Identification
Name:Carboxylesterase BioH
Synonyms:
  • Biotin synthesis protein BioH
Gene Name:bioH
Enzyme Class:
Biological Properties
General Function:Involved in biotin biosynthetic process
Specific Function:Shows carboxylesterase activity with a preference for short chain fatty acid esters (acyl chain length of up to 6 carbons). Also displays a weak thioesterase activity. Can form a complex with CoA, and may be involved in the condensation of CoA and pimelic acid into pimeloyl-CoA, a precursor in biotin biosynthesis
Cellular Location:Cytoplasm
SMPDB Pathways:
KEGG Pathways:
  • Biotin metabolism ec00780
  • Drug metabolism - other enzymes ec00983
  • Tropane, piperidine and pyridine alkaloid biosynthesis ec00960
KEGG Reactions:
1.0Pimelyl-[acyl-carrier protein] methyl ester+1.0Thumb+1.0Pimeloyl-[acyl-carrier protein] methyl ester1.0Pimelyl-[acyl-carrier protein]+1.0Thumb+1.0Thumb
1.0Pimelyl-[acyl-carrier protein] methyl ester + 1.0Water + 1.0Pimeloyl-[acyl-carrier protein] methyl ester ↔ 1.0Pimelyl-[acyl-carrier protein] + 1.0Methanol + 1.0Pimeloyl-[acyl-carrier protein]
ReactionCard
1.0Ester+1.0Thumb1.0Alcohol+1.0Thumb
1.0Ester + 1.0Water ↔ 1.0Alcohol + 1.0Carboxylate
ReactionCard
SMPDB Reactions:
1.0a pimeloyl-[acp] methyl ester+1.0Thumb1.0Thumb+1.0a pimeloyl-[acp]
1.0a pimeloyl-[acp] methyl ester + 1.0Water → 1.0Methanol + 1.0a pimeloyl-[acp]
ReactionCard
EcoCyc Reactions:
1.0a carboxylic ester+1.0Thumb1.0an alcohol+1.0a carboxylate+1.0Thumb
1.0a carboxylic ester + 1.0Water → 1.0an alcohol + 1.0a carboxylate + 1.0Hydrogen ion
ReactionCard
Complex Reactions:
1.0Thumb+1.0Pimeloyl-[acyl-carrier protein] methyl ester1.0Thumb+1.0Pimeloyl-[acyl-carrier protein]
1.0Water + 1.0Pimeloyl-[acyl-carrier protein] methyl ester → 1.0Methanol + 1.0Pimeloyl-[acyl-carrier protein]
ReactionCard
1.0Pimelyl-[acyl-carrier protein] methyl ester+1.0Thumb1.0pimelyl-[acyl-carrier protein]+1.0Thumb
1.0Pimelyl-[acyl-carrier protein] methyl ester + 1.0Water → 1.0pimelyl-[acyl-carrier protein] + 1.0Methanol
ReactionCard
Metabolites:
ECMDB IDNameView
ECMDB21225Hydrogen ionMetaboCard
ECMDB01875MethanolMetaboCard
ECMDB23803Pimeloyl-[acyl-carrier protein]MetaboCard
ECMDB00494WaterMetaboCard
GO Classification:
Process
biotin biosynthetic process
biotin metabolic process
metabolic process
small molecule metabolic process
vitamin metabolic process
water-soluble vitamin metabolic process
Gene Properties
Blattner:b3412
Gene OrientationCounterclockwise
Centisome Percentage:76.34
Left Sequence End3542096
Right Sequence End3542866
Gene Sequence:
>771 bp
ATGAAGATTATTACTTGCTATAAGTGCGTGCCTGATGAACAGGATATTGCGGTCAATAAT
GCTGATGGTTCATTAGACTTCAGCAAAGCCGATGCCAAAATAAGCCAATACGATCTCAAC
GCTATTGAAGCGGCTTGCCAGCTAAAGCAACAGGCAGCAGAGGCGCAGGTGACAGCCTTA
AGTGTGGGCGGTAAAGCCCTGACCAACGCCAAAGGGCGTAAAGATGTGCTATCGCGCGGC
