KEGG ORTHOLOGY: K19888

ORTHOLOGY: K19888

Entry

K19888            Tight     KO

Symbol

rebG

Name

4'-demethylrebeccamycin synthase [EC:4.3.3.5]

Pathway

map00404

Staurosporine biosynthesis

map01100

Metabolic pathways

map01110

Biosynthesis of secondary metabolites

Module

M00789

Rebeccamycin biosynthesis, tryptophan => rebeccamycin

Reaction

R09568

4'-demethylrebeccamycin D-glucose-lyase

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

Other DBs

COG:

COG1819

CAZy:

GT1

Genes

AG:	BAC10673(rebG)

Reference

PMID:15743957

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

[ag:BAC10673]

Reference

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

LinkDB

ENZYME: 4.3.3.5

Entry

EC 4.3.3.5                  Enzyme

Name

4'-demethylrebeccamycin synthase;
arcyriaflavin A N-glycosyltransferase;
RebG

Class

Lyases;
Carbon-nitrogen lyases;
Amine-lyases

Sysname

4'-demethylrebeccamycin D-glucose-lyase

Reaction(IUBMB)

4'-O-demethylrebeccamycin + H2O = dichloro-arcyriaflavin A + beta-D-glucose [RN:R09568]

Reaction(KEGG)

R09568

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

ec01110

Biosynthesis of secondary metabolites

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

[ag:BAC10673]

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

LinkDB

REACTION: R09568

Entry

R09568                      Reaction

Name

4'-demethylrebeccamycin D-glucose-lyase

Definition

4'-O-Demethylrebeccamycin + H2O <=> Dichloroarcyriaflavin A + beta-D-Glucose

Equation

C19700 + C00001 <=> C19699 + C00221

Reaction class

RC00318

C00221_C19700

RC00611

C19699_C19700

Enzyme

4.3.3.5

Pathway

rn00404

Staurosporine biosynthesis

rn01100

Metabolic pathways

rn01110

Biosynthesis of secondary metabolites

Module

M00789

Rebeccamycin biosynthesis, tryptophan => rebeccamycin

Brite

Enzymatic reactions [BR:br08201]
4. Lyase reactions
  4.3  Carbon-nitrogen lyases
   4.3.3  Amine-lyases
    4.3.3.5
     R09568  4'-O-Demethylrebeccamycin + H2O <=> Dichloroarcyriaflavin A + beta-D-Glucose

Orthology

K19888

4'-demethylrebeccamycin synthase [EC:4.3.3.5]

Other DBs

RHEA:

27400

LinkDB

DBGET integrated database retrieval system