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2-phospho-D-glycerate = 3-phospho-D-glycerate
[enzyme]-L-histidine + 2,3-bisphospho-D-glycerate = [enzyme]-Ntau-phospho-L-histidine + 2/3-phospho-D-glycerate
(1a)
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[enzyme]-L-histidine + 2,3-bisphospho-D-glycerate = [enzyme]-Ntau-phospho-L-histidine + 3-phospho-D-glycerate
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[enzyme]-Ntau-phospho-L-histidine + 2-phospho-D-glycerate = [enzyme]-L-histidine + 2,3-bisphospho-D-glycerate
(1b)
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[enzyme]-Ntau-phospho-L-histidine + 2/3-bisphospho-D-glycerate = [enzyme]-L-histidine + 2,3-bisphospho-D-glycerate
(1d)
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2-phospho-D-glycerate = 3-phospho-D-glycerate
mechanism: after the active site His-8 is phosphorylated by the cofactor 2,3-diphosphoglycerate a substrate molecule binds. Subsequently a phospho-transfer takes place via a ping-pong-mechanism. After release of the product the enzyme remains phosphorylated and catalytically competent
-
2-phospho-D-glycerate = 3-phospho-D-glycerate
ping-pong mechanism via a phosphorylated His-intermediate
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2-phospho-D-glycerate = 3-phospho-D-glycerate
ping-pong mechanism via a phosphorylated His-intermediate
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2-phospho-D-glycerate = 3-phospho-D-glycerate
ping-pong or phosphoenzyme mechanism
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2-phospho-D-glycerate = 3-phospho-D-glycerate
overall reaction
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2-phospho-D-glycerate = 3-phospho-D-glycerate
mechanism of BPGM begins with an unphosphorylated enzyme, the active site histidine of which performs a nucleophilic SN2 attack on the 1,3-bisphosphoglycerate substrate to produce phosphohistidine and 3-phosphoglycerate. The 2'-hydroxyl group then performs a second nucleophilic attack that transfers the phosphate from the active site histidine to the substrate, forming 2,3-bisphosphoglycerate
2-phospho-D-glycerate = 3-phospho-D-glycerate
mechanism of BPGM begins with an unphosphorylated enzyme, the active site histidine of which performs a nucleophilic SN2 attack on the 1,3-bisphosphoglycerate substrate to produce phosphohistidine and 3-phosphoglycerate. The 2'-hydroxyl group then performs a second nucleophilic attack that transfers the phosphate from the active site histidine to the substrate, forming 2,3-bisphosphoglycerate
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2-phospho-D-glycerate
3-phospho-D-glycerate
2-phospho-D-glycerate + 2,3-bisphosphoglycerate
3-phospho-D-glycerate + 2,3-bisphosphoglycerate
2-Phosphoglycerate
3-Phosphoglycerate
3-phospho-D-glycerate
2-phospho-D-glycerate
3-Phosphoglycerate
2-Phosphoglycerate
Hydroxypyruvic acid 3-phosphate
?
additional information
?
-
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
?
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
?
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
-
?
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
?
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
-
?
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
r
2-phospho-D-glycerate
3-phospho-D-glycerate
-
-
-
r
2-phospho-D-glycerate + 2,3-bisphosphoglycerate
3-phospho-D-glycerate + 2,3-bisphosphoglycerate
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-
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r
2-phospho-D-glycerate + 2,3-bisphosphoglycerate
3-phospho-D-glycerate + 2,3-bisphosphoglycerate
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phosphorylated PGAM also has low levels, i.e. 0.002% of mutase activity, of phosphatase activity
-
r
2-Phosphoglycerate
3-Phosphoglycerate
-
-
-
r
2-Phosphoglycerate
3-Phosphoglycerate
-
-
-
-
?
2-Phosphoglycerate
3-Phosphoglycerate
-
-
-
-
?
3-phospho-D-glycerate
2-phospho-D-glycerate
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-
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r
3-phospho-D-glycerate
2-phospho-D-glycerate
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-
-
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r
3-phospho-D-glycerate
2-phospho-D-glycerate
-
-
-
-
r
3-phospho-D-glycerate
2-phospho-D-glycerate
-
-
-
-
?
