KEGG ORTHOLOGY: K14369

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

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

REACTION: R05520

Entry

R05520                      Reaction

Name

S-adenosyl-L-methionine:erythromycin-C 3''-O-methyltransferase

Definition

S-Adenosyl-L-methionine + Erythromycin C <=> S-Adenosyl-L-homocysteine + Erythromycin

Equation

C00019 + C06616 <=> C00021 + C01912

Comment

EryG: O-methyltransferase

Reaction class

RC00003

C00019_C00021

RC01324

C01912_C06616

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
     R05520  S-Adenosyl-L-methionine + Erythromycin C <=> S-Adenosyl-L-homocysteine + Erythromycin

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

Journal

Mol Gen Genet 230:120-8 (1991)
DOI:10.1007/BF00290659

Other DBs

RHEA:

32650

LinkDB

DBGET integrated database retrieval system