Ligand L-serine

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Basic Ligand Information

Molecular Structure
Picture of L-serine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H7NO3
L-serine
MTCFGRXMJLQNBG-REOHCLBHSA-N
Synonyms:
L-Ser, S-serine, Ser, serine
Pathway Source
Pathways
MetaCyc
achromobactin biosynthesis, archaetidylserine and archaetidylethanolamine biosynthesis, ceramide de novo biosynthesis, choline biosynthesis I, colibactin biosynthesis more


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

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (65 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-serine + NADP+ = 2-aminomalonate semialdehyde + NADPH
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L-serine + NAD+ = ?
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L-serine + H2O + NAD+ = 3-hydroxypyruvate + NH3 + NADH + NH3 + NADH + H+
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L-Ser + H2O + O2 = 2-oxo-3-hydroxypropionic acid + NH3 + H2O2
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L-serine + pyruvate = 3-hydroxypyruvate + L-alanine
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ATP + L-serine = ADP + O-phospho-L-serine
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ADP + L-serine = AMP + O-phospho-L-serine
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diphosphate + L-serine = phosphate + O-phospho-L-serine
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CDP-ethanolamine + L-serine = CMP + L-serine-ethanolamine phosphate
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L-serine + indole = L-tryptophan + H2O
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L-Serine + pyrazole = ?
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L-serine = pyruvate + NH3
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L-serine = D-serine
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ATP + gamma-L-glutamyl-L-cysteine + L-serine = ADP + phosphate + gamma-L-glutamyl-L-cysteinyl-L-serine
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ATP + H2O + serine/out = ADP + phosphate + serine/in
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-asparagine + 3-hydroxypyruvate = 2-oxosuccinamate + L-serine
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L-alanine + 3-hydroxypyruvate = pyruvate + L-serine
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L-serine + 3-hydroxypyruvate = 3-hydroxypyruvate + L-serine
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L-alanine + 3-hydroxypyruvate = pyruvate + L-serine
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L-cysteine + 'activated' tRNA = L-serine + tRNA containing a thionucleotide
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phospho-L-serine + H2O = L-serine + phosphate
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phosphatidylserine + H2O = serine + phosphatidic acid
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glycerophosphoserine + H2O = sn-glycerol 3-phosphate + serine
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Ser-Leu + H2O = Ser + Leu
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Ser-Leu + H2O = Ser + Leu
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ATP + H2O + serine/out = ADP + phosphate + serine/in
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (309 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-serine + NADP+ = 2-aminomalonate semialdehyde + NADPH
show the reaction diagram
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L-serine + NADP+ = ?
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L-serine + NAD+ = ?
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L-serine + NAD+ = 3-oxo-L-alanine + NADH + H+
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L-serine + H2O + NAD+ = 3-hydroxy-2-oxopropanoate + NH3 + NADH
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L-serine + H2O + NAD+ = 3-hydroxy-2-oxopropanoate + NH3 + NADH
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L-serine + pyruvate + NADPH = N2-(D-1-carboxyethyl)-L-Ser + NADP+ + H2O
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L-Ser + pyruvate + NADH = ?
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L-Ser + pyruvate + NADH = N-[1-(R)-(Carboxy)ethyl]-(S)-Ser + NAD+
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L-serine + 2,6-dichlorophenolindophenol + H2O = ? + reduced 2,6-dichlorophenolindophenol
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L-serine + fluoroacetaldehyde = ? + 4-fluoro-L-threonine
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succinyl-CoA + L-serine = ?
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6-carboxyhexanoyl-CoA + L-serine = 9-hydroxy-8-amino-7-oxononanoate + CoA
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benzoyl-CoA + serine = CoA + N-benzoylserine
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L-serine + 2-oxoglutarate = 3-hydroxy-2-oxopropionic acid + L-glutamate
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2-oxosuccinamic acid + L-serine = L-asparagine + 3-hydroxy-2-oxopropanoate
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serine + 2-oxoglutarate = 3-hydroxy-2-oxopropanoate + glutamate
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glyoxylate + L-serine = hydroxypyruvate + glycine
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L-serine + glyoxylate = 3-hydroxy-2-oxopropanoate + glycine
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L-serine + 2-oxoglutarate = 3-hydroxy-2-oxopropanoate + L-glutamate
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L-serine + 4,5-dioxopentanoate = 5-aminolevulinate + 3-hydroxy-2-oxopropanoate
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L-serine + 2-oxoglutarate = 3-hydroxy-2-oxopropanoic acid + L-glutamate
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L-serine + phenylpyruvate = 3-hydroxy-2-oxopropanoate + L-phenylalanine
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L-serine + glyoxylate = 3-hydroxy-2-oxopropanoate + glycine
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L-serine + pyruvate = 3-hydroxy-2-oxopropanoate + L-alanine
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pyruvate + L-serine = L-alanine + 3-hydroxy-2-oxopropanoate
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ATP + L-serine = ADP + O-phospho-L-serine
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ADP + L-serine = AMP + O-phospho-L-serine
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diphosphate + L-serine = phosphate + O-phospho-L-serine
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4-nitrophenyl-N-acetyl-beta-D-galactosaminide + L-Ser = ?
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L-serine + H2O = ?
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L-Ser = ?