3-phospho-D-glycerate
2-phospho-D-glycerate
-
-
-
-
?
3-phospho-D-glycerate
2-phospho-D-glycerate
-
-
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r
3-phospho-D-glycerate
2-phospho-D-glycerate
-
-
-
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r
3-Phosphoglycerate
2-Phosphoglycerate
-
-
-
?
3-Phosphoglycerate
2-Phosphoglycerate
-
-
-
-
?
3-Phosphoglycerate
2-Phosphoglycerate
-
-
-
-
?
3-Phosphoglycerate
2-Phosphoglycerate
-
-
-
-
?
3-Phosphoglycerate
2-Phosphoglycerate
-
-
-
-
?
3-Phosphoglycerate
2-Phosphoglycerate
-
-
-
-
?
3-Phosphoglycerate
?
-
glycolysis/gluconeogenesis
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-
?
3-Phosphoglycerate
?
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glycolysis/gluconeogenesis
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-
?
Hydroxypyruvic acid 3-phosphate
?
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3-7% activity
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-
?
Hydroxypyruvic acid 3-phosphate
?
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3-7% activity
-
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?
Hydroxypyruvic acid 3-phosphate
?
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3-7% activity
-
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?
Hydroxypyruvic acid 3-phosphate
?
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3-7% activity
-
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?
additional information
?
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enzymes is confirmed by total proteome analysis of glycerol-grown cells
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?
additional information
?
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enzymes is confirmed by total proteome analysis of glycerol-grown cells
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?
additional information
?
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enzyme possesses some 2,3-bisphosphoglycerate phosphatase activity
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?
additional information
?
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Mdm2 is a direct binding partner and ubiquitin ligase for the enzyme in cultured cells and in vitro
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?
additional information
?
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no substrates are beta-glycerol phosphate, DL-O-phosphoserine, DL-glyceric acid, 3-DL-chloroacetic acid, DL-Ser, DL-glyceraldehyde 3-phosphate
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-
?
additional information
?
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no substrates are beta-glycerol phosphate, DL-O-phosphoserine, DL-glyceric acid, 3-DL-chloroacetic acid, DL-Ser, DL-glyceraldehyde 3-phosphate
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-
?
additional information
?
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Mdm2 is a direct binding partner and ubiquitin ligase for the enzyme in cultured cells and in vitro
-
-
?
additional information
?
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no substrates are beta-glycerol phosphate, DL-O-phosphoserine, DL-glyceric acid, 3-DL-chloroacetic acid, DL-Ser, DL-glyceraldehyde 3-phosphate
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?
additional information
?
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no substrates are beta-glycerol phosphate, DL-O-phosphoserine, DL-glyceric acid, 3-DL-chloroacetic acid, DL-Ser, DL-glyceraldehyde 3-phosphate
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-
?
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1-benzyl 4-[(3R,4R,6R)-6-[1-(hex-5-ynoyloxy)-1-methylethyl]-1-oxaspiro[2.5]oct-4-yl] (2R)-2-(2,3-dihydro-1H-indol-3-ylmethyl)butanedioate
i.e. MJE3, spiroepoxide with anti-proliferative effects in human breast cancer cells. MJE3 covalently inactiviates enzyme at K100
1-phenyl-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)methanesulfonamide
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2,5-bis(trifluoromethyl)-N-(1,2,8-trihydroxy-9-oxo-9Hxanthen-3-yl)benzenesulfonamide
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2,6-dichloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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3-(trifluoromethoxy)-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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3-chloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-2-fluorobenzenesulfonamide
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3-cyano-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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3-cyano-N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)benzene-1-sulfonamide
less than 10% inhibition at 0.02 mM
4-(piperidin-1-yl)-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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4-(pyrrolidin-1-yl)-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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4-(tert-butyl)-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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4-(tert-butyl)-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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4-(tert-butyl)-N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
less than 10% inhibition at 0.02 mM
4-(trifluoromethyl)-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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4-bromo-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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4-bromo-N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
