Ligand D-serine

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Basic Ligand Information

Molecular Structure
Picture of D-serine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H7NO3
D-serine
MTCFGRXMJLQNBG-UWTATZPHSA-N
Synonyms:
D-Ser


Show all pahtways known for Show all BRENDA pathways known for D-serine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(6S)-tetrahydrofolate + D-serine = 5,10-methylenetetrahydrofolate + glycine + H2O
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D-alanine + D-serine + ATP = D-alanyl-D-serine + ADP + phosphate
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In Vivo Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5,10-methylenetetrahydrofolate + glycine + H2O = tetrahydrofolate + D-serine
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L-serine = D-serine
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L-serine = D-serine
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-

Substrate in Enzyme-catalyzed Reactions (63 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-serine + NADP+ = 2-aminomalonate semialdehyde + NADPH
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D-serine + NADP+ = ?
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D-Ser + H2O + NAD+ = 3-hydroxypyruvate + NH3 + NADH
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D-serine + H2O + NAD+ = 3-hydroxypyruvate + NH3 + NADH + H+
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D-serine + oxidized 2,6-dichloroindophenol + H2O = 3-hydroxy-2-oxopropanoate + NH3 + reduced 2,6-dichloroindophenol
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D-serine + 2-oxoadipate = 3-hydroxy-2-oxopropanoate + 2-aminoadipate
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D-serine + H2O = ?
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D-serine = ?
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D-serine = ?
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D-serine = pyruvate + NH3
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D-serine = L-serine
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ATP + D-Ser + diphosphate = ?
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ATP + gamma-L-Glu-L-Cys + D-Ser = ADP + phosphate + gamma-Glu-L-Cys-D-Ser
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D-alanine + D-serine + ATP = D-alanyl-D-serine + ADP + phosphate
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Product in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5,10-methylenetetrahydrofolate + glycine + H2O = tetrahydrofolate + D-serine
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tetrahydrofolate + 2-hydroxymethylserine = 5,10-methylenetetrahydrofolate + D-serine + H2O
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D-serine methyl ester + H2O = D-serine + methanol
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O-phospho-DL-serine + H2O = D-serine + phosphate
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D-serine-phosphoethanolamine + H2O = D-serine + ethanolamine phosphate
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Gly-D-Ser + H2O = Gly + D-Ser
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L-Leu-D-Ser + H2O = L-Leu + D-Ser
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N-carbamoyl-D-Ser + H2O = D-Ser + NH3 + CO2
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L-serine = D-serine
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L-serine = D-serine
show the reaction diagram
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L-serine = D-serine
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activation of isoforms prolidase I and prolidase II
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up to 5fold increase in activity
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118% activity at 50 mM with D-methionine as substrate
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Inhibitor in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibition of D- and L-transamination of D-alanine to 2-oxoglutarate
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20 mM, weak inhibition
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competitive inhibition, 10 mM
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5 mM decrease the enzyme activity to 27%
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86% residual activity at 5 mM with L-methionine as substrate
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3D Structure of Enzyme-Ligand-Complex (PDB) (14 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (83 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
5.33
-
-
0.8
-
pH 8.7, 37C
8.68
-
at pH 8.5 and 50C
5.5
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pH 8.2, 37C
14.5
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pH 8.0, 37C, presence of 1 mM ATP, racemization reaction
8.17
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pH 7.5
2.6
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KM Value (113 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
44
-
pH 9.0, 30 C
19
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with 2,6-dichlorophenolindophenol
1.65
-
pH 8.7, 37C
0.034
-
30C, recombinant enzyme
8.3
-
enzyme B
0.15
-
at pH 8.5 and 50C
10
-
pH 8.2, 37C
1.8
-
pH 7.5
56
-
-

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.61
-
in presence of borate
22.8
-
non-competitive inhibition

References & Links

Links to other databases for D-serine

ChEBI
PubChem
ChEBI
PubChem