KEGG   ENZYME: 1.13.12.17Help
Entry
EC 1.13.12.17               Enzyme                                 

Name
dichloroarcyriaflavin A synthase
Class
Oxidoreductases;
Acting on single donors with incorporation of molecular oxygen (oxygenases);
With incorporation of one atom of oxygen (internal monooxygenases or internal mixed-function oxidases)
BRITE hierarchy
Sysname
dichlorochromopyrrolate,NADH:oxygen 2,5-oxidoreductase (dichloroarcyriaflavin A-forming)
Reaction(IUBMB)
dichlorochromopyrrolate + 4 O2 + 4 NADH + 4 H+ = dichloroarcyriaflavin A + 2 CO2 + 6 H2O + 4 NAD+ [RN:R09567]
Reaction(KEGG)
Substrate
dichlorochromopyrrolate [CPD:C19698];
O2 [CPD:C00007];
NADH [CPD:C00004];
H+ [CPD:C00080]
Product
dichloroarcyriaflavin A [CPD:C19699];
CO2 [CPD:C00011];
H2O [CPD:C00001];
NAD+ [CPD:C00003]
Comment
The conversion of dichlorochromopyrrolate to dichloroarcyriaflavin A is a complex process that involves two enzyme components. RebP is an NAD-dependent cytochrome P-450 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].
History
EC 1.13.12.17 created 2010
Pathway
Staurosporine biosynthesis
Biosynthesis of antibiotics
Orthology
K19886  
flavin-dependent monooxygenase RebC
K19887  
cytochrome P450 RebP
Reference
1  [PMID:17606921]
  Authors
Makino M, Sugimoto H, Shiro Y, Asamizu S, Onaka H, Nagano S
  Title
Crystal structures and catalytic mechanism of cytochrome P450 StaP that produces  the indolocarbazole skeleton.
  Journal
Proc. Natl. Acad. Sci. U. S. A. 104 (2007) 11591-6.
Reference
2  [PMID:16967980]
  Authors
Howard-Jones AR, Walsh CT
  Title
Staurosporine and rebeccamycin aglycones are assembled by the oxidative action of StaP, StaC, and RebC on chromopyrrolic acid.
  Journal
J. Am. Chem. Soc. 128 (2006) 12289-98.
Reference
3  [PMID:15625109]
  Authors
Sanchez C, Zhu L, Brana AF, Salas AP, Rohr J, Mendez C, Salas JA
  Title
Combinatorial biosynthesis of antitumor indolocarbazole compounds.
  Journal
Proc. Natl. Acad. Sci. U. S. A. 102 (2005) 461-6.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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