Ligand glycerol 1-phosphate

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Basic Ligand Information

Molecular Structure
Picture of glycerol 1-phosphate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H9O6P
glycerol 1-phosphate
AWUCVROLDVIAJX-UHFFFAOYSA-N
Synonyms:
1-glycerophosphate, alpha-glycerol 3-phosphate, alpha-glycerolphosphate, alpha-glycerol phosphate, alpha-glycerophosphate, D,L-glycerol 1-phosphate, DL-alpha-glycerol-phosphate, DL-alpha-glycerol 3-phosphate, DL-alpha-glycerolphosphate, DL-alpha-glycerophosphate, DL-glycero-3-phosphate, DL-glycerol-1-phosphate, DL-glycerol-3-phosphate, DL-glycerol 1-phosphate, DL-glycerol 3-phosphate, gamma-glycerophosphate, glycerol-1-phosphate, glycerol-3-phosphate, glycerol 3-phosphate, glycerol phosphate, glycerolphosphate, glyceryl phosphate, sn-glycero-3-phosphate, sn-glycero 3-phosphate, sn-glycerol-3-phosphate, sn-glycerol 3-phosphate, sn-glyceryl phosphate, sn-gycerol 3-phosphate

Show all pahtways known for Show all pathways known for glycerol 1-phosphate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (42 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sn-glycerol 3-phosphate + NADP+ = D-glyceraldehyde 3-phosphate + NADPH + H+
show the reaction diagram
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ADP-glucose + sn-glycerol 3-phosphate = 2-(beta-D-glucosyl)-sn-glycerol 3-phosphate + ADP
show the reaction diagram
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glycerol 3-phosphate + D-glucose = glycerol + D-glucose 6-phosphate
show the reaction diagram
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ADP + sn-glycerol 3-phosphate = ATP + glycerol
show the reaction diagram
glycerol 1-phosphate + H2O = glycerol + phosphate
show the reaction diagram
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ATP + H2O + glycerol-3-phosphate/out = ADP + phosphate + glycerol-3-phosphate/in
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (37 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + glycerol = ADP + sn-glycerol 3-phosphate
show the reaction diagram
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glycerophosphoinositol + H2O = glycerol 3-phosphate + inositol
show the reaction diagram
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ATP + H2O + glycerol-3-phosphate/out = ADP + phosphate + glycerol-3-phosphate/in
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (141 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sn-glycerol 3-phosphate + NADP+ = D-glyceraldehyde 3-phosphate + NADPH + H+
show the reaction diagram
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DL-alpha-glycerophosphate + NAD+ = ?
show the reaction diagram
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geranylgeranyl diphosphate + sn-glyceryl phosphate = diphosphate + sn-3-O-(geranylgeranyl)glyceryl 1-phosphate
show the reaction diagram
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ADP + sn-glycerol 3-phosphate = ATP + glycerol
show the reaction diagram
CDP-diacylglycerol + sn-glycero-3-phosphate = CMP + phosphatidylglycerophosphate
show the reaction diagram
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adenosine 5'-triphosphate + glycerol-3-phosphate = adenosine 5'-monophosphate-O-glyceryl-3-phosphate ester + H2O + diphosphate
show the reaction diagram
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glycerol 3-phosphate + H2O = glycerol + phosphate
show the reaction diagram
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glycerol 1-phosphate + H2O = glycerol + phosphate
show the reaction diagram
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DL-glycerol 3-phosphate + H2O = glycerol + phosphate
show the reaction diagram
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alpha-glycerophosphate + H2O = glycerol + phosphate
show the reaction diagram
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DL-alpha-glycerophosphate + H2O = glycerol + phosphate
show the reaction diagram
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1-glycerophosphate + H2O = glycerol + phosphate
show the reaction diagram
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alpha-glycerophosphate + H2O = glycerol + phosphate
show the reaction diagram
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sn-glycerol-3-phosphate + H2O = glycerol + phosphate
show the reaction diagram
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ATP + H2O + glycerol-3-phosphate/out = ADP + phosphate + glycerol-3-phosphate/in
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (83 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dihydroxyacetone phosphate + NADH + H+ = glycerol phosphate + NAD+
show the reaction diagram
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dihydroxyacetonephosphate + NADPH = glycerol 3-phosphate + NADP+
show the reaction diagram
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dihydroxyacetonephosphate + NADPH = glycerol 1-phosphate + NADP+
show the reaction diagram
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diphosphate + glycerol = phosphate + glycerol 1-phosphate
show the reaction diagram
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ATP + glycerol = ADP + glycerol phosphate
show the reaction diagram
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1,2-didodecanoyl phosphatidylglycerol + 2 H2O = 2 dodecanoate + sn-glycerol 3-phosphate
show the reaction diagram
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1-acyl-lysophosphtidic acid + H2O = glycerol-3-phosphate + a carboxylate
show the reaction diagram
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1-acyl-sn-glycero-3-phosphate + H2O = fatty acid + glyceryl phosphate
show the reaction diagram
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1-oleoyl-2-lysophosphatidate + H2O = oleic acid + sn-glycerol 3-phosphate
show the reaction diagram
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phosphatidylglycerol + H2O = diacylglycerol + glycerolphosphate
show the reaction diagram
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N-palmitoyl-lyso-phosphatidylethanolamine + H2O = N-palmitoylethanolamine + sn-glycerol 3-phosphate
show the reaction diagram
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glycerol 1,2-cyclic phosphate + H2O = glycerol phosphate
show the reaction diagram
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CDP-glycerol + H2O = CMP + glycerol phosphate
show the reaction diagram
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ATP + H2O + glycerol-3-phosphate/out = ADP + phosphate + glycerol-3-phosphate/in
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
influences enzyme activity at pH 6.5 by preventing substrate and product inhibition by ATP and ADP, respectively
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activation
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Inhibitor in Enzyme-catalyzed Reactions (58 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.025 mM, strong inhibition of chloroplastic and cytosolic form, endproduct inhibition
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competitive
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0.29 mM, 50% inhibition
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20 mM, complete inhibition
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; 0.2 mM, strong inhibitor
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inhibition of CDP-diacylglycerol formation
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5 mM, 16% inhibition
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20 mM, 46.1% residual activity
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20 mM, 33.4% residual activity; 20 mM, 46.1% residual activity
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98% residual activity at 2 mM
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weak competitive inhibitor
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competitive
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Metals and Ions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
enhances beta-reaction activity of mutant D305N and K167T
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3D Structure of Enzyme-Ligand-Complex (PDB) (28 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (10 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
33.3
-
-
0.011
-
at pH 7.4 and 25°C

KM Value (167 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.21
-
-
0.1
-
Km-value is determined using purified membranes from Escherichia coli expressing Streptococcus pneumoniae, pH 7.4, 37°C
0.71
-
pH 8.0, 30°C
0.02
-
-

Ki Value (16 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.45
-
-
20
-
-
0.7
-
pH 7.5, 20°C, versus 3-phospho-D-glycerate
12.8
-
pH 7.8, 20°C
32
-
pH 8, 37°C
0.9
-
25°C, pH 8.0
1.8
-
-

References & Links

Links to other databases for glycerol 1-phosphate

ChEBI
PubChem
ChEBI
PubChem