KEGG   ORTHOLOGY: K19889Help
Entry
K19889                      KO                                     

Name
rebM
Definition
demethylrebeccamycin-D-glucose O-methyltransferase [EC:2.1.1.164]
Pathway
ko00404  Staurosporine biosynthesis
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Module
M00789  Rebeccamycin biosynthesis, tryptophan => rebeccamycin
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00404 Staurosporine biosynthesis
    K19889  rebM; demethylrebeccamycin-D-glucose O-methyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.164  demethylrebeccamycin-D-glucose O-methyltransferase
     K19889  rebM; demethylrebeccamycin-D-glucose O-methyltransferase
BRITE hierarchy
Other DBs
RN: R09569
Genes
AG: BAC10678(rebM)
TaxonomyKoalaUniProt
Reference
  Authors
Singh S, McCoy JG, Zhang C, Bingman CA, Phillips GN Jr, Thorson JS
  Title
Structure and mechanism of the rebeccamycin sugar 4'-O-methyltransferase RebM.
  Journal
J Biol Chem 283:22628-36 (2008)
DOI:10.1074/jbc.M800503200
  Sequence

KEGG   ENZYME: 2.1.1.164Help
Entry
EC 2.1.1.164                Enzyme                                 

Name
demethylrebeccamycin-D-glucose O-methyltransferase;
RebM
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
BRITE hierarchy
Sysname
S-adenosyl-L-methionine:demethylrebeccamycin-D-glucose O-methyltransferase
Reaction(IUBMB)
4'-demethylrebeccamycin + S-adenosyl-L-methionine = rebeccamycin + S-adenosyl-L-homocysteine [RN:R09569]
Reaction(KEGG)
Substrate
4'-demethylrebeccamycin;
S-adenosyl-L-methionine [CPD:C00019]
Product
rebeccamycin [CPD:C19701];
S-adenosyl-L-homocysteine [CPD:C00021]
Comment
Catalyses the last step in the biosynthesis of rebeccamycin, an indolocarbazole alkaloid produced by the bacterium Lechevalieria aerocolonigenes. The enzyme is able to use a wide variety substrates, tolerating variation on the imide heterocycle, deoxygenation of the sugar moiety, and even indolocarbazole glycoside anomers [1]. The enzyme is a member of the general acid/base-dependent O-methyltransferase family [2].
History
EC 2.1.1.164 created 2010
Pathway
ec00404  Staurosporine biosynthesis
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K19889  demethylrebeccamycin-D-glucose O-methyltransferase
Reference
1  [PMID:16575939]
  Authors
Zhang C, Albermann C, Fu X, Peters NR, Chisholm JD, Zhang G, Gilbert EJ, Wang PG, Van Vranken DL, Thorson JS
  Title
RebG- and RebM-catalyzed indolocarbazole diversification.
  Journal
Chembiochem 7:795-804 (2006)
DOI:10.1002/cbic.200500504
  Sequence
Reference
2  [PMID:18502766]
  Authors
Singh S, McCoy JG, Zhang C, Bingman CA, Phillips GN Jr, Thorson JS
  Title
Structure and mechanism of the rebeccamycin sugar 4'-O-methyltransferase RebM.
  Journal
J Biol Chem 283:22628-36 (2008)
DOI:10.1074/jbc.M800503200
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.164
IUBMB Enzyme Nomenclature: 2.1.1.164
ExPASy - ENZYME nomenclature database: 2.1.1.164
BRENDA, the Enzyme Database: 2.1.1.164

KEGG   REACTION: R09569Help
Entry
R09569                      Reaction                               

Name
S-adenosyl-L-methionine:demethylrebeccamycin-D-glucose O-methyltransferase
Definition
4'-O-Demethylrebeccamycin + S-Adenosyl-L-methionine <=> Rebeccamycin + S-Adenosyl-L-homocysteine
Equation
Reaction class
RC00003  C00019_C00021
RC00466  C19700_C19701
Enzyme
Pathway
rn00404  Staurosporine biosynthesis
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Module
M00789  Rebeccamycin biosynthesis, tryptophan => rebeccamycin
Orthology
K19889  demethylrebeccamycin-D-glucose O-methyltransferase [EC:2.1.1.164]
Other DBs
RHEA: 27356

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