Phenylacetone monooxygenase

Details

Name
Phenylacetone monooxygenase
Synonyms
  • 1.14.13.92
  • Baeyer-Villiger monooxygenase
  • BVMO
  • PAMO
Gene Name
pamO
Organism
Thermobifida fusca (strain YX)
Amino acid sequence
>lcl|BSEQ0012092|Phenylacetone monooxygenase
MAGQTTVDSRRQPPEEVDVLVVGAGFSGLYALYRLRELGRSVHVIETAGDVGGVWYWNRY
PGARCDIESIEYCYSFSEEVLQEWNWTERYASQPEILRYINFVADKFDLRSGITFHTTVT
AAAFDEATNTWTVDTNHGDRIRARYLIMASGQLSVPQLPNFPGLKDFAGNLYHTGNWPHE
PVDFSGQRVGVIGTGSSGIQVSPQIAKQAAELFVFQRTPHFAVPARNAPLDPEFLADLKK
RYAEFREESRNTPGGTHRYQGPKSALEVSDEELVETLERYWQEGGPDILAAYRDILRDRD
ANERVAEFIRNKIRNTVRDPEVAERLVPKGYPFGTKRLILEIDYYEMFNRDNVHLVDTLS
APIETITPRGVRTSEREYELDSLVLATGFDALTGALFKIDIRGVGNVALKEKWAAGPRTY
LGLSTAGFPNLFFIAGPGSPSALSNMLVSIEQHVEWVTDHIAYMFKNGLTRSEAVLEKED
EWVEHVNEIADETLYPMTASWYTGANVPGKPRVFMLYVGGFHRYRQICDEVAAKGYEGFV
LT
Number of residues
542
Molecular Weight
61123.225
Theoretical pI
5.0
GO Classification
Functions
phenylacetone monooxygenase activity
General Function
Phenylacetone monooxygenase activity
Specific Function
Catalyzes a Baeyer-Villiger oxidation reaction, i.e. the insertion of an oxygen atom into a carbon-carbon bond adjacent to a carbonyl, which converts ketones to esters. Is most efficient with phenylacetone as substrate, leading to the formation of benzyl acetate. Can also oxidize other aromatic ketones (benzylacetone, alpha-methylphenylacetone and 4-hydroxyacetophenone), some aliphatic ketones (dodecan-2-one and bicyclohept-2-en-6-one) and sulfides (e.g. methyl 4-tolylsulfide).
Pfam Domain Function
Transmembrane Regions
Not Available
Cellular Location
Not Available
Gene sequence
>lcl|BSEQ0012093|Phenylacetone monooxygenase (pamO)
ATGGCCGGGCAGACGACTGTCGACTCTCGCCGACAACCACCAGAGGAAGTGGACGTCCTG
GTCGTGGGAGCCGGCTTCTCCGGCCTGTACGCCCTCTACCGTCTGCGGGAACTCGGGCGT
AGCGTGCACGTCATCGAAACCGCTGGCGACGTGGGCGGTGTGTGGTACTGGAACCGCTAC
CCGGGGGCGCGGTGCGACATCGAGAGCATCGAGTACTGCTACTCGTTCTCCGAGGAGGTC
CTCCAAGAGTGGAACTGGACTGAGCGGTACGCTTCCCAGCCCGAGATCCTGCGCTACATC
AACTTCGTCGCCGACAAATTCGACCTGCGGAGCGGAATCACCTTCCACACCACGGTGACC
GCGGCAGCCTTCGACGAGGCCACCAACACGTGGACGGTCGACACCAACCACGGCGACCGG
ATCCGCGCCCGCTACCTCATCATGGCCAGCGGCCAGCTCTCCGTCCCGCAGCTCCCCAAC
TTCCCAGGGCTCAAAGACTTCGCCGGCAACCTCTACCACACCGGGAACTGGCCGCACGAG
CCCGTGGACTTCTCCGGGCAGCGGGTGGGCGTGATCGGCACCGGGTCGTCCGGAATCCAG
GTGAGCCCACAGATCGCGAAACAGGCTGCGGAACTGTTCGTGTTCCAGCGCACCCCCCAC
TTTGCCGTCCCCGCCCGCAACGCGCCGCTCGACCCGGAGTTCCTCGCCGACCTGAAGAAG
CGCTACGCCGAATTCCGGGAAGAGTCCCGCAACACTCCCGGAGGAACCCACCGCTACCAG
