EC 1.13.12.17 - Dichloroarcyriaflavin A synthase

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IntEnz Enzyme Nomenclature
EC 1.13.12.17

Names

Accepted name:
dichloroarcyriaflavin A synthase
Systematic name:
dichlorochromopyrrolate,NADH:oxygen 2,5-oxidoreductase (dichloroarcyriaflavin A-forming)

Reaction

Comments:

The conversion of dichlorochromopyrrolate to dichloroarcyriaflavin A is a complex process that involves two enzyme components. RebP is an NAD-dependent cytochrome P450 oxygenase that performs an aryl-aryl bond formation yielding the six-ring indolocarbazole scaffold [1]. Along with RebC, a flavin-dependent hydroxylase, it also catalyses the oxidative decarboxylation of both carboxyl groups. The presence of RebC ensures that the only product is the rebeccamycin aglycone dichloroarcyriaflavin A [2]. The enzymes are similar, but not identical, to StaP and StaC, which are involved in the synthesis of staurosporine [3].

Links to other databases

Enzymes and pathways: NC-IUBMB , BRENDA , DIAGRAM , ExplorEnz , ENZYME@ExPASy , KEGG , MetaCyc , UniPathway
Protein domains and families: PROSITE:PDOC00081
Structural data: CSA , EC2PDB

References

  1. Makino, M., Sugimoto, H., Shiro, Y., Asamizu, S., Onaka, H., Nagano, S.
    Crystal structures and catalytic mechanism of cytochrome P450 StaP that produces the indolocarbazole skeleton.
    Proc. Natl. Acad. Sci. USA 104: 11591-11596 (2007). [PMID: 17606921]
  2. Howard-Jones, A. R., Walsh, C. T.
    Staurosporine and rebeccamycin aglycones are assembled by the oxidative action of StaP, StaC, and RebC on chromopyrrolic acid.
    J. Am. Chem. Soc. 128: 12289-12298 (2006). [PMID: 16967980]
  3. Sanchez, C., Zhu, L., Brana, A. F., Salas, A. P., Rohr, J., Mendez, C., Salas, J. A.
    Combinatorial biosynthesis of antitumor indolocarbazole compounds.
    Proc. Natl. Acad. Sci. USA 102: 461-466 (2005). [PMID: 15625109]

[EC 1.13.12.17 created 2010]