KEGG   ORTHOLOGY: K19888Help
Entry
K19888                      KO                                     

Name
rebG
Definition
4'-demethylrebeccamycin synthase [EC:4.3.3.5]
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
    K19888  rebG; 4'-demethylrebeccamycin synthase
Enzymes [BR:ko01000]
 4. Lyases
  4.3  Carbon-nitrogen lyases
   4.3.3  Amine-lyases
    4.3.3.5  4'-demethylrebeccamycin synthase
     K19888  rebG; 4'-demethylrebeccamycin synthase
BRITE hierarchy
Other DBs
RN: R09568
COG: COG1819
CAZy: GT1
Genes
AG: BAC10673(rebG)
TaxonomyKoalaUniProt
Reference
  Authors
Nishizawa T, Aldrich CC, Sherman DH
  Title
Molecular analysis of the rebeccamycin L-amino acid oxidase from Lechevalieria aerocolonigenes ATCC 39243.
  Journal
J Bacteriol 187:2084-92 (2005)
DOI:10.1128/JB.187.6.2084-2092.2005
  Sequence
Reference
  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

KEGG   ENZYME: 4.3.3.5Help
Entry
EC 4.3.3.5                  Enzyme                                 

Name
4'-demethylrebeccamycin synthase;
arcyriaflavin A N-glycosyltransferase;
RebG
Class
Lyases;
Carbon-nitrogen lyases;
Amine-lyases
BRITE hierarchy
Sysname
4'-demethylrebeccamycin D-glucose-lyase
Reaction(IUBMB)
4'-O-demethylrebeccamycin + H2O = dichloro-arcyriaflavin A + beta-D-glucose [RN:R09568]
Reaction(KEGG)
Substrate
4'-O-demethylrebeccamycin [CPD:C19700];
H2O [CPD:C00001]
Product
dichloroarcyriaflavin A [CPD:C19699];
beta-D-glucose [CPD:C00221]
Comment
This enzyme catalyses a step in the biosynthesis of rebeccamycin, an indolocarbazole alkaloid produced by the bacterium Lechevalieria aerocolonigenes. The enzyme is a glycosylase, and acts in the reverse direction to that shown. It has a wide substrate range, and was shown to glycosylate several substrates, including the staurosporine aglycone, EJG-III-108A, J-104303, 6-N-methyl-arcyriaflavin C and indolo-[2,3-a]-carbazole [1,2].
History
EC 4.3.3.5 created 2010
Pathway
ec00404  Staurosporine biosynthesis
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K19888  4'-demethylrebeccamycin synthase
Reference
1  [PMID:10866221]
  Authors
Ohuchi T, Ikeda-Araki A, Watanabe-Sakamoto A, Kojiri K, Nagashima M, Okanishi M, Suda H
  Title
Cloning and expression of a gene encoding N-glycosyltransferase (ngt) from Saccarothrix aerocolonigenes ATCC39243.
  Journal
J Antibiot (Tokyo) 53:393-403 (2000)
DOI:10.7164/antibiotics.53.393
Reference
2  [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
Other DBs
ExplorEnz - The Enzyme Database: 4.3.3.5
IUBMB Enzyme Nomenclature: 4.3.3.5
ExPASy - ENZYME nomenclature database: 4.3.3.5
BRENDA, the Enzyme Database: 4.3.3.5

KEGG   REACTION: R09568Help
Entry
R09568                      Reaction                               

Name
4'-demethylrebeccamycin D-glucose-lyase
Definition
4'-O-Demethylrebeccamycin + H2O <=> Dichloroarcyriaflavin A + beta-D-Glucose
Equation
Reaction class
RC00318  C00221_C19700
RC00611  C19699_C19700
Enzyme
Pathway
rn00404  Staurosporine biosynthesis
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Module
M00789  Rebeccamycin biosynthesis, tryptophan => rebeccamycin
Orthology
K19888  4'-demethylrebeccamycin synthase [EC:4.3.3.5]
Other DBs
RHEA: 27400

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