KEGG   ORTHOLOGY: K14369
Entry
K14369                      KO                                     
Symbol
eryG
Name
erythromycin 3''-O-methyltransferase [EC:2.1.1.254]
Pathway
map00522  Biosynthesis of 12-, 14- and 16-membered macrolides
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00774  Erythromycin biosynthesis, propanoyl-CoA + methylmalonyl-CoA => deoxyerythronolide B => erythromycin A/B
Reaction
R05520  S-adenosyl-L-methionine:erythromycin-C 3''-O-methyltransferase
R05532  S-adenosyl-L-methionine:erythromycin-D 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
    K14369  eryG; erythromycin 3''-O-methyltransferase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01008 Polyketide biosynthesis proteins
    K14369  eryG; erythromycin 3''-O-methyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.254  erythromycin 3''-O-methyltransferase
     K14369  eryG; erythromycin 3''-O-methyltransferase
Polyketide biosynthesis proteins [BR:ko01008]
 Polyketide tailoring proteins
  Methylase
   K14369  eryG; erythromycin 3''-O-methyltransferase
Genes
AER: AERYTH_15890
SEN: SACE_0728(eryG)
Reference
PMID:1840640
  Authors
Haydock SF, Dowson JA, Dhillon N, Roberts GA, Cortes J, Leadlay PF
  Title
Cloning and sequence analysis of genes involved in erythromycin biosynthesis in Saccharopolyspora erythraea: sequence similarities between EryG and a family of S-adenosylmethionine-dependent methyltransferases.
  Journal
Mol Gen Genet 230:120-8 (1991)
DOI:10.1007/BF00290659
  Sequence
[sen:SACE_0728]
LinkDB

KEGG   ENZYME: 2.1.1.254
Entry
EC 2.1.1.254                Enzyme                                 
Name
erythromycin 3''-O-methyltransferase;
EryG
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
Sysname
S-adenosyl-L-methionine:erythromycin C 3''-O-methyltransferase
Reaction(IUBMB)
(1) S-adenosyl-L-methionine + erythromycin C = S-adenosyl-L-homocysteine + erythromycin A [RN:R05520];
(2) S-adenosyl-L-methionine + erythromycin D = S-adenosyl-L-homocysteine + erythromycin B [RN:R05532]
Reaction(KEGG)
R05520 R05532
Substrate
S-adenosyl-L-methionine [CPD:C00019];
erythromycin C [CPD:C06616];
erythromycin D [CPD:C06633]
Product
S-adenosyl-L-homocysteine [CPD:C00021];
erythromycin A [CPD:C01912];
erythromycin B [CPD:C06653]
Comment
The enzyme methylates the 3 position of the mycarosyl moiety of erythromycin C, forming the most active form of the antibiotic, erythromycin A. It can also methylate the precursor erythromycin D, forming erythromycin B, which is then converted to erythromycin A by EC 1.14.13.154, erythromycin 12 hydroxylase.
History
EC 2.1.1.254 created 2012
Pathway
ec00522  Biosynthesis of 12-, 14- and 16-membered macrolides
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K14369  erythromycin 3''-O-methyltransferase
Genes
AER: AERYTH_15890
SEN: SACE_0728(eryG)
Reference
1  [PMID:2185226]
  Authors
Paulus TJ, Tuan JS, Luebke VE, Maine GT, DeWitt JP, Katz L
  Title
Mutation and cloning of eryG, the structural gene for erythromycin O-methyltransferase from Saccharopolyspora erythraea, and expression of eryG in Escherichia coli.
  Journal
J Bacteriol 172:2541-6 (1990)
DOI:10.1128/JB.172.5.2541-2546.1990
  Sequence
[sen:SACE_0728]
Reference
2  [PMID:9353926]
  Authors
Summers RG, Donadio S, Staver MJ, Wendt-Pienkowski E, Hutchinson CR, Katz L.
  Title
Sequencing and mutagenesis of genes from the erythromycin biosynthetic gene cluster of Saccharopolyspora erythraea that are involved in L-mycarose and D-desosamine production.
  Journal
Microbiology 143:3251-62 (1997)
DOI:10.1099/00221287-143-10-3251
  Sequence
[sen:SACE_0728]
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.254
IUBMB Enzyme Nomenclature: 2.1.1.254
ExPASy - ENZYME nomenclature database: 2.1.1.254
BRENDA, the Enzyme Database: 2.1.1.254
LinkDB

KEGG   REACTION: R05532
Entry
R05532                      Reaction                               
Name
S-adenosyl-L-methionine:erythromycin-D 3''-O-methyltransferase
Definition
S-Adenosyl-L-methionine + Erythromycin D <=> S-Adenosyl-L-homocysteine + Erythromycin B
Equation
C00019 + C06633 <=> C00021 + C06653
Comment
EryG: O-methyl transferase
Reaction class
RC00003  C00019_C00021
RC01324  C06633_C06653
Enzyme
2.1.1.254
Pathway
rn00522  Biosynthesis of 12-, 14- and 16-membered macrolides
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00774  Erythromycin biosynthesis, propanoyl-CoA + methylmalonyl-CoA => deoxyerythronolide B => erythromycin A/B
Brite
Enzymatic reactions [BR:br08201]
 2. Transferase reactions
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.254
     R05532  S-Adenosyl-L-methionine + Erythromycin D <=> S-Adenosyl-L-homocysteine + Erythromycin B
Orthology
K14369  erythromycin 3''-O-methyltransferase [EC:2.1.1.254]
Reference
1  [PMID:9353926]
  Authors
Summers RG, Donadio S, Staver MJ, Wendt-Pienkowski E, Hutchinson CR, Katz L.
  Title
Sequencing and mutagenesis of genes from the erythromycin biosynthetic gene cluster of Saccharopolyspora erythraea that are involved in L-mycarose and D-desosamine production.
  Journal
Microbiology 143:3251-62 (1997)
DOI:10.1099/00221287-143-10-3251
Reference
2  [PMID:1840640]
  Authors
Haydock SF, Dowson JA, Dhillon N, Roberts GA, Cortes J, Leadlay PF
  Title
Cloning and sequence analysis of genes involved in erythromycin biosynthesis in Saccharopolyspora erythraea: sequence similarities between EryG and a family of S-adenosylmethionine-dependent methyltransferases.
  Journal
Mol Gen Genet 230:120-8 (1991)
DOI:10.1007/BF00290659
Other DBs
RHEA: 32654
LinkDB

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