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MetaCyc Reaction:

Superclasses: Reactions Classified By Conversion TypeSimple ReactionsChemical Reactions
Reactions Classified By SubstrateSmall-Molecule Reactions

EC Number:

Enzymes and Genes:

Arabidopsis thaliana col: 8-amino-7-oxononanoate synthaseInferred from experiment: bioF
Bacillus subtilis: 8-amino-7-oxononanoate synthaseInferred from experiment: bioF
Escherichia coli K-12 substr. MG1655: 8-amino-7-oxononanoate synthaseInferred from experiment: bioF
Lysinibacillus sphaericus: 8-amino-7-oxononanoate synthaseInferred from experiment: bioF

In Pathway: 8-amino-7-oxononanoate biosynthesis III

Note that this reaction equation differs from the official Enzyme Commission reaction equation for this EC number, which can be found here .

The direction shown, i.e. which substrates are on the left and right sides, is in accordance with the direction in which it was curated.

Most BioCyc compounds have been protonated to a reference pH value of 7.3. Please see the PGDB Concepts Guide for more information.

Mass balance status: Balanced.

Enzyme Commission Primary Name: 8-amino-7-oxononanoate synthase

Enzyme Commission Synonyms: 7-keto-8-aminopelargonic acid synthetase, 7-keto-8-aminopelargonic synthetase, 8-amino-7-oxopelargonate synthase, bioF (gene name)

Standard Gibbs Free Energy (ΔrG in kcal/mol): 6.0306396Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
A pyridoxal-phosphate protein. The enzyme catalyses the decarboxylative condensation of L-alanine and pimeloyl-[acyl-carrier protein], a key step in the pathway for biotin biosynthesis. Pimeloyl-CoA can be used with lower efficiency [ [Lin10].

Citations: [Eisenberg68, Alexeev98, Ploux99, Webster00]

Gene-Reaction Schematic

Gene-Reaction Schematic

Unification Links: KEGG:R03210, Rhea:20712

Relationship Links: BRENDA:EC:, ENZYME:EC:, IUBMB-ExplorEnz:EC:, UniProt:RELATED-TO:O25320, UniProt:RELATED-TO:O66875, UniProt:RELATED-TO:O84782, UniProt:RELATED-TO:P0A4X4, UniProt:RELATED-TO:P12998, UniProt:RELATED-TO:P22806, UniProt:RELATED-TO:P44422, UniProt:RELATED-TO:P45487, UniProt:RELATED-TO:P53556, UniProt:RELATED-TO:P74770, UniProt:RELATED-TO:Q9JT28, UniProt:RELATED-TO:Q9K0U0, UniProt:RELATED-TO:Q9PIJ3, UniProt:RELATED-TO:Q9PLE6, UniProt:RELATED-TO:Q9Z6L6, UniProt:RELATED-TO:Q9Z6Y3, UniProt:RELATED-TO:Q9ZLN3, UniProt:RELATED-TO:Q58694


Alexeev98: Alexeev D, Alexeeva M, Baxter RL, Campopiano DJ, Webster SP, Sawyer L (1998). "The crystal structure of 8-amino-7-oxononanoate synthase: a bacterial PLP-dependent, acyl-CoA-condensing enzyme." J Mol Biol 1998;284(2);401-19. PMID: 9813126

Eisenberg68: Eisenberg MA, Star C (1968). "Synthesis of 7-oxo-8-aminopelargonic acid, a biotin vitamer, in cell-free extracts of Escherichia coli biotin auxotrophs." J Bacteriol 1968;96(4);1291-7. PMID: 4879561

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Lin10: Lin S, Hanson RE, Cronan JE (2010). "Biotin synthesis begins by hijacking the fatty acid synthetic pathway." Nat Chem Biol 6(9);682-8. PMID: 20693992

Ploux99: Ploux O, Breyne O, Carillon S, Marquet A (1999). "Slow-binding and competitive inhibition of 8-amino-7-oxopelargonate synthase, a pyridoxal-5'-phosphate-dependent enzyme involved in biotin biosynthesis, by substrate and intermediate analogs. Kinetic and binding studies." Eur J Biochem 259(1-2);63-70. PMID: 9914476

Webster00: Webster SP, Alexeev D, Campopiano DJ, Watt RM, Alexeeva M, Sawyer L, Baxter RL (2000). "Mechanism of 8-amino-7-oxononanoate synthase: spectroscopic, kinetic, and crystallographic studies." Biochemistry 39(3);516-28. PMID: 10642176

Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by Pathway Tools version 19.5 (software by SRI International) on Mon May 2, 2016, biocyc14.