GGGCCGAAGTCCGCGCTGGAAGTCAGCGACGAAGAGCTGGTGGAAACCCTGGAACGCTAC
TGGCAGGAGGGCGGCCCCGACATTCTGGCCGCCTACCGCGACATCCTGCGCGACCGGGAC
GCCAACGAACGGGTCGCTGAATTCATCCGCAACAAGATCCGCAACACCGTGCGCGACCCG
GAGGTGGCGGAACGCCTGGTCCCCAAGGGCTACCCGTTCGGCACCAAGCGCCTCATCCTG
GAAATCGACTACTACGAAATGTTCAACCGGGACAACGTGCACCTGGTCGACACGTTGTCT
GCGCCGATCGAGACGATCACGCCGCGCGGGGTGCGCACCTCGGAACGGGAGTACGAACTC
GACTCCCTGGTGCTGGCGACCGGGTTCGACGCGCTGACCGGGGCGCTGTTCAAGATCGAC
ATCCGCGGTGTGGGCAACGTCGCTTTGAAGGAGAAGTGGGCCGCAGGGCCACGCACCTAC
CTGGGACTGTCCACCGCCGGGTTCCCCAACCTGTTCTTCATCGCAGGCCCGGGCAGCCCG
TCTGCGCTCAGCAACATGCTGGTCTCTATCGAACAGCACGTGGAATGGGTGACCGACCAC
ATCGCCTACATGTTCAAGAACGGCCTCACCCGATCCGAGGCAGTCCTGGAGAAAGAAGAC
GAGTGGGTGGAGCACGTCAACGAGATCGCCGACGAAACCCTCTACCCCATGACCGCCTCG
TGGTACACGGGCGCCAACGTCCCCGGTAAACCCCGGGTGTTCATGCTCTACGTCGGCGGC
TTCCACCGCTACCGGCAGATCTGCGACGAGGTGGCTGCCAAGGGCTACGAAGGTTTCGTC
CTCACCTAG
Chromosome Location
Not Available
Locus
Not Available
External Identifiers
ResourceLink
UniProtKB IDQ47PU3
UniProtKB Entry NamePAMO_THEFY
GenBank Gene IDCP000088
General References
  1. Lykidis A, Mavromatis K, Ivanova N, Anderson I, Land M, DiBartolo G, Martinez M, Lapidus A, Lucas S, Copeland A, Richardson P, Wilson DB, Kyrpides N: Genome sequence and analysis of the soil cellulolytic actinomycete Thermobifida fusca YX. J Bacteriol. 2007 Mar;189(6):2477-86. Epub 2007 Jan 5. [Article]
  2. Fraaije MW, Wu J, Heuts DP, van Hellemond EW, Spelberg JH, Janssen DB: Discovery of a thermostable Baeyer-Villiger monooxygenase by genome mining. Appl Microbiol Biotechnol. 2005 Jan;66(4):393-400. Epub 2004 Oct 27. [Article]
  3. Malito E, Alfieri A, Fraaije MW, Mattevi A: Crystal structure of a Baeyer-Villiger monooxygenase. Proc Natl Acad Sci U S A. 2004 Sep 7;101(36):13157-62. Epub 2004 Aug 24. [Article]
  4. Orru R, Dudek HM, Martinoli C, Torres Pazmino DE, Royant A, Weik M, Fraaije MW, Mattevi A: Snapshots of enzymatic Baeyer-Villiger catalysis: oxygen activation and intermediate stabilization. J Biol Chem. 2011 Aug 19;286(33):29284-91. doi: 10.1074/jbc.M111.255075. Epub 2011 Jun 22. [Article]
  5. Martinoli C, Dudek HM, Orru R, Edmondson DE, Fraaije MW, Mattevi A: Beyond the Protein Matrix: Probing Cofactor Variants in a Baeyer-Villiger Oxygenation Reaction. ACS Catal. 2013;3(12):3058-3062. [Article]

Drug Relations

Drug Relations
DrugBank IDNameDrug groupPharmacological action?ActionsDetails
DB03147Flavin adenine dinucleotideapprovedunknownDetails