Demethylrebeccamycin-D-glucose O-methyltransferase

Demethylrebeccamycin-D-glucose O-methyltransferase
Identifiers
EC no.2.1.1.164
Databases
IntEnzIntEnz view
BRENDABRENDA entry
ExPASyNiceZyme view
KEGGKEGG entry
MetaCycmetabolic pathway
PRIAMprofile
PDB structuresRCSB PDB PDBe PDBsum
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PMCarticles
PubMedarticles
NCBIproteins

Demethylrebeccamycin-D-glucose O-methyltransferase (EC 2.1.1.164, RebM) is an enzyme with systematic name S-adenosyl-L-methionine:demethylrebeccamycin-D-glucose O-methyltransferase.[1][2] This enzyme catalyses the following chemical reaction

4'-demethylrebeccamycin
+ SAM
 
 
 
 
 
 
 
+ SAH
 

This is the final step in the biosynthesis of rebeccamycin, an indolocarbazole alkaloid isolated from Nocardia bacteria.[3][4] It uses S-adenosyl methionine as a cofactor.[5]

References

  1. ^ Zhang C, Albermann C, Fu X, Peters NR, Chisholm JD, Zhang G, Gilbert EJ, Wang PG, Van Vranken DL, Thorson JS (May 2006). "RebG- and RebM-catalyzed indolocarbazole diversification". ChemBioChem. 7 (5): 795–804. doi:10.1002/cbic.200500504. PMID 16575939. S2CID 25017820.
  2. ^ Singh S, McCoy JG, Zhang C, Bingman CA, Phillips GN, Thorson JS (August 2008). "Structure and mechanism of the rebeccamycin sugar 4'-O-methyltransferase RebM". The Journal of Biological Chemistry. 283 (33): 22628–36. doi:10.1074/jbc.M800503200. PMC 2504894. PMID 18502766.
  3. ^ Bush JA, Long BH, Catino JJ, Bradner WT, Tomita K (May 1987). "Production and biological activity of rebeccamycin, a novel antitumor agent". The Journal of Antibiotics. 40 (5): 668–78. doi:10.7164/antibiotics.40.668. PMID 3112080.
  4. ^ Pommerehne, Kathrin; Walisko, Jana; Ebersbach, Anna; Krull, Rainer (2019). "The antitumor antibiotic rebeccamycin—challenges and advanced approaches in production processes". Applied Microbiology and Biotechnology. 103 (9): 3627–3636. doi:10.1007/s00253-019-09741-y. PMID 30888461.
  5. ^ Enzyme 2.1.1.164 at KEGG Pathway Database.