M1W080 · TCPC_CLAP2

Function

function

Cytochrome P450 monooxygenase; part of the gene cluster that mediates the biosynthesis of an unusual class of epipolythiodioxopiperazines (ETPs) lacking the reactive thiol group important for toxicity (PubMed:27390873).
Firstly, L-tyrosine is prenylated by tcpD, before undergoing condensation with L-glycine in a reaction catalyzed by the NRPS tcpP leading to the diketopiperazine (DKP) backbone (PubMed:27390873).
Afterwards the alpha-carbon of tyrosine is oxidized by the cytochrome P450 tcpC to form a hydroxyl group (PubMed:27390873).
However, in contrast other ETP biosynthesis pathways studied so far, tcpC is not able to bishydroxylate the DKP at both alpha-carbon positions, but hydroxylates the alpha-carbon of the tyrosine part and the nitrogen of the glycine part (PubMed:27390873).
The next steps involve an alpha,beta-elimination reaction catalyzed by tcpI, a methylation by the methyltransferase tcpN the action of the four enzyme cascade tcpG/K/J/I (PubMed:27390873).
Due to a dysfunctional cytochrome P450 monooxygenase tcpC, the pathway leads to the biosynthesis of probable non-toxic metabolites lacking the reactive thiol group (PubMed:27390873).

Cofactor

heme (UniProtKB | Rhea| CHEBI:30413 )

Pathway

Secondary metabolite biosynthesis.

Features

Showing features for binding site.

TypeIDPosition(s)Description
Binding site443Fe (UniProtKB | ChEBI) of heme (UniProtKB | ChEBI); axial binding residue

GO annotations

AspectTerm
Molecular Functionheme binding
Molecular Functioniron ion binding
Molecular Functionmonooxygenase activity
Molecular Functionoxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen

Keywords

Enzyme and pathway databases

Names & Taxonomy

Protein names

  • Recommended name
    Cytochrome P450 monooxygenase tcpC
  • EC number
  • Alternative names
    • Thioclapurine biosynthesis protein C

Gene names

    • Name
      tcpC
    • ORF names
      CPUR_02677

Organism names

Accessions

  • Primary accession
    M1W080

Proteomes

Organism-specific databases

PTM/Processing

Features

Showing features for signal, chain, glycosylation.

TypeIDPosition(s)Description
Signal1-26
ChainPRO_000043770927-505Cytochrome P450 monooxygenase tcpC
Glycosylation316N-linked (GlcNAc...) asparagine
Glycosylation392N-linked (GlcNAc...) asparagine

Keywords

PTM databases

Expression

Induction

Expression is positively regulated by the thioclapurine cluster-specific transcription factor tcpZ (PubMed:27390873).

Interaction

Protein-protein interaction databases

Structure

Family & Domains

Sequence similarities

Belongs to the cytochrome P450 family.

Keywords

Phylogenomic databases

Family and domain databases

Sequence

  • Sequence status
    Complete
  • Sequence processing
    The displayed sequence is further processed into a mature form.
  • Length
    505
  • Mass (Da)
    57,680
  • Last updated
    2013-05-01 v1
  • Checksum
    40988639DD66D4CA
MVFKMVMLKDVFPILVFLVALRLLKSQIAQWMIESIVTKLLQALNPVHDSLGKGISGPRWQYLNGQTLDKFLDGREKVQEWQKYGPVYRIWAGTTPEIVITKPEDVRAFHVDSSRHNKARSSNAGWLFHQLLGECMGLISGTRWIKVRSEFEPAFSHSAITMKAAEVSNDAQCYVNKLEKSRSSSFTVQAAEAVARFPFFCTATHLYGELSEEERNELWELGQRNLKMMGHVLSGGLFRFPIARWLYRSAVQDLESFLCDWASFNERIYKKKVGCGAKTPIVSAWKKVIDGDLTREEAIHTLSEILFANLDVATGNLSWLVIYLAANEDIQRQVVEEISQHRHELDHYCARKDTLLAYCVLETLRLRPFTAFSIPESSPNQKVLHGFTVPGNTSVVVNTLAINYNAAFWGDKAEVFSPNRFHSINRLALRYNLFTFGMGTRKCLGSHFAEMMMKYFAMHLLNRFSLHIPVEKDRSKAQTEDTSMSTWVPISDKEVALQKRTMGLF

Keywords

Sequence databases

Nucleotide SequenceProtein SequenceMolecule TypeStatus
CAGA01000011
EMBL· GenBank· DDBJ
CCE28986.1
EMBL· GenBank· DDBJ
Genomic DNA

Similar Proteins

Disclaimer

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