KEGG   ORTHOLOGY: K15996
Entry
K15996                      KO                                     
Symbol
tylF
Name
macrocin O-methyltransferase [EC:2.1.1.101]
Pathway
map00522  Biosynthesis of 12-, 14- and 16-membered macrolides
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00773  Tylosin biosynthesis, methylmalonyl-CoA + malonyl-CoA => tylactone => tylosin
Reaction
R02858  S-adenosyl-L-methionine:macrocin 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
    K15996  tylF; macrocin O-methyltransferase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01008 Polyketide biosynthesis proteins
    K15996  tylF; macrocin O-methyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.101  macrocin O-methyltransferase
     K15996  tylF; macrocin O-methyltransferase
Polyketide biosynthesis proteins [BR:ko01008]
 Polyketide tailoring proteins
  Methylase
   K15996  tylF; macrocin O-methyltransferase
Other DBs
GO: 0030769
Genes
STRM: M444_29905
AG: AAD41819(tylF)
Reference
PMID:10220165
  Authors
Fouces R, Mellado E, Diez B, Barredo JL
  Title
The tylosin biosynthetic cluster from Streptomyces fradiae: genetic organization of the left region.
  Journal
Microbiology 145 ( Pt 4):855-68 (1999)
DOI:10.1099/13500872-145-4-855
Reference
PMID:3170602
  Authors
Kreuzman AJ, Turner JR, Yeh WK
  Title
Two distinctive O-methyltransferases catalyzing penultimate and terminal reactions of macrolide antibiotic (tylosin) biosynthesis. Substrate specificity, enzyme inhibition, and kinetic mechanism.
  Journal
J Biol Chem 263:15626-33 (1988)
  Sequence
[ag:AAD41819]
LinkDB

KEGG   ENZYME: 2.1.1.101
Entry
EC 2.1.1.101                Enzyme                                 
Name
macrocin O-methyltransferase;
macrocin methyltransferase;
S-adenosyl-L-methionine-macrocin O-methyltransferase;
MOMT (ambiguous);
tylF (gene name)
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
Sysname
S-adenosyl-L-methionine:macrocin 3'''-O-methyltransferase
Reaction(IUBMB)
S-adenosyl-L-methionine + macrocin = S-adenosyl-L-homocysteine + tylosin [RN:R02858]
Reaction(KEGG)
R02858
Substrate
S-adenosyl-L-methionine [CPD:C00019];
macrocin [CPD:C00744]
Product
S-adenosyl-L-homocysteine [CPD:C00021];
tylosin [CPD:C01457]
Comment
Requires Mg2+, Mn2+ or Co2+. The 3-hydroxy group of the 2-O-methyl-6-deoxy-D-allose moiety in the macrolide antibiotic macrosin acts as methyl acceptor, generating tylosin, another macrolide antibiotic. Isolated from the bacterium Streptomyces fradiae. Not identical with EC 2.1.1.102, demethylmacrocin O-methyltransferase.
History
EC 2.1.1.101 created 1992
Pathway
ec00522  Biosynthesis of 12-, 14- and 16-membered macrolides
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K15996  macrocin O-methyltransferase
Genes
STRM: M444_29905
Reference
1  [PMID:3170601]
  Authors
Bauer NJ, Kreuzman AJ, Dotzlaf JE, Yeh WK.
  Title
Purification, characterization, and kinetic mechanism of S-adenosyl-L-methionine:macrocin O-methyltransferase from Streptomyces fradiae.
  Journal
J Biol Chem 263:15619-25 (1988)
  Sequence
[ag:AAD41819]
Reference
2  [PMID:3170602]
  Authors
Kreuzman AJ, Turner JR, Yeh WK
  Title
Two distinctive O-methyltransferases catalyzing penultimate and terminal reactions of macrolide antibiotic (tylosin) biosynthesis. Substrate specificity, enzyme inhibition, and kinetic mechanism.
  Journal
J Biol Chem 263:15626-33 (1988)
  Sequence
[ag:AAD41819]
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.101
IUBMB Enzyme Nomenclature: 2.1.1.101
ExPASy - ENZYME nomenclature database: 2.1.1.101
BRENDA, the Enzyme Database: 2.1.1.101
CAS: 79468-52-3
LinkDB

KEGG   REACTION: R02858
Entry
R02858                      Reaction                               
Name
S-adenosyl-L-methionine:macrocin 3'''-O-methyltransferase
Definition
S-Adenosyl-L-methionine + Macrocin <=> S-Adenosyl-L-homocysteine + Tylosin
Equation
C00019 + C00744 <=> C00021 + C01457
Comment
macrocin-O-methyltransferase,TylF
Reaction class
RC00003  C00019_C00021
RC00466  C00744_C01457
Enzyme
2.1.1.101
Pathway
rn00522  Biosynthesis of 12-, 14- and 16-membered macrolides
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00773  Tylosin biosynthesis, methylmalonyl-CoA + malonyl-CoA => tylactone => tylosin
Brite
Enzymatic reactions [BR:br08201]
 2. Transferase reactions
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.101
     R02858  S-Adenosyl-L-methionine + Macrocin <=> S-Adenosyl-L-homocysteine + Tylosin
Orthology
K15996  macrocin O-methyltransferase [EC:2.1.1.101]
Other DBs
RHEA: 17272
LinkDB

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