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indole metabolism
see figure
Biochemistry:
- indole metabolism 1
- enzyme: aromatic amino acid decarboxylase
- substrate: tryptophan
- product: tryptamine + CO2
- indole metabolism 2
- enzyme: monoamine oxidase
- substrate: tryptamine + NADH + H2O + O2
- product: tryptophal + NAD + NH3 + H2O2
- indole metabolism 3
- enzyme: aldehyde oxidoreductase
- substrate: tryptophal
- product: tryptophol
- indole metabolism 4
- enzyme: aldehyde oxidoreductase
- substrate: tryptophal
- product: indoleacetic acid
- indole metabolism 5
- enzyme: aminotransferase
- substrate: tryptophan
- product: indolepyruvate
- indole metabolism 6
- enzyme: carboxy-lyase
- substrate: indolepyruvate
- product: indoleacetic acid + CO2
- indole metabolism 7
- enzyme: tryptophan hydroxylase
- substrate: tryptophan + O2 + NADPH
- product: 5-OH tryptophan + H2O + NADP
- indole metabolism 8
- enzyme: 5-OH tryptophan decarboxylase
- substrate: 5-OH tryptophan
- product: serotonin + CO2
- indole metabolism 9
- enzyme: monoamine oxidase
- substrate: serotonin + NADH + H2O + O2
- product: 5-OH tryptophal + NAD + NH3 + H2O2
- indole metabolism 10
- enzyme: aldehyde oxidoreductase
- substrate: 5-OH tryptophal
- product: 5-OH indoleacetic acid
- indole metabolism 11
- enzyme: alcohol oxidoreductase
- substrate: 5-OH tryptophal
- product: 5-OH tryptophol
- indole metabolism 12
- enzyme: N-methyltransferase
- substrate: serotonin
- product: N'methylserotonin
- indole metabolism 13
- enzyme: acetyltransferase
- substrate: serotonin
- product: N'acetylserotonin
- indole metabolism 14
- enzyme: aminotransferase
- substrate: 5-OH tryptophan
- product: 5-OH indolepyruvate
- indole metabolism 15
- enzyme: carboxy-lyase
- substrate: 5-OH indolepyruvate
- product: 5-OH indoleacetic acid
Related
indole
General
biosynthetic pathway or anabolic pathway
tryptophan metabolism
Properties
EVENTS: enzymatic reaction
ENZYME: aromatic amino-acid decarboxylase
MOTIF: active site
SUBSTRATE: tryptophan
PRODUCT: tryptamine
CO2
TAG: INDOLE-METABOLISM-1
enzymatic reaction
ENZYME: monoamine oxidase
COMPARTMENT: mitochondrial outer membrane (GO:0005741)
MOTIF: membrane region
active site
metal ion-binding site
SUBSTRATE: tryptamine
NADH
H2O
O2
PRODUCT: tryptophal
NAD
NH3
hydrogen peroxide
TAG: INDOLE-METABOLISM-2
enzymatic reaction
ENZYME: aldehyde oxidoreductase
MOTIF: active site
SUBSTRATE: tryptophal
PRODUCT: tryptophol
TAG: INDOLE-METABOLISM-3
enzymatic reaction
ENZYME: aldehyde oxidoreductase
MOTIF: active site
SUBSTRATE: tryptophal
PRODUCT: indoleacetic acid
TAG: INDOLE-METABOLISM-4
enzymatic reaction
ENZYME: aminotransferase
MOTIF: cofactor-binding site
COFACTOR-BOUND: pyridoxal phosphate
SUBSTRATE: tryptophan
PRODUCT: indolepyruvate
TAG: INDOLE-METABOLISM-5
enzymatic reaction
ENZYME: carboxy-lyase
MOTIF: active site
SUBSTRATE: indolepyruvate
PRODUCT: indoleacetic acid
CO2
TAG: INDOLE-METABOLISM-6
enzymatic reaction
ENZYME: tryptophan hydroxylase
MOTIF: ACT {18-92}
MOTIF: Ser phosphorylation site {S58}
cofactor-binding site
COFACTOR-BOUND: 5,6,7-8-tetrahydrobiopterin
Iron [Fe]-binding site
SITE: 272-272
Iron [Fe]-binding site
SITE: 277-277
Iron [Fe]-binding site
SITE: 317-317
cofactor-binding site
FOR-BINDING-OF: NADPH
SUBSTRATE: tryptophan
O2
NADPH
PRODUCT: 5-hydroxytryptophan
H2O
NADP
TAG: INDOLE-METABOLISM-7
enzymatic reaction
ENZYME: dopa decarboxylase
MOTIF: active site
MOTIF: cofactor-binding site
COFACTOR-BOUND: pyridoxal phosphate
BOUND-VIA: lysine residue
lysine residue
SUBSTRATE: 5-hydroxytryptophan
PRODUCT: serotonin
CO2
TAG: INDOLE-METABOLISM-8
enzymatic reaction
ENZYME: monoamine oxidase
COMPARTMENT: mitochondrial outer membrane (GO:0005741)
MOTIF: membrane region
active site
metal ion-binding site
SUBSTRATE: serotonin
NADH
H2O
O2
PRODUCT: 5-OH tryptophal
NAD
NH3
hydrogen peroxide
TAG: INDOLE-METABOLISM-9
enzymatic reaction
ENZYME: aldehyde oxidoreductase
MOTIF: active site
SUBSTRATE: 5-OH tryptophal
PRODUCT: 5-OH indoleacetic acid
TAG: INDOLE-METABOLISM-10
enzymatic reaction
ENZYME: alcohol oxidoreductase
MOTIF: active site
SUBSTRATE: 5-OH tryptophal
PRODUCT: 5-OH tryptophol
TAG: INDOLE-METABOLISM-11
enzymatic reaction
ENZYME: N-methyltransferase
MOTIF: active site
SUBSTRATE: serotonin
PRODUCT: N'methyl-serotonin
TAG: INDOLE-METABOLISM-12
enzymatic reaction
ENZYME: acetyl transferase
MOTIF: active site
SUBSTRATE: serotonin
PRODUCT: N'acetyl-serotonin
TAG: INDOLE-METABOLISM-13
enzymatic reaction
ENZYME: aminotransferase
MOTIF: cofactor-binding site
COFACTOR-BOUND: pyridoxal phosphate
SUBSTRATE: 5-hydroxytryptophan
PRODUCT: 5-OH indole pyruvate
TAG: INDOLE-METABOLISM-14
enzymatic reaction
ENZYME: carboxy-lyase
MOTIF: active site
SUBSTRATE: 5-OH indole pyruvate
PRODUCT: 5-OH indoleacetic acid
TAG: INDOLE-METABOLISM-15
References
- Principles of Biochemistry 6th ed., White, Handler,
Smith, Hill, & Lehman (eds.) McGraw-Hill, NY 1978, pg 722