less than 10% inhibition at 0.02 mM
4-chloro-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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4-chloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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4-chloro-N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
less than 10% inhibition at 0.02 mM
4-cyano-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
4-cyano-N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)benzene-1-sulfonamide
less than 10% inhibition at 0.02 mM
4-cyclohexyl-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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4-cyclohexyl-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
4-cyclohexyl-N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
less than 10% inhibition at 0.02 mM
4-fluoro-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
4-fluoro-N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
less than 10% inhibition at 0.02 mM
4-iodo-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
4-methyl-N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
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6-([1,1'-biphenyl]-4-sulfonamido)-8-hydroxy-9-oxo-9H-xanthen-2-yl acetate
-
benzene-1,2,3-tricarboxylate
benzene-1,2,4,5-tetracarboxylate
benzene-1,2,4-tricarboxylate
benzene-1,3,5-tricarboxylate
epigallocatechin gallate
-
Inositol hexakisphosphate
metavanadate
-
less than 5% residual activity at 10 mM after 10 min incubation
-
N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)-[1,10-biphenyl]-4-sulfonamide
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N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)naphthalene-1-sulfonamide
-
N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)naphthalene-2-sulfonamide
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N-(1,7-dihydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-1-phenylmethanesulfonamide
-
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-2-fluorobenzenesulfonamide
-
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-3,5-difluorobenzenesulfonamide
-
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-fluorobenzenesulfonamide
-
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-iodobenzenesulfonamide
-
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-4-methylbenzenesulfonamide
-
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
-
N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)naphthalene-1-sulfonamide
-
N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)-1-phenylmethanesulfonamide
less than 10% inhibition at 0.02 mM
N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)-2,5-bis(trifluoromethyl)benzenesulfonamide
less than 10% inhibition at 0.02 mM
N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)-3-(trifluoromethoxy)benzenesulfonamide
less than 10% inhibition at 0.02 mM
N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)-4-(piperidin-1-yl)benzenesulfonamide
less than 10% inhibition at 0.02 mM
N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)-4-(pyrrolidin-1-yl)benzenesulfonamide
less than 10% inhibition at 0.02 mM
N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)-4-(trifluoromethyl)benzenesulfonamide
less than 10% inhibition at 0.02 mM
N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)-4-iodobenzenesulfonamide
less than 10% inhibition at 0.02 mM
N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)-4-methylbenzenesulfonamide
less than 10% inhibition at 0.02 mM
N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)-[1,10-biphenyl]-4-sulfonamide
less than 10% inhibition at 0.02 mM
N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide
less than 10% inhibition at 0.02 mM
N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)naphthalene-1-sulfonamide
less than 10% inhibition at 0.02 mM
N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)naphthalene-2-sulfonamide
less than 10% inhibition at 0.02 mM
N-(1-hydroxy-5-methoxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
N-(1-hydroxy-5-methyl-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
N-(1-hydroxy-7-methoxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
N-(1-hydroxy-7-methyl-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
N-(1-hydroxy-7-nitro-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
N-(1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
N-(7-chloro-1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
N-(7-fluoro-1-hydroxy-9-oxo-9H-xanthen-3-yl)-[1,1'-biphenyl]-4-sulfonamide
-
N-bromoacetylethanolamine
-
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tetrathionate
-
inactivation of MM-type isozyme, 50% of MB-type, BB-type not affected
vanadate
acting as a substrate mimic, enzyme binding structure, overview
additional information
-
not Mg2+
-
2,3-Butanedione
-
-
benzene hexacarboxylate
-
benzene hexacarboxylate
-
-
benzene-1,2,3-tricarboxylate
-
benzene-1,2,3-tricarboxylate
-
-
benzene-1,2,4,5-tetracarboxylate
-
benzene-1,2,4,5-tetracarboxylate
-
-
benzene-1,2,4-tricarboxylate
-
benzene-1,2,4-tricarboxylate
-
-
benzene-1,3,5-tricarboxylate
-
benzene-1,3,5-tricarboxylate
-
-
diethyldicarbonate
-
-
Inositol hexakisphosphate
-
Inositol hexakisphosphate
-
-
Trinitrobenzenesulfonate
-
-
Trinitrobenzenesulfonate
-
-
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5.4.2.11 phosphoglycerate mutase (2,3-diphosphoglycerate-dependent)
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