2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate hydrolase

Details

Name
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate hydrolase
Synonyms
  • 2,6-dioxo-6-phenylhexa-3-enoate hydrolase
  • 3.7.1.8
  • HOPDA hydrolase
Gene Name
bphD
Organism
Burkholderia xenovorans (strain LB400)
Amino acid sequence
>lcl|BSEQ0012760|2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate hydrolase
MTALTESSTSKFVKINEKGFSDFNIHYNEAGNGETVIMLHGGGPGAGGWSNYYRNVGPFV
DAGYRVILKDSPGFNKSDAVVMDEQRGLVNARAVKGLMDALDIDRAHLVGNSMGGATALN
FALEYPDRIGKLILMGPGGLGPSMFAPMPMEGIKLLFKLYAEPSYETLKQMLQVFLYDQS
LITEELLQGRWEAIQRQPEHLKNFLISAQKAPLSTWDVTARLGEIKAKTFITWGRDDRFV
PLDHGLKLLWNIDDARLHVFSKCGHWAQWEHADEFNRLVIDFLRHA
Number of residues
286
Molecular Weight
32029.435
Theoretical pI
6.61
GO Classification
Functions
2-hydroxy-6-oxonona-2,4-dienedioate hydrolase activity / 2,6-dioxo-6-phenylhexa-3-enoate hydrolase activity
Processes
aromatic compound catabolic process
General Function
2-hydroxy-6-oxonona-2,4-dienedioate hydrolase activity
Specific Function
Catalyzes an unusual C-C bond hydrolysis of 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid (HOPDA) to produce benzoic acid and 2-hydroxy-2,4-pentadienoic acid (HPD).
Pfam Domain Function
Transmembrane Regions
Not Available
Cellular Location
Not Available
Gene sequence
>lcl|BSEQ0012761|2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate hydrolase (bphD)
ATGACCGCACTCACCGAAAGTTCTACCAGCAAGTTCGTGAAAATAAATGAAAAAGGTTTT
TCCGATTTCAATATTCACTACAACGAGGCGGGTAACGGCGAAACCGTCATCATGCTGCAT
GGCGGGGGCCCCGGCGCTGGCGGCTGGAGTAACTACTACCGCAACGTCGGACCGTTTGTC
GACGCCGGTTACCGGGTGATCCTGAAGGATTCGCCCGGCTTCAACAAGTCGGACGCGGTG
GTGATGGACGAGCAGCGCGGCCTGGTCAACGCCCGTGCCGTCAAAGGGCTGATGGATGCG
CTGGACATCGACCGGGCGCACCTGGTCGGCAACTCGATGGGGGGCGCCACGGCGCTGAAC
TTCGCGCTCGAATACCCCGACCGCATCGGCAAACTGATCCTCATGGGGCCCGGCGGCCTG
GGCCCCAGCATGTTCGCGCCGATGCCGATGGAAGGCATCAAGCTGCTGTTCAAGCTGTAT
GCCGAGCCGTCCTACGAGACGCTGAAACAGATGCTTCAGGTGTTTTTGTACGACCAGTCC
CTTATCACCGAGGAGTTGCTGCAGGGCCGCTGGGAAGCCATTCAGCGCCAACCGGAACAC
CTGAAGAACTTCCTCATCAGCGCACAAAAGGCGCCGCTTTCAACCTGGGATGTGACTGCC
AGACTTGGAGAAATCAAGGCCAAGACATTCATTACCTGGGGGCGCGATGATCGCTTCGTT
CCCCTTGACCACGGTTTGAAGCTGCTCTGGAACATCGACGACGCGCGTTTGCACGTTTTC
TCCAAGTGCGGCCATTGGGCGCAATGGGAGCATGCCGATGAATTCAACCGCCTGGTGATT
GACTTCCTGCGGCACGCGTAA
Chromosome Location
Not Available
Locus
Not Available
External Identifiers
ResourceLink
UniProtKB IDP47229
UniProtKB Entry NameBPHD_BURXL
GenBank Protein ID397886
GenBank Gene IDX66123
General References
  1. Hofer B, Eltis LD, Dowling DN, Timmis KN: Genetic analysis of a Pseudomonas locus encoding a pathway for biphenyl/polychlorinated biphenyl degradation. Gene. 1993 Aug 16;130(1):47-55. [Article]
  2. Chain PS, Denef VJ, Konstantinidis KT, Vergez LM, Agullo L, Reyes VL, Hauser L, Cordova M, Gomez L, Gonzalez M, Land M, Lao V, Larimer F, LiPuma JJ, Mahenthiralingam E, Malfatti SA, Marx CJ, Parnell JJ, Ramette A, Richardson P, Seeger M, Smith D, Spilker T, Sul WJ, Tsoi TV, Ulrich LE, Zhulin IB, Tiedje JM: Burkholderia xenovorans LB400 harbors a multi-replicon, 9.73-Mbp genome shaped for versatility. Proc Natl Acad Sci U S A. 2006 Oct 17;103(42):15280-7. Epub 2006 Oct 9. [Article]
  3. Horsman GP, Ke J, Dai S, Seah SY, Bolin JT, Eltis LD: Kinetic and structural insight into the mechanism of BphD, a C-C bond hydrolase from the biphenyl degradation pathway. Biochemistry. 2006 Sep 19;45(37):11071-86. [Article]
  4. Horsman GP, Bhowmik S, Seah SY, Kumar P, Bolin JT, Eltis LD: The tautomeric half-reaction of BphD, a C-C bond hydrolase. Kinetic and structural evidence supporting a key role for histidine 265 of the catalytic triad. J Biol Chem. 2007 Jul 6;282(27):19894-904. Epub 2007 Apr 18. [Article]
  5. Bhowmik S, Horsman GP, Bolin JT, Eltis LD: The molecular basis for inhibition of BphD, a C-C bond hydrolase involved in polychlorinated biphenyls degradation: large 3-substituents prevent tautomerization. J Biol Chem. 2007 Dec 14;282(50):36377-85. Epub 2007 Oct 11. [Article]

Drug Relations

Drug Relations
DrugBank IDNameDrug groupPharmacological action?ActionsDetails
DB075103-fluoro-6-(4-fluorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acidexperimentalunknownDetails
DB07516(2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acidexperimentalunknownDetails
DB07911(3E)-2,6-DIOXO-6-PHENYLHEX-3-ENOATEexperimentalunknownDetails
DB07915(2E,4E)-2-Hydroxy-6-oxo-6-phenyl-2,4-hexadienoic acidexperimentalunknownDetails