KEGG   ENZYME: 2.3.1.290Help
Entry
EC 2.3.1.290                Enzyme                                 

Name
spectinabilin polyketide synthase system;
norAA'BC (gene names);
spectinabilin polyketide synthase complex
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
BRITE hierarchy
Sysname
malonyl-CoA/(S)-methylmalonyl-CoA:4-nitrobenzoyl-CoA (methyl)malonyltransferase (demethyldeoxyspectinabilin-forming)
Reaction(IUBMB)
4-nitrobenzoyl-CoA + malonyl-CoA + 6 (S)-methylmalonyl-CoA + 6 NADPH + 4 H+ = demethyldeoxyspectinabilin + 7 CO2 + 8 CoA + 6 NADP+ + 5 H2O [RN:R12468]
Reaction(KEGG)
Substrate
4-nitrobenzoyl-CoA [CPD:C22178];
malonyl-CoA [CPD:C00083];
(S)-methylmalonyl-CoA [CPD:C00683];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Product
demethyldeoxyspectinabilin [CPD:C22179];
CO2 [CPD:C00011];
CoA [CPD:C00010];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
This polyketide synthase, characterized from the bacteria Streptomyces orinoci and Streptomyces spectabilis, generates the backbone of the antibiotic spectinabilin. It is composed of 6 modules that total 28 domains and is encoded by four genes. The enzyme accepts the unusual starter unit 4-nitrobenzoyl-CoA and extends it by 6 molecules of (S)-methylmalonyl-CoA and a single molecule of malonyl-CoA. The first module (encoded by norA) is used twice in an iterative fashion, so that the seven Claisen condensation reactions are catalysed by only six modules. The iteration becomes possible by the transfer of the [acp]-bound polyketide intermediate back to the ketosynthase (KS) domain on the opposite polyketide synthase strand (polyketides are homodimeric).
History
EC 2.3.1.290 created 2019
Orthology
K23747  spectinabilin polyketide synthase system NorA
K23748  spectinabilin polyketide synthase system NorB
K23749  spectinabilin polyketide synthase system NorC
Reference
1  [PMID:17763486]
  Authors
Traitcheva N, Jenke-Kodama H, He J, Dittmann E, Hertweck C
  Title
Non-colinear polyketide biosynthesis in the aureothin and neoaureothin pathways:  an evolutionary perspective.
  Journal
Chembiochem 8:1841-9 (2007)
DOI:10.1002/cbic.200700309
  Sequence
Reference
2  [PMID:20094652]
  Authors
Choi YS, Johannes TW, Simurdiak M, Shao Z, Lu H, Zhao H
  Title
Cloning and heterologous expression of the spectinabilin biosynthetic gene cluster from Streptomyces spectabilis.
  Journal
Mol Biosyst 6:336-8 (2010)
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.290
IUBMB Enzyme Nomenclature: 2.3.1.290
ExPASy - ENZYME nomenclature database: 2.3.1.290
BRENDA, the Enzyme Database: 2.3.1.290
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