KEGG   ORTHOLOGY: K15943Help
Entry
K15943                      KO                                     

Name
snoaL, dnrD, dauD, aknH
Definition
nogalonic acid methyl ester cyclase / aklanonic acid methyl ester cyclase [EC:5.5.1.26 5.5.1.23]
Pathway
ko01057  Biosynthesis of type II polyketide products
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Module
M00781  Nogalavinone/aklavinone biosynthesis, deoxynogalonate/deoxyaklanonate => nogalavinone/aklavinone
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   01057 Biosynthesis of type II polyketide products
    K15943  snoaL, dnrD, dauD, aknH; nogalonic acid methyl ester cyclase / aklanonic acid methyl ester cyclase
Enzymes [BR:ko01000]
 5. Isomerases
  5.5  Intramolecular lyases
   5.5.1  Intramolecular lyases (only sub-subclass identified to date)
    5.5.1.23  aklanonic acid methyl ester cyclase
     K15943  snoaL, dnrD, dauD, aknH; nogalonic acid methyl ester cyclase / aklanonic acid methyl ester cyclase
    5.5.1.26  nogalonic acid methyl ester cyclase
     K15943  snoaL, dnrD, dauD, aknH; nogalonic acid methyl ester cyclase / aklanonic acid methyl ester cyclase
BRITE hierarchy
Other DBs
RN: R06676 R06681 R09328
Genes
MAU: Micau_3999
MIL: ML5_4422
AG: AAA99000(dnrD) AAB16937(dauD) AAF01813(snoaL) AAF70112(aknH)
TaxonomyKoalaUniProt
Reference
  Authors
Torkkell S, Kunnari T, Palmu K, Hakala J, Mantsala P, Ylihonko K
  Title
Identification of a cyclase gene dictating the C-9 stereochemistry of anthracyclines from Streptomyces nogalater.
  Journal
Antimicrob Agents Chemother 44:396-9 (2000)
DOI:10.1128/AAC.44.2.396-399.2000
  Sequence
Reference
PMID:7601857
  Authors
Madduri K, Hutchinson CR
  Title
Functional characterization and transcriptional analysis of a gene cluster governing early and late steps in daunorubicin biosynthesis in Streptomyces peucetius.
  Journal
J Bacteriol 177:3879-84 (1995)
DOI:10.1128/JB.177.13.3879-3884.1995
  Sequence

KEGG   ENZYME: 5.5.1.26Help
Entry
EC 5.5.1.26                 Enzyme                                 

Name
nogalonic acid methyl ester cyclase;
methyl nogalonate cyclase;
SnoaL (gene name);
methyl nogalonate lyase (cyclizing)
Class
Isomerases;
Intramolecular lyases;
Intramolecular lyases (only sub-subclass identified to date)
BRITE hierarchy
Sysname
nogalaviketone lyase (ring-opening)
Reaction(IUBMB)
nogalaviketone = methyl nogalonate [RN:R09328]
Reaction(KEGG)
Substrate
nogalaviketone [CPD:C18630]
Product
methyl nogalonate [CPD:C12415]
Comment
The enzyme, characterized from the bacterium Streptomyces nogalater, is involved in the biosynthesis of the aromatic polyketide nogalamycin.
History
EC 5.5.1.26 created 2015
Pathway
ec01057  Biosynthesis of type II polyketide products
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K15943  nogalonic acid methyl ester cyclase / aklanonic acid methyl ester cyclase
Genes
MAU: Micau_3999
MIL: ML5_4422
Taxonomy
Reference
1  [PMID:15071504]
  Authors
Sultana A, Kallio P, Jansson A, Wang JS, Niemi J, Mantsala P, Schneider G.
  Title
Structure of the polyketide cyclase SnoaL reveals a novel mechanism for enzymatic aldol condensation.
  Journal
EMBO J 23:1911-21 (2004)
DOI:10.1038/sj.emboj.7600201
Reference
2  [PMID:15159574]
  Authors
Sultana A, Kallio P, Jansson A, Niemi J, Mantsala P, Schneider G
  Title
Crystallization and preliminary crystallographic data of SnoaL, a polyketide cyclase in nogalamycin biosynthesis.
  Journal
Acta Crystallogr D Biol Crystallogr 60:1118-20 (2004)
DOI:10.1107/S090744490400705X
Other DBs
ExplorEnz - The Enzyme Database: 5.5.1.26
IUBMB Enzyme Nomenclature: 5.5.1.26
ExPASy - ENZYME nomenclature database: 5.5.1.26
BRENDA, the Enzyme Database: 5.5.1.26

KEGG   REACTION: R09328Help
Entry
R09328                      Reaction                               

Name
nogalaviketone lyase (ring-opening);
methyl nogalonate cyclase
Definition
Methyl nogalonate <=> Nogalaviketone
Equation
Reaction class
RC01671  C12415_C18630
Enzyme
Pathway
rn01057  Biosynthesis of type II polyketide products
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Module
M00781  Nogalavinone/aklavinone biosynthesis, deoxynogalonate/deoxyaklanonate => nogalavinone/aklavinone
Orthology
K15943  nogalonic acid methyl ester cyclase / aklanonic acid methyl ester cyclase [EC:5.5.1.26 5.5.1.23]
Other DBs
RHEA: 44359

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