KEGG   ENZYME: 5.5.1.23
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)
Sysname
aklaviketone lyase (ring-opening)
Reaction(IUBMB)
aklaviketone = methyl aklanonate [RN:R06681]
Reaction(KEGG)
R06681;
(other) R06676
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
ec01057  Biosynthesis of type II polyketide products
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K15943  nogalonic acid methyl ester cyclase / aklanonic acid methyl ester cyclase
Genes
SPRISPRI_0207 SPRI_7146
STIRDDW44_27900
SKACP970_39840
SGALCP966_29100
SCINCP977_27950
STSUB7R87_22025
SCHACP983_03560 CP983_03585
SCOECP976_32890
SPEUCGZ69_24290
SXNIAG42_36860
SDDD9753_08650
SJNRI060_18395
SHAUK9S39_40665
SKGKJK29_16195
TALXFOF52_07395
PMADBAY61_07675
MAUMicau_3999
MILML5_4422
MFEUH1D33_25685
 » show all
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 177:536-43 (1995)
DOI:10.1128/JB.177.3.536-543.1995
  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 38:4794-9 (1999)
DOI:10.1021/bi9827924
  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 357:210-20 (2006)
DOI:10.1016/j.jmb.2005.12.064
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 5.5.1.23
IUBMB Enzyme Nomenclature: 5.5.1.23
ExPASy - ENZYME nomenclature database: 5.5.1.23
BRENDA, the Enzyme Database: 5.5.1.23

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