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L-serine = glycine + formaldehyde
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L-serine = pyruvate + NH3
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L-serine = ?
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L-serine = pyruvate + NH3
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L-serine = ?
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L-serine = pyruvate + NH3
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L-serine + H2O = NH3 + ?
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L-serine + H2O = hydrogen sulfide + pyruvate + NH3
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L-serine = D-serine
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ATP + L-serine + tRNALys = AMP + L-seryl-tRNALys + diphosphate
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ATP + L-serine + tRNAAla = AMP + diphosphate + L-seryl-tRNAAla
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ATP + UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-D-glutamate + L-serine = ADP + phosphate + UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-L-serine
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ATP + gamma-L-glutamyl-L-cysteine + L-serine = ADP + phosphate + gamma-L-glutamyl-L-cysteinyl-L-serine
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ATP + gamma-Glu-L-Cys + Ser = ADP + phosphate + gamma-Glu-Cys-Ser
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ATP + L-Arg + L-Ser = ADP + phosphate + L-Arg-L-Ser
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2 ATP + 2 L-Val + L-Ser = 2 ADP + 2 phosphate + L-Val-L-Val-L-Ser
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ATP + H2O + serine/out = ADP + phosphate + serine/in
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Product in Enzyme-catalyzed Reactions (171 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
N-methyl L-serine + 2,6-dichlorophenolindophenol + H2O = L-serine + formaldehyde + reduced 2,6-dichlorophenolindophenol
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L-cysteine + H2O = L-serine + H2S
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L-asparagine + 3-hydroxypyruvate = 2-oxosuccinamate + L-serine
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L-glutamine + 3-hydroxypyruvate = 2-oxoglutaramate + L-serine
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L-phenylalanine + hydroxypyruvate = phenylpyruvate + L-serine
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L-kynurenine + hydroxypyruvate = 4-(2-aminophenyl)-2,4-dioxobutanoate + L-serine
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L-glutamine + 3-hydroxypyruvate = 2-oxoglutaramate + L-serine
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O-acetylserine + H2O = serine + acetate
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L-phosphoserine + H2O = L-serine + phosphate
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phospho-L-serine + H2O = L-serine + phosphate
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O-phospho-L-serine + H2O = Ser + phosphate
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phospho-L-serine + H2O = L-serine + phosphate
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O-phospho-L-serine + H2O = L-serine + phosphate
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L-serine-phosphoethanolamine + H2O = L-serine + ethanolamine phosphate
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1-alkyl-sn-glycero-3-phospho-L-serine + H2O = 1-alkyl-sn-glycerol 3-phosphate + L-serine
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serine-O-sulfate + H2O = serine + SO42-
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L-serine-7-amido-4-methylcoumarin + H2O = L-serine + 7-amino-4-methylcoumarin
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L-Ser-7-amido-4-methylcoumarin + H2O = L-Ser + 7-amino-4-methylcoumarin
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Ser-Gly-Gly + H2O = Ser + Gly-Gly
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Ser-7-amido-4-methylcoumarin + H2O = Ser + 7-amino-4-methylcoumarin
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Ser-amide + H2O = Ser + NH3
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Met-Ser + H2O = Met + Ser
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L-Ser-2-naphthylamide + H2O = L-Ser + 2-naphthylamine
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Ser-Leu + H2O = Ser + Leu
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SSLPSEAVDEK + H2O = SLPSEAVDEK + Ser
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L-Ser-7-amido-4-methylcoumarin + H2O = L-Ser + 7-amino-4-methylcoumarin
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Ser-Ala + H2O = Ser + Ala
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L-Ser-7-amido-4-methylcoumarin + H2O = L-Ser + 7-amino-4-methylcoumarin
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Ser-7-amido-4-methylcoumarin + H2O = Ser + 7-amino-4-methylcoumarin
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L-Ser-Gly + H2O = L-Ser + Gly
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Ser-His + H2O = Ser + His
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L-Asp-L-Ser + H2O = L-Asp + L-Ser
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Ser-Tyr-NH2 + H2O = Ser + Tyr + NH3
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L-Ala-L-Pro-L-Ser + H2O = L-Ala-L-Pro + L-Ser
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Met-Ala-Ser + H2O = Met-Ala + Ser
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L-Leu-L-Leu-L-Val-L-Tyr-L-Ser + H2O = Leu-Leu + Val-Tyr + Ser
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N-benzyloxycarbonyl-Pro-Ser + H2O = N-benzyloxycarbonyl-Pro + Ser
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Leu-Asp-Ser + H2O = Leu-Asp + Ser
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Ser-Ala + H2O = Ser + Ala
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Ac-Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-His-Leu-Leu-Val-Tyr-Ser + H2O = Ac-Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-His-Leu-Leu-Val-Tyr + L-serine
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Ac-Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-His-Leu-Leu-Val-Tyr-Ser + H2O = Ac-Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-His-Leu-Leu-Val-Tyr + L-serine
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2-aminobenzoyl-Phe-Arg-Ser + H2O = 2-aminobenzoyl-Phe-Arg + Ser
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N-acetyl-Ala-Ser + H2O = N-acetyl-Ala + Ser
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pyroglutamyl-Ser + H2O = pyroglutamate + Ser
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beta-Asp-Ser + H2O = Asp + Ser
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N-benzyloxycarbonyl-Gly-Pro-Ser + H2O = N-benzyloxycarbonyl-Gly-Pro + L-Ser
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L-Ser-beta-naphthylamide + H2O = L-Ser + beta-naphthylamine
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Thr-Ser + H2O = Thr + Ser
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L-Ser-7-amido-4-methylcoumarin + H2O = L-Ser + 7-amino-4-methylcoumarin
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L-serine amide + H2O = L-serine + NH3
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L-serinamide + H2O = L-serine + NH3
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N-carbamoyl-L-serine + H2O = L-serine + CO2 + NH3
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(S)-2-amino-3-(3-hydroxy-4-oxo-4H-pyridin-1-yl)propanoate + H2O = 3-hydroxy-4(1H)-pyrid-4-one + L-serine
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Nalpha-benzyloxycarbonyl-L-Ser + H2O = benzyl alcohol + CO2 + L-Ser
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L-2-oxooxazolidine-4-carboxylate + H2O + ATP = L-serine + ADP + phosphate
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L-tryptophan + D-glyceraldehyde 3-phosphate + H2O = indole-3-glycerol phosphate + L-serine
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D-serine = L-serine
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(gamma-L-glutamyl)-L-serine = 5-oxoproline + L-serine
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D-serine = L-serine
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AMP + diphosphate + L-seryl-tRNASer = ATP + L-serine + tRNASer
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ATP + H2O + serine/out = ADP + phosphate + serine/in
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates
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1 mM concentration, 12% activation free protein, 10% activation immobilized protein
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stabilizes the dimeric form of the enzyme
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human serine dependent PLA2
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prolinase activity in erythrocytes from both the normal control and the patients with prolidase (EC 3.4.13.9) deficiency is activated
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activation of isoforms prolidase I and prolidase II
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activates
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1 mM, relative activity 140%
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acticates liver enzyme, competitively inhibits kidney and brain enzyme
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activates
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121% activity at 5 mM with L-methionine as substrate, 114% activity at 50 mM with D-methionine as substrate
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Inhibitor in Enzyme-catalyzed Reactions (101 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
noncompetitive inhibition
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non-competitive
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pH 7.6, 30C
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competitive inhibitor
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weak, competitive
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weak
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about 15% inhibition at 100 mM
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competitive to O-acetylserine
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asparagine/pyruvate reaction
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10 mM, 22% inhibition
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competitive versus L-aspartate
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weak, 20% inhibition at 15 mM
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competitive vs. asparagine
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competitive inhibitor of histidine transamination
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selective ChE inhibitor, 93.1-99.2% inhibition at 0.0005 mM
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isoenzyme I, french bean
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partial inhibition, 8 mM: 95% of activity compared to H2O
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competitive inhibition, 10 mM
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activates liver enzyme, competitively inhibits kidney and brain enzyme
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competitive
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86% inhibition at 4 mM
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20% cell growth, 25% viability of cells
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (329 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
9.41
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at pH 9.5 and 22C
0.24
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wild-type, pH 10.2, temperature not specified in the publication
10.4
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pH 11.0, 37C, recombinant His-tagged wild-type enzyme
23.64
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apparent value, isozyme St/AlDH1, with 0.3 mM NADH and 5 mM pyruvate, in 0.1 M PIPES-NaOH (pH 7.2), at 30C
1.2
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pH 8.0, 25C
218
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pH 7.5, 85C
0.0303
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pH 7.8, 37C, mutant enzyme Y72F
0.18
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at pH 8.5 and 50C
13.3
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pH 8.2, 37C
3.8
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pH 8.0, 37C, presence of 1 mM ATP, racemization reaction
12.7
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L-Ser-dependent ATP-diphosphate exchange

KM Value (522 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
46.7
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at pH 9.5 and 22C
2.5
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pH 11.0, 37C, recombinant His-tagged wild-type enzyme
3.6
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pyruvate and NADH as cosubstrates
0.7
-
-
16
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cosubstrate pyruvate, 37C
37
-
pH 8.0, 25C
5.1
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pH 7.5, 85C
1.9
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pH 7.8, 37C
0.12
-
pH 7.5, 37C
1
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pH 7.0, 37C
0.085
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pH 7.2, 37C, membrane-bound enzyme