Page last updated: 2024-10-24

biotin biosynthetic process

Definition

Target type: biologicalprocess

The chemical reactions and pathways resulting in the formation of biotin, cis-tetrahydro-2-oxothieno(3,4-d)imidazoline-4-valeric acid. [ISBN:0198506732]

Biotin biosynthesis is a multi-step metabolic pathway essential for the production of biotin, a vital cofactor for various carboxylase enzymes involved in crucial metabolic processes. The pathway begins with the condensation of pimeloyl-CoA and L-alanine to form 7-keto-8-aminopelargonic acid. This reaction is catalyzed by the enzyme 7-keto-8-aminopelargonic acid synthase (KAPA synthase) and requires ATP and the cofactor pyridoxal phosphate.

Next, 7-keto-8-aminopelargonic acid undergoes a series of enzymatic transformations involving a decarboxylation and reduction step to form biotin. This intricate process involves the following enzymes:

- 7-keto-8-aminopelargonic acid reductase (KAR reductase) converts 7-keto-8-aminopelargonic acid to 8-amino-7-oxononanoate.
- 8-amino-7-oxononanoate synthase (AONS synthase) catalyzes the decarboxylation of 8-amino-7-oxononanoate to 8-amino-7-oxooctanoate.
- Biotin synthase (BioB) is the final enzyme in the pathway, responsible for the complex ring closure and sulfur insertion steps to form biotin from 8-amino-7-oxooctanoate.

The biotin biosynthetic pathway is essential for the synthesis of biotin, which plays a critical role in various metabolic reactions, including fatty acid synthesis, gluconeogenesis, and the metabolism of amino acids. Biotin deficiency can lead to various health problems, including dermatitis, alopecia, and neurological disorders. Therefore, maintaining adequate biotin levels is crucial for overall health and well-being.'
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Proteins (1)

ProteinDefinitionTaxonomy
Enoyl-[acyl-carrier-protein] reductase [NADH] FabIAn enoyl-[acyl-carrier-protein] reductase [NADH] FabI that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P0AEK4]Escherichia coli K-12

Compounds (12)

CompoundDefinitionClassesRoles
triclosanaromatic ether;
dichlorobenzene;
monochlorobenzenes;
phenols
antibacterial agent;
antimalarial;
drug allergen;
EC 1.3.1.9 [enoyl-[acyl-carrier-protein] reductase (NADH)] inhibitor;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
fungicide;
persistent organic pollutant;
xenobiotic
evernic acidevernic acid: RN given refers to parent cpdcarbonyl compound
psoromic acidpsoromic acid: structure in first sourcecarbonyl compound
epigallocatechin gallate(-)-epigallocatechin 3-gallate : A gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of (-)-epigallocatechin.

epigallocatechin gallate: a steroid 5alpha-reductase inhibitor and antimutagen in green tea (Camellia sinensis)
flavans;
gallate ester;
polyphenol
antineoplastic agent;
antioxidant;
apoptosis inducer;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent;
plant metabolite
gallocatechol(-)-epigallocatechin : A flavan-3,3',4',5,5',7-hexol having (2R,3R)-configuration.catechin;
flavan-3,3',4',5,5',7-hexol
antioxidant;
food component;
plant metabolite
xanthorrhizolxanthorrhizol: structure in first sourcesesquiterpenoid
epicatechin gallate(-)-epicatechin-3-O-gallate : A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of epicatechin. A natural product found in Parapiptadenia rigida.

epicatechin gallate: a steroid 5alpha-reductase inhibitor; RN given refers to the (cis)-isomer; structure given in first source; isolated from green tea
catechin;
gallate ester;
polyphenol
EC 3.2.1.1 (alpha-amylase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
metabolite
(+)-usnic acidusnic acid
quercetin7-hydroxyflavonol;
pentahydroxyflavone
antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger
luteolin3'-hydroxyflavonoid;
tetrahydroxyflavone
angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
apoptosis inducer;
c-Jun N-terminal kinase inhibitor;
EC 2.3.1.85 (fatty acid synthase) inhibitor;
immunomodulator;
nephroprotective agent;
plant metabolite;
radical scavenger;
vascular endothelial growth factor receptor antagonist
buteinchalcones;
polyphenol
antineoplastic agent;
antioxidant;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
geroprotector;
hypoglycemic agent;
plant metabolite;
radiosensitizing agent;
tyrosine kinase inhibitor
vulpinic acidvulpinic acid: RN given refers to cpd without isomeric designation; structure given in first source; vulpinic acid refers to (E)-isomerbutenolide