KEGG   ORTHOLOGY: K13320
Entry
K13320            Tight     KO                                     
Symbol
oleY
Name
L-olivosyl-oleandolide 3-O-methyltransferase [EC:2.1.1.239]
Pathway
map00522  Biosynthesis of 12-, 14- and 16-membered macrolides
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00775  Oleandomycin biosynthesis, malonyl-CoA + methylmalonyl-CoA => 8,8a-deoxyoleandolide => oleandomycin
Reaction
R06456  S-adenosyl-L-methionine:L-olivosyl-oleandolide B 3-O-methyltransferase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00522 Biosynthesis of 12-, 14- and 16-membered macrolides
    K13320  oleY; L-olivosyl-oleandolide 3-O-methyltransferase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01008 Polyketide biosynthesis proteins
    K13320  oleY; L-olivosyl-oleandolide 3-O-methyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.239  L-olivosyl-oleandolide 3-O-methyltransferase
     K13320  oleY; L-olivosyl-oleandolide 3-O-methyltransferase
Polyketide biosynthesis proteins [BR:ko01008]
 Polyketide tailoring proteins
  Methylase
   K13320  oleY; L-olivosyl-oleandolide 3-O-methyltransferase
Genes
AG: CAA05644(oleY)
Reference
PMID:9749673
  Authors
Olano C, Rodriguez AM, Michel JM, Mendez C, Raynal MC, Salas JA
  Title
Analysis of a Streptomyces antibioticus chromosomal region involved in oleandomycin biosynthesis, which encodes two glycosyltransferases responsible for glycosylation of the macrolactone ring.
  Journal
Mol Gen Genet 259:299-308 (1998)
DOI:10.1007/s004380050816
  Sequence
[ag:CAA05644]
Reference
PMID:11514520
  Authors
Rodriguez L, Rodriguez D, Olano C, Brana AF, Mendez C, Salas JA
  Title
Functional analysis of OleY L-oleandrosyl 3-O-methyltransferase of the oleandomycin biosynthetic pathway in Streptomyces antibioticus.
  Journal
J Bacteriol 183:5358-63 (2001)
DOI:10.1128/JB.183.18.5358-5363.2001
LinkDB

KEGG   ENZYME: 2.1.1.239
Entry
EC 2.1.1.239                Enzyme                                 
Name
L-olivosyl-oleandolide 3-O-methyltransferase;
OleY
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
Sysname
S-adenosyl-L-methionine:L-olivosyl-oleandolide B 3-O-methyltransferase
Reaction(IUBMB)
S-adenosyl-L-methionine + L-olivosyl-oleandolide = S-adenosyl-L-homocysteine + L-oleandrosyl-oleandolide [RN:R06456]
Reaction(KEGG)
R06456
Substrate
S-adenosyl-L-methionine [CPD:C00019];
L-olivosyl-oleandolide [CPD:C11991]
Product
S-adenosyl-L-homocysteine [CPD:C00021];
L-oleandrosyl-oleandolide [CPD:C11992]
Comment
The enzyme is involved in the biosynthesis of the macrolide antibiotic oleandomycin in Streptomyces antibioticus. It can also act on other monoglycosylated macrolactones, including L-rhamnosyl-erythronolide B and L-mycarosyl-erythronolide B.
History
EC 2.1.1.239 created 2012
Pathway
ec00522  Biosynthesis of 12-, 14- and 16-membered macrolides
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K13320  L-olivosyl-oleandolide 3-O-methyltransferase
Reference
1  [PMID:11514520]
  Authors
Rodriguez L, Rodriguez D, Olano C, Brana AF, Mendez C, Salas JA
  Title
Functional analysis of OleY L-oleandrosyl 3-O-methyltransferase of the oleandomycin biosynthetic pathway in Streptomyces antibioticus.
  Journal
J Bacteriol 183:5358-63 (2001)
DOI:10.1128/JB.183.18.5358-5363.2001
  Sequence
[ag:CAA05644]
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.239
IUBMB Enzyme Nomenclature: 2.1.1.239
ExPASy - ENZYME nomenclature database: 2.1.1.239
BRENDA, the Enzyme Database: 2.1.1.239
LinkDB

KEGG   REACTION: R06456
Entry
R06456                      Reaction                               
Name
S-adenosyl-L-methionine:L-olivosyl-oleandolide B 3-O-methyltransferase
Definition
L-Olivosyl-oleandolide + S-Adenosyl-L-methionine <=> L-Oleandrosyl-oleandolide + S-Adenosyl-L-homocysteine
Equation
C11991 + C00019 <=> C11992 + C00021
Reaction class
RC00003  C00019_C00021
RC00466  C11991_C11992
Enzyme
2.1.1.239
Pathway
rn00522  Biosynthesis of 12-, 14- and 16-membered macrolides
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00775  Oleandomycin biosynthesis, malonyl-CoA + methylmalonyl-CoA => 8,8a-deoxyoleandolide => oleandomycin
Brite
Enzymatic reactions [BR:br08201]
 2. Transferase reactions
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.239
     R06456  L-Olivosyl-oleandolide + S-Adenosyl-L-methionine <=> L-Oleandrosyl-oleandolide + S-Adenosyl-L-homocysteine
Orthology
K13320  L-olivosyl-oleandolide 3-O-methyltransferase [EC:2.1.1.239]
Other DBs
RHEA: 31626
LinkDB

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