|Related Categories||Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Application, Antifungal,|
|biological source||from Saccharothrix aerocolonigenes|
|storage condition||protect from light|
|solubility||DMSO: ≥3 mg/mL|
|shipped in||wet ice|
human ... TOP1(7150)|
mouse ... Prkca(18750)
rat ... Prkca(24680)
Rebeccamycin is an antibiotic composed of a halogenated indolocarbazole chromophore linked via N-glycosidic bond to a glucose derivative. As an antitumor agent,1 it is cytotoxic to tumor cell lines such as human lung adenocarcinoma, colon carcinoma and nasopharyngeal carcinoma, etc.2 Rebeccamycin intercalates into the DNA and is an inhibitor of topoisomerase I. It stabilizes the covalent topoisomerase I-DNA intermediate (the cleavable complex) resulting in increased DNA strand breaks.3
Damage to cellular DNA is involved in mutagenesis and the development of cancer. The DNA in a human cell undergoes several thousand to a million damaging events per day, generated by both external (e...
BioFiles 2007, 2.4, 20.
Keywords: AGE, Alkylations, Apoptosis, Biochemistry, Cancer, Carcinogens, Catalysis, Clinical, DNA replication, Deaminations, Environmental, Gene expression, Metabolites, Methylations, Mutagens, Oxidations, Polymorphisms, Rearrangements, Recombination, Substitutions, Transcription
2. Weitman, S., et al. J. Pediatr. Hematol. Oncol. 20, 20, (1998)
Phase-II trial of rebeccamycin analog, a dual topoisomerase-I and -II inhibitor, in relapsed "sensitive" small cell lung cancer. Schwandt A, Mekhail T, Halmos B, et al. J. Thorac. Oncol. 7(4), 751-4, (2012)
Characterization and functional modification of StaC and RebC, which are involved in the pyrrole oxidation of indolocarbazole biosynthesis. Asamizu S, Shiro Y, Igarashi Y, et al. Biosci. Biotechnol. Biochem. 75(11), 2184-93, (2011)
Rebeccamycin and staurosporine biosynthesis: insight into the mechanisms of the flavin-dependent monooxygenases RebC and StaC. Groom K, Bhattacharya A, and Zechel DL ChemBioChem. 12(3), 396-400, (2011)
Parenteral formulation and thermal degradation pathways of a potent rebeccamycin based indolocarbazole topoisomerase I inhibitor. Sato Y, Breslin D, Kitada H, et al. Int. J. Pharm. 390(2), 128-33, (2010)
Molecular cloning, sequence analysis and functional characterization of the gene cluster for biosynthesis of K-252a and its analogs. Chiu HT, Chen YL, Chen CY, et al. Mol. Biosyst. 5(10), 1180-91, (2009)
A concise approach to 1,11-didechloro-6-methyl-4'-O-demethyl rebeccamycin and its binding to human serum albumin: fluorescence spectroscopy and molecular modeling method. Cui F, Qin L, Zhang G, et al. Bioorg. Med. Chem. 16(16), 7615-21, (2008)
Synthesis, biological evaluation, and molecular modeling studies of rebeccamycin analogues modified in the carbohydrate moiety. Animati F, Berettoni M, Bigioni M, et al. ChemMedChem 3(2), 266-79, (2008)
Nonenzymatic oxidative steