KEGG   ENZYME: 5.5.1.23Help
Entry
EC 5.5.1.23                 Enzyme                                 

Name
aklanonic acid methyl ester cyclase;
dauD (gene name);
aknH (gene name);
dnrD (gene name);
methyl aklanonate cyclase;
methyl aklanonate-aklaviketone isomerase (cyclizing);
aklaviketone lyase (decyclizing)
Class
Isomerases;
Intramolecular lyases;
Intramolecular lyases (only sub-subclass identified to date)
BRITE hierarchy
Sysname
aklaviketone lyase (ring-opening)
Reaction(IUBMB)
aklaviketone = methyl aklanonate [RN:R06681]
Reaction(KEGG)
R06681;
(other) R06676
Show
Substrate
aklaviketone [CPD:C12423]
Product
methyl aklanonate [CPD:C12422]
Comment
The enzyme is involved in the biosynthesis of aklaviketone, an intermediate in the biosynthetic pathways leading to formation of several anthracycline antibiotics, including aclacinomycin, daunorubicin and doxorubicin.
History
EC 5.5.1.23 created 2013, modified 2014
Pathway
Biosynthesis of type II polyketide products
Biosynthesis of antibiotics
Orthology
K15943  
nogalonic acid methyl ester cyclase / aklanonic acid methyl ester cyclase
Genes
MAU: 
MIL: 
Taxonomy
Reference
1  [PMID:7836284]
  Authors
Dickens ML, Ye J, Strohl WR.
  Title
Analysis of clustered genes encoding both early and late steps in daunomycin biosynthesis by Streptomyces sp. strain C5.
  Journal
J. Bacteriol. 177 (1995) 536-43.
  Sequence
Reference
2  [PMID:10200167]
  Authors
Kendrew SG, Katayama K, Deutsch E, Madduri K, Hutchinson CR
  Title
DnrD cyclase involved in the biosynthesis of doxorubicin: purification and characterization of the recombinant enzyme.
  Journal
Biochemistry. 38 (1999) 4794-9.
  Sequence
Reference
3  [PMID:16414075]
  Authors
Kallio P, Sultana A, Niemi J, Mantsala P, Schneider G.
  Title
Crystal structure of the polyketide cyclase AknH with bound substrate and product analogue: implications for catalytic mechanism and product stereoselectivity.
  Journal
J. Mol. Biol. 357 (2006) 210-20.
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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