CCGGATGAACTGATTGTGGTGATTGATGACCAGTTCGAGCAGGCACTGCCGCAACAAACG
GCGAGCGCACTGGCTGCAGCCGCCCAGAAAGCAGGCTTTGATCTGATCCTCTGTGGCGAT
GGTTCTTCCGACCTTTATGCCCAGCAGGTTGGTCTGCTGGTGGGCGAAATCCTCAATATT
CCGGCAGTTAACGGCGTCAGCAAAATTATCTCCCTGACGGCAGATACCCTCACCGTTGAG
CGCGAACTGGAAGATGAAACCGAAACCTTAAGCATTCCGCTGCCTGCGGTTGTTGCTGTT
TCCACTGATATCAACTCCCCACAAATTCCTTCGATGAAAGCCATTCTCGGCGCGGCGAAA
AAGCCCGTCCAGGTATGGTCGGCGGCGGATATTGGTTTTAACGCAGAGGCAGCCTGGTCA
GAACAACAGGTTGCCGCGCCGAAACAGCGCGAACGTCAGCGCATCGTGATTGAAGGCGAC
GGCGAAGAACAGATCGCCGCATTTGCTGAAAATCTTCGCAAAGTCATTTAA
Protein Properties
Pfam Domain Function:
Protein Residues:256
Protein Molecular Weight:28505
Protein Theoretical pI:7
PDB File:1M33
Signaling Regions:
  • None
Transmembrane Regions:
  • None
Protein Sequence:
>Carboxylesterase BioH
MNNIWWQTKGQGNVHLVLLHGWGLNAEVWRCIDEELSSHFTLHLVDLPGFGRSRGFGALS
LADMAEAVLQQAPDKAIWLGWSLGGLVASQIALTHPERVQALVTVASSPCFSARDEWPGI
KPDVLAGFQQQLSDDFQRTVERFLALQTMGTETARQDARALKKTVLALPMPEVDVLNGGL
EILKTVDLRQPLQNVSMPFLRLYGYLDGLVPRKVVPMLDKLWPHSESYIFAKAAHAPFIS
HPAEFCHLLVALKQRV
References
External Links:
ResourceLink
Uniprot ID:P13001
Uniprot Name:BIOH_ECOLI
GenBank Gene ID:AP009048
Genebank Protein ID:85674296
PDB ID:1M33
Ecogene ID:EG10122
Ecocyc:EG10122
ColiBase:b3412
Kegg Gene:b3412
EchoBASE ID:EB0120
CCDB:BIOH_ECOLI
BacMap:16131288
General Reference:
  • Blattner, F. R., Plunkett, G. 3rd, Bloch, C. A., Perna, N. T., Burland, V., Riley, M., Collado-Vides, J., Glasner, J. D., Rode, C. K., Mayhew, G. F., Gregor, J., Davis, N. W., Kirkpatrick, H. A., Goeden, M. A., Rose, D. J., Mau, B., Shao, Y. (1997). "The complete genome sequence of Escherichia coli K-12." Science 277:1453-1462. Pubmed: 9278503
  • Hayashi, K., Morooka, N., Yamamoto, Y., Fujita, K., Isono, K., Choi, S., Ohtsubo, E., Baba, T., Wanner, B. L., Mori, H., Horiuchi, T. (2006). "Highly accurate genome sequences of Escherichia coli K-12 strains MG1655 and W3110." Mol Syst Biol 2:2006.0007. Pubmed: 16738553
  • O'Regan, M., Gloeckler, R., Bernard, S., Ledoux, C., Ohsawa, I., Lemoine, Y. (1989). "Nucleotide sequence of the bioH gene of Escherichia coli." Nucleic Acids Res 17:8004. Pubmed: 2678009
  • Sanishvili, R., Yakunin, A. F., Laskowski, R. A., Skarina, T., Evdokimova, E., Doherty-Kirby, A., Lajoie, G. A., Thornton, J. M., Arrowsmith, C. H., Savchenko, A., Joachimiak, A., Edwards, A. M. (2003). "Integrating structure, bioinformatics, and enzymology to discover function: BioH, a new carboxylesterase from Escherichia coli." J Biol Chem 278:26039-26045. Pubmed: 12732651
  • Tomczyk, N. H., Nettleship, J. E., Baxter, R. L., Crichton, H. J., Webster, S. P., Campopiano, D. J. (2002). "Purification and characterisation of the BIOH protein from the biotin biosynthetic pathway." FEBS Lett 513:299-304. Pubmed: 11904168