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BRENDA support

Ligand L-serine

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Basic Ligand Information

Molecular Structure
Picture of L-serine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
Molfile
C3H7NO3
L-serine
MTCFGRXMJLQNBG-REOHCLBHSA-N
 Download
Synonyms:
L-Ser, S-serine, Ser, serine, [1,2,3-13C,2-15N] L-serine, [2-13C] L-serine, [3,3-D] L-serine

Related pathways

Pathway Source
Pathways
BRENDA
ceramide biosynthesis, cysteine metabolism, dapdiamides biosynthesis, enterobactin biosynthesis, folate polyglutamylation more
KEGG
ABC transporters, Aminoacyl-tRNA biosynthesis, Bacterial chemotaxis, Biosynthesis of amino acids, Biosynthesis of cofactors more
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 (67 results)

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

In Vivo Product in Enzyme-catalyzed Reactions (18 results)

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

Substrate in Enzyme-catalyzed Reactions (336 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-serine + NADP+ = 2-aminomalonate semialdehyde + NADPH
show the reaction diagram
-
L-serine + NADP+ = ?
show the reaction diagram
-
L-serine + NAD+ = 3-oxo-L-alanine + NADH + H+
show the reaction diagram
-
L-serine + H2O + NAD+ = 3-hydroxy-2-oxopropanoate + NH3 + NADH
show the reaction diagram
-
L-serine + NAD+ + H2O = 2-oxopentanedioic acid + NH3 + NADH + H+
show the reaction diagram
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L-serine + H2O + NAD+ = 3-hydroxy-2-oxopropanoate + NH3 + NADH
show the reaction diagram
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L-serine + pyruvate + NADPH = N2-(D-1-carboxyethyl)-L-Ser + NADP+ + H2O
show the reaction diagram
-
L-Ser + pyruvate + NADH = ?
show the reaction diagram
-
L-Ser + pyruvate + NADH = N-[1-(R)-(Carboxy)ethyl]-(S)-Ser + NAD+
show the reaction diagram
-
L-serine + 2,6-dichlorophenolindophenol + H2O = ? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
-
L-serine + fluoroacetaldehyde = ? + 4-fluoro-L-threonine
show the reaction diagram
-
succinyl-CoA + L-serine = ?
show the reaction diagram
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6-carboxyhexanoyl-CoA + L-serine = 9-hydroxy-8-amino-7-oxononanoate + CoA
show the reaction diagram
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benzoyl-CoA + serine = CoA + N-benzoylserine
show the reaction diagram
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L-serine + 2-oxoglutarate = 3-hydroxy-2-oxopropionic acid + L-glutamate
show the reaction diagram
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2-oxosuccinamic acid + L-serine = L-asparagine + 3-hydroxy-2-oxopropanoate
show the reaction diagram
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serine + 2-oxoglutarate = 3-hydroxy-2-oxopropanoate + glutamate
show the reaction diagram
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glyoxylate + L-serine = hydroxypyruvate + glycine
show the reaction diagram
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L-serine + glyoxylate = 3-hydroxy-2-oxopropanoate + glycine
show the reaction diagram
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L-serine + 2-oxoglutarate = 3-hydroxy-2-oxopropanoate + L-glutamate
show the reaction diagram
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L-serine + 4,5-dioxopentanoate = 5-aminolevulinate + 3-hydroxy-2-oxopropanoate
show the reaction diagram
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L-serine + 2-oxoglutarate = 3-hydroxy-2-oxopropanoic acid + L-glutamate
show the reaction diagram
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L-serine + phenylpyruvate = 3-hydroxy-2-oxopropanoate + L-phenylalanine
show the reaction diagram
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L-serine + glyoxylate = 3-hydroxy-2-oxopropanoate + glycine
show the reaction diagram
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L-serine + pyruvate = 3-hydroxy-2-oxopropanoate + L-alanine
show the reaction diagram
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pyruvate + L-serine = L-alanine + 3-hydroxy-2-oxopropanoate
show the reaction diagram
-
ATP + L-serine = ADP + O-phospho-L-serine
show the reaction diagram
-
ADP + L-serine = AMP + O-phospho-L-serine
show the reaction diagram
-
diphosphate + L-serine = phosphate + O-phospho-L-serine
show the reaction diagram
-
4-nitrophenyl-N-acetyl-beta-D-galactosaminide + L-Ser = ?
show the reaction diagram
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10-undecenoic acid + L-serine = 10-undecenoyl-L-serine + H2O
show the reaction diagram
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L-serine + H2O = ?
show the reaction diagram
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L-serine + H2O = ?
show the reaction diagram
-
L-Ser = ?
show the reaction diagram
-
L-serine = glycine + formaldehyde
show the reaction diagram
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L-serine = pyruvate + NH3
show the reaction diagram
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L-serine = ?
show the reaction diagram
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L-serine = pyruvate + NH3
show the reaction diagram
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L-serine = ?
show the reaction diagram
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L-serine = pyruvate + NH3
show the reaction diagram
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L-serine + H2O = NH3 + ?
show the reaction diagram
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L-serine + H2O = hydrogen sulfide + pyruvate + NH3
show the reaction diagram
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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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ATP + L-serine + tRNALys = AMP + L-seryl-tRNALys + diphosphate
show the reaction diagram
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ATP + L-serine + tRNAAla = AMP + diphosphate + L-seryl-tRNAAla
show the reaction diagram
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ATP + 4-coumarate + L-serine = AMP + diphosphate + N-(4-coumaroyl)-L-serine
show the reaction diagram
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ATP + L-serine + holo-[L-threonyl-carrier protein] = AMP + diphosphate + L-seryl-[L-threonyl-carrier protein]
show the reaction diagram
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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
show the reaction diagram
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ATP + gamma-L-glutamyl-L-cysteine + L-serine = ADP + phosphate + gamma-L-glutamyl-L-cysteinyl-L-serine
show the reaction diagram
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2 ATP + 2 L-Val + L-Ser = 2 ADP + 2 phosphate + L-Val-L-Val-L-Ser
show the reaction diagram
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ATP + H2O + serine/out = ADP + phosphate + serine/in
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (179 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-aminoacetaldehyde + CO2 + NADPH + H+ = L-serine + NADP+
show the reaction diagram
-
-
N-methyl L-serine + 2,6-dichlorophenolindophenol + H2O = L-serine + formaldehyde + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
-
-
L-cysteine + H2O = L-serine + H2S
show the reaction diagram
-
-
L-asparagine + 3-hydroxypyruvate = 2-oxosuccinamate + L-serine
show the reaction diagram
-
-
L-glutamine + 3-hydroxypyruvate = 2-oxoglutaramate + L-serine
show the reaction diagram
-
L-phenylalanine + hydroxypyruvate = phenylpyruvate + L-serine
show the reaction diagram
-
-
L-kynurenine + hydroxypyruvate = 4-(2-aminophenyl)-2,4-dioxobutanoate + L-serine
show the reaction diagram
-
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L-glutamine + 3-hydroxypyruvate = 2-oxoglutaramate + L-serine
show the reaction diagram
-
-
O-acetylserine + H2O = serine + acetate
show the reaction diagram
-
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L-phosphoserine + H2O = L-serine + phosphate
show the reaction diagram
-
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phospho-L-serine + H2O = L-serine + phosphate
show the reaction diagram
-
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O-phospho-L-serine + H2O = Ser + phosphate
show the reaction diagram
-
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phospho-L-serine + H2O = L-serine + phosphate
show the reaction diagram
-
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O-phospho-L-serine + H2O = L-serine + phosphate
show the reaction diagram
651559, -
-
1-palmitoyl-2-oleoyl-sn-glycero-3-phospho-L-serine + H2O = 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphate + L-serine
show the reaction diagram
-
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L-serine-phosphoethanolamine + H2O = L-serine + ethanolamine phosphate
show the reaction diagram
-
serine-O-sulfate + H2O = serine + SO42-
show the reaction diagram
-
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L-serine-7-amido-4-methylcoumarin + H2O = L-serine + 7-amino-4-methylcoumarin
show the reaction diagram
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L-Ser-7-amido-4-methylcoumarin + H2O = L-Ser + 7-amino-4-methylcoumarin
show the reaction diagram
-
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Ser-Gly-Gly + H2O = Ser + Gly-Gly
show the reaction diagram
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Ser-7-amido-4-methylcoumarin + H2O = Ser + 7-amino-4-methylcoumarin
show the reaction diagram
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Ser-amide + H2O = Ser + NH3
show the reaction diagram
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Met-Ser + H2O = Met + Ser
show the reaction diagram
-
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L-Ser-2-naphthylamide + H2O = L-Ser + 2-naphthylamine
show the reaction diagram
-
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Ser-Leu + H2O = Ser + Leu
show the reaction diagram
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SSLPSEAVDEK + H2O = SLPSEAVDEK + Ser
show the reaction diagram
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L-Ser-7-amido-4-methylcoumarin + H2O = L-Ser + 7-amino-4-methylcoumarin
show the reaction diagram
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Ser-Ala + H2O = Ser + Ala
show the reaction diagram
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Ser-7-amido-4-methylcoumarin + H2O = Ser + 7-amino-4-methylcoumarin
show the reaction diagram
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L-Ser-Gly + H2O = L-Ser + Gly
show the reaction diagram
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Ser-His + H2O = Ser + His
show the reaction diagram
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L-Asp-L-Ser + H2O = L-Asp + L-Ser
show the reaction diagram
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Ser-Tyr-NH2 + H2O = Ser + Tyr + NH3
show the reaction diagram
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L-Ala-L-Pro-L-Ser + H2O = L-Ala-L-Pro + L-Ser
show the reaction diagram
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Met-Ala-Ser + H2O = Met-Ala + Ser
show the reaction diagram
-
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L-Leu-L-Leu-L-Val-L-Tyr-L-Ser + H2O = Leu-Leu + Val-Tyr + Ser
show the reaction diagram
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N-benzyloxycarbonyl-Pro-Ser + H2O = N-benzyloxycarbonyl-Pro + Ser
show the reaction diagram
-
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6-aminoquinoline-N-hydroxysuccimidyl carbamoyl-L-Val-L-Ser + H2O = 6-aminoquinoline-N-hydroxysuccimidyl carbamoyl-L-Val + L-Ser
show the reaction diagram
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6-aminoquinoline-N-hydroxysuccimidyl carbamoyl-L-Val-L-Ser + H2O = 6-aminoquinoline-N-hydroxysuccimidyl carbamoyl-L-Val + L-Ser
show the reaction diagram
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Leu-Asp-Ser + H2O = Leu-Asp + Ser
show the reaction diagram
-
Ser-Ala + H2O = Ser + Ala
show the reaction diagram
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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
show the reaction diagram
-
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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
show the reaction diagram
-
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2-aminobenzoyl-Phe-Arg-Ser + H2O = 2-aminobenzoyl-Phe-Arg + Ser
show the reaction diagram
-
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N-acetyl-Ala-Ser + H2O = N-acetyl-Ala + Ser
show the reaction diagram
-
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pyroglutamyl-Ser + H2O = pyroglutamate + Ser
show the reaction diagram
-
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beta-Asp-Ser + H2O = Asp + Ser
show the reaction diagram
647271, -
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N-benzyloxycarbonyl-Gly-Pro-Ser + H2O = N-benzyloxycarbonyl-Gly-Pro + L-Ser
show the reaction diagram
-
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L-Ser-beta-naphthylamide + H2O = L-Ser + beta-naphthylamine
show the reaction diagram
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Thr-Ser + H2O = Thr + Ser
show the reaction diagram
-
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L-Ser-7-amido-4-methylcoumarin + H2O = L-Ser + 7-amino-4-methylcoumarin
show the reaction diagram
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L-serine amide + H2O = L-serine + NH3
show the reaction diagram
-
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Gly-L-Ala-Gly-Gly-Val-Gly-Lys-Ser + H2O = Gly + L-Ala-Gly-Gly-Val-Gly-Lys + L-Ser
show the reaction diagram
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L-serinamide + H2O = L-serine + NH3
show the reaction diagram
81203, -
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N-carbamoyl-L-serine + H2O = L-serine + CO2 + NH3
show the reaction diagram
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Nalpha-benzyloxycarbonyl-L-Ser + H2O = benzyl alcohol + CO2 + L-Ser
show the reaction diagram
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L-2-oxooxazolidine-4-carboxylate + H2O + ATP = L-serine + ADP + phosphate
show the reaction diagram
-
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L-tryptophan + D-glyceraldehyde 3-phosphate + H2O = indole-3-glycerol phosphate + L-serine
show the reaction diagram
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D-serine = L-serine
show the reaction diagram
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(gamma-L-glutamyl)-L-serine = 5-oxoproline + L-serine
show the reaction diagram
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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
show the reaction diagram
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D-serine = L-serine
show the reaction diagram
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D-serine = L-serine
show the reaction diagram
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AMP + diphosphate + L-seryl-tRNASer = ATP + L-serine + tRNASer
show the reaction diagram
-
-
ATP + H2O + serine/out = ADP + phosphate + serine/in
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (21 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
5 mM, 180% of initial activity
-
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 (109 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
noncompetitive inhibition
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non-competitive
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pH 7.6, 30°C
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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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at higher concentrations
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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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5 mM, 29.3% residual L-proline uptake
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (435 results)

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EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
9.41
-
at pH 9.5 and 22°C
0.24
-
wild-type, pH 10.2, temperature not specified in the publication
10.4
-
pH 11.0, 37°C, recombinant His-tagged wild-type enzyme
23.64
-
apparent value, isozyme St/AlDH1, with 0.3 mM NADH and 5 mM pyruvate, in 0.1 M PIPES-NaOH (pH 7.2), at 30°C
1.2
-
pH 8.0, 25°C
218
-
pH 7.5, 85°C
0.0303
-
pH 7.8, 37°C, mutant enzyme Y72F
0.18
-
at pH 8.5 and 50°C
13.3
-
pH 8.2, 37°C
3.8
-
pH 8.0, 37°C, presence of 1 mM ATP, racemization reaction
0.02
-
pH not specified in the publication, temperature not specified in the publication
12.7
-
L-Ser-dependent ATP-diphosphate exchange

KM Value (638 results)

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EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
46.7
-
at pH 9.5 and 22°C
2.5
-
pH 11.0, 37°C, recombinant His-tagged wild-type enzyme
1.36
-
pH 7.6, 30°C
3.6
-
pyruvate and NADH as cosubstrates
0.7
-
-
16
-
cosubstrate pyruvate, 37°C
37
-
pH 8.0, 25°C
5.1
-
pH 7.5, 85°C
1.9
-
pH 7.8, 37°C
0.12
-
pH 7.5, 37°C
1
-
pH 7.0, 37°C
38.7
-
at pH 8.5 and 50°C
27
-
pH 8.2, 37°C
7.7
-
pH not specified in the publication, temperature not specified in the publication
260
-
ATP-diphosphate exchange
80.44
-
at pH 8.2 and 37°C

Ki Value (44 results)

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EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0054
-
at pH 7.5 and 37°C
192
-
pH 7.6, 30°C
5.6
-
-
63.5
-
-
1.5
-
-
0.12
-
pH 8.1, 30°C
27
-
pH 7.8, 37°C
0.019
-
at pH 7.0, temperature not specified in the publication
3
-
25°C, pH 7.8
15
-
pH 7.4, 22°C

IC50 Value (7 results)

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EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0076
-
at pH 7.5 and 37°C
37.1
-
pH 7.0, 37°C
0.00078
-
at pH 7.0, temperature not specified in the publication

References & Links

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Links to other databases for L-serine

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EXTERNAL LINKS
ChEBI
PubChem
UniChem