Literature summary for 6.3.2.7 extracted from

Zivec, M.; Turk, S.; Blanot, D.; Gobec, S.
Design and synthesis of new peptidomimetics as potential inhibitors of MurE (2011), Acta Chim. Slov., 58, 95-109.

Inhibitors

Inhibitors	Comment	Organism
(2R)-2-amino-6-([[(3R)-3-carboxy-3-([N-[6-(phosphonooxy)hexanoyl]-L-alanyl]amino)propyl](hydroxy)phosphoryl]methyl)heptanedioic acid	-	Staphylococcus aureus
(2R)-2-amino-6-([[(3R)-3-carboxy-3-[[N-(6-[[[[[[(2R,5S)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methoxy](hydroxy)phosphoryl]oxy](hydroxy)phosphoryl]oxy]hexanoyl)-L-alanyl]amino]propyl](hydroxy)phosphoryl]methyl)heptanedioic acid	-	Staphylococcus aureus
(6S,9R,14S)-benzyl 9-benzyloxycarbonyl-14-(4-benzyloxycarbonylaminobutyl)-2,2,6-trimethyl-4,7-dioxo-3-oxa-5,8,13-triazapentadecan-15-oate	-	Staphylococcus aureus
(R)-2-[bis(tert-butoxycarbonyl)amino]-5-oxopentanoate	-	Staphylococcus aureus
(R)-benzyl 2-[(tert-butoxycarbonyl)amino]-5-[methoxy(methyl)amino]-5-oxopentanoate	-	Staphylococcus aureus
(R)-benzyl 2-[bis(tert-butoxycarbonyl)amino]-5-[methoxy(methyl)amino]-5-oxopentanoate	-	Staphylococcus aureus
(S)-1-(2-tert-butoxycarbonylaminopropanoyl)piperidine-4-carboxylic acid	-	Staphylococcus aureus
(S)-6-amino-2-((R)-4-amino-4-carboxybutylamino)hexanoic acid	-	Staphylococcus aureus
(S)-6-amino-2-(piperidine-4-carboxamido)hexanoic acid	-	Staphylococcus aureus
(S)-6-amino-2-([[1-((S)-2-aminopropanoyl)piperidin-4-yl]methyl]amino)hexanoic acid	-	Staphylococcus aureus
(S)-6-amino-2-[(piperidin-4-ylmethyl)amino]hexanoic acid	-	Staphylococcus aureus
(S)-6-amino-2-[1-((S)-2-aminopropanoyl)piperidine-4-carboxamido]hexanoic acid 2,2,2-trifluoroacetate	-	Staphylococcus aureus
(S)-6-amino-2-[1-(carboxymethyl)piperidine-4-carboxamido]hexanoic acid	-	Staphylococcus aureus
(S)-6-amino-2-[[(R)-4-((S)-2-aminopropanamido)-4-carboxybutyl]amino]hexanoic acid	-	Staphylococcus aureus
(S)-benzyl 1-(2-tert-butoxycarbonylaminopropanoyl)piperidine-4-carboxylate	-	Staphylococcus aureus
(S)-benzyl 2-([(R)-5-(benzyloxy)-4-[bis(tert-butoxycarbonyl)amino]-5-oxopentyl]amino)-6-benzyloxycarbonylaminohexanoate	-	Staphylococcus aureus
(S)-benzyl 6-benzyloxycarbonylamino-2-[([1-[(S)-2-(tert-butoxycarbonylamino)propanoyl]piperidin-4-yl]methyl)amino]hexanoate	-	Staphylococcus aureus
(S)-benzyl 6-benzyloxycarbonylamino-2-[1-((S)-2-tertbutoxycarbonylaminopropanoyl)piperidine-4-carboxamido]hexanoate	-	Staphylococcus aureus
(S)-benzyl 6-benzyloxycarbonylamino-2-[1-(2-tertbutoxy-2-oxoethyl)piperidine-4-carboxamido]hexanoate	-	Staphylococcus aureus
(S)-N-(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)piperidine-4-carboxamide	-	Staphylococcus aureus
(S)-tert-butyl 4-[(1-benzyloxy-6-benzyloxycarbonylamino-1-oxohexan-2-yl)carbamoyl]piperidine-1-carboxylate	-	Staphylococcus aureus
(S)-tert-butyl 4-[[(1-benzyloxy-6-benzyloxycarbonylamino-1-oxohexan-2-yl)amino]methyl]piperidine-1-carboxylate	-	Staphylococcus aureus
1-(2-tert-butoxy-2-oxoethyl)piperidine-4-carboxylic acid	-	Staphylococcus aureus
4-benzyloxycarbonylpiperidin-1-ium 4-methylbenzenesulfonate	-	Staphylococcus aureus
benzyl 1-(2-tert-butoxy-2-oxoethyl)piperidine-4-carboxylate	-	Staphylococcus aureus
additional information	design and synthesise a small focused library of peptidomimetics as potential inhibitors of MurE from Staphylococcus aureus, overview	Staphylococcus aureus
N-[(S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl]-1-[(S)-2-aminopropanoyl]piperidine-4-carboxamide	-	Staphylococcus aureus
tert-butyl 4-formylpiperidine-1-carboxylate	-	Staphylococcus aureus
tert-butyl 4-[(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)carbamoyl]piperidine-1-carboxylate	-	Staphylococcus aureus
tert-butyl 4-[methoxy(methyl)carbamoyl]piperidine-1-carboxylate	-	Staphylococcus aureus
tert-butyl [(S)-1-[4-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-ylcarbamoyl)piperidin-1-yl]-1-oxopropan-2-yl]carbamate	-	Staphylococcus aureus

Metals/Ions

Metals/Ions	Comment	Organism	Structure
Mg2+	required	Staphylococcus aureus

Natural Substrates/ Products (Substrates)

Natural Substrates	Organism	Comment (Nat. Sub.)	Natural Products	Comment (Nat. Pro.)	Rev.	Reac.
ATP + UDP-N-acetylmuramoyl-L-alanyl-D-glutamate + L-lysine	Staphylococcus aureus	-	ADP + phosphate + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysine	-	?
additional information	Staphylococcus aureus	the third amino acid added to the peptide stem of peptidoglycan is usually either meso-diaminopimelic acid (in most Gram-negative bacteria), EC 6.3.2.13, or L-lysine (in most Gram-positive bacteria), EC 6.3.2.7, although in some cases other amino acids are found at this position	?	-	?

Organism

Organism	UniProt	Comment	Textmining
Staphylococcus aureus	-	gene murE	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
ATP + UDP-N-acetylmuramoyl-L-alanyl-D-glutamate + L-lysine	-	Staphylococcus aureus	ADP + phosphate + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysine	-	?
additional information	the third amino acid added to the peptide stem of peptidoglycan is usually either meso-diaminopimelic acid (in most Gram-negative bacteria), EC 6.3.2.13, or L-lysine (in most Gram-positive bacteria), EC 6.3.2.7, although in some cases other amino acids are found at this position	Staphylococcus aureus	?	-	?

Synonyms

Synonyms	Comment	Organism
MurE	-	Staphylococcus aureus
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate:L-lysine ligase	-	Staphylococcus aureus

Temperature Optimum [°C]

Temperature Optimum [°C]	Temperature Optimum Maximum [°C]	Comment	Organism
37	-	assay at	Staphylococcus aureus

pH Optimum

pH Optimum Minimum	pH Optimum Maximum	Comment	Organism
8.6	-	assay at	Staphylococcus aureus

Cofactor

Cofactor	Comment	Organism	Structure
ATP	-	Staphylococcus aureus

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor	Structure
0.0011	-	pH and temperature not specified in the publication	Staphylococcus aureus	(2R)-2-amino-6-([[(3R)-3-carboxy-3-[[N-(6-[[[[[[(2R,5S)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methoxy](hydroxy)phosphoryl]oxy](hydroxy)phosphoryl]oxy]hexanoyl)-L-alanyl]amino]propyl](hydroxy)phosphoryl]methyl)heptanedioic acid
0.7	-	pH and temperature not specified in the publication	Staphylococcus aureus	(2R)-2-amino-6-([[(3R)-3-carboxy-3-([N-[6-(phosphonooxy)hexanoyl]-L-alanyl]amino)propyl](hydroxy)phosphoryl]methyl)heptanedioic acid