aureus (Q6GHH5), Staphylococcus aureus, Staphylococcus aureus MRSA252 (Q6GHH5)
Zhu, W.; Wang, Y.; Li, K.; Gao, J.; Huang, C.H.; Chen, C.C.; Ko, T.P.; Zhang, Y.; Guo, R.T.; Oldfield, E.
Antibacterial drug leads: DNA and enzyme multitargeting
J. Med. Chem.
58
1215-1227
2015
Staphylococcus aureus, Escherichia coli (P60472), Escherichia coli
Farha, M.A.; Czarny, T.L.; Myers, C.L.; Worrall, L.J.; French, S.; Conrady, D.G.; Wang, Y.; Oldfield, E.; Strynadka, N.C.; Brown, E.D.
Antagonism screen for inhibitors of bacterial cell wall biogenesis uncovers an inhibitor of undecaprenyl diphosphate synthase
Proc. Natl. Acad. Sci. USA
112
11048-11053
2015
Staphylococcus aureus (A0A0H2XGF2), Staphylococcus aureus, Escherichia coli (P60472), Staphylococcus aureus USA300 (A0A0H2XGF2), Escherichia coli MC1061 (P60472)
Danley, D.E.; Baima, E.T.; Mansour, M.; Fennell, K.F.; Chrunyk, B.A.; Mueller, J.P.; Liu, S.; Qiu, X.
Discovery and structural characterization of an allosteric inhibitor of bacterial cis-prenyltransferase
Protein Sci.
24
20-26
2015
Streptococcus pneumoniae (Q8DRB3), Streptococcus pneumoniae
Wang, Y.; Desai, J.; Zhang, Y.; Malwal, S.R.; Shin, C.J.; Feng, X.; Sun, H.; Liu, G.; Guo, R.T.; Oldfield, E.
Bacterial cell growth inhibitors targeting undecaprenyl diphosphate synthase and undecaprenyl diphosphate phosphatase
ChemMedChem
11
2311-2319
2016
Staphylococcus aureus
Czarny, T.L.; Brown, E.D.
A small-molecule screening platform for the discovery of inhibitors of undecaprenyl diphosphate synthase
ACS Infect. Dis.
2
489-499
2016
Escherichia coli, Escherichia coli (P60472), Staphylococcus aureus, Staphylococcus aureus (A0A0H2XGF2), Bacillus subtilis (O31751), Bacillus subtilis 168 (O31751), Staphylococcus aureus Newman, Staphylococcus aureus USA300 (A0A0H2XGF2), Escherichia coli K12, Escherichia coli K12 (P60472)
Ko, T.P.; Huang, C.H.; Lai, S.J.; Chen, Y.
Structure of undecaprenyl pyrophosphate synthase from Acinetobacter baumannii
Acta Crystallogr. Sect. F
74
765-769
2018
Acinetobacter baumannii (A0A0D5YHU7), Acinetobacter baumannii
Thorpe, J.H.; Wall, I.D.; Sinnamon, R.H.; Taylor, A.N.; Stavenger, R.A.
Cocktailed fragment screening by X-ray crystallography of the antibacterial target undecaprenyl pyrophosphate synthase from Acinetobacter baumannii
Acta Crystallogr. Sect. F
76
40-46
2020
Acinetobacter baumannii (V5VCK8), Acinetobacter baumannii, Acinetobacter baumannii BM4454 (V5VCK8)
Gao, J.; Ko, T.P.; Chen, L.; Malwal, S.R.; Zhang, J.; Hu, X.; Qu, F.; Liu, W.; Huang, J.W.; Cheng, Y.S.; Chen, C.C.; Yang, Y.; Zhang, Y.; Oldfield, E.; Guo, R.T.
Head-to-middle and head-to-tail cis-prenyl transferases Structure of isosesquilavandulyl diphosphate synthase
Angew. Chem. Int. Ed. Engl.
57
683-687
2018
Streptomyces sp. CNH189 (M4T4U9)
Jukic, M.; Rozman, K.; Gobec, S.
Recent advances in the development of undecaprenyl pyrophosphate synthase inhibitors as potential antibacterials
Curr. Med. Chem.
23
464-482
2016
Escherichia coli (P60472), Escherichia coli K12 (P60472)
Jukic, M.; Rozman, K.; Sova, M.; Barreteau, H.; Gobec, S.
Anthranilic acid inhibitors of undecaprenyl pyrophosphate synthase (UppS), an essential enzyme for bacterial cell wall biosynthesis
Front. Microbiol.
9
3322
2018
Escherichia coli (P60472), Escherichia coli, Escherichia coli K12 (P60472)
Grabinska, K.A.; Park, E.J.; Sessa, W.C.
cis-Prenyltransferase new insights into protein glycosylation, rubber synthesis, and human diseases
J. Biol. Chem.
291
18582-18590
2016
Escherichia coli (P60472), Escherichia coli K12 (P60472)
Concha, N.; Huang, J.; Bai, X.; Benowitz, A.; Brady, P.; Grady, L.C.; Kryn, L.H.; Holmes, D.; Ingraham, K.; Jin, Q.; Pothier Kaushansky, L.; McCloskey, L.; Messer, J.A.; OKeefe, H.; Patel, A.; Satz, A.L.; Sinnamon, R.H.; Schneck, J.; Skinner, S.R.; Summerfield, J.; Taylor, A.; Taylor, J.D.; Evindar, G.; S, S.t.
Discovery and characterization of a class of pyrazole inhibitors of bacterial undecaprenyl pyrophosphate synthase
J. Med. Chem.
59
7299-7304
2016
Staphylococcus aureus, Staphylococcus aureus RN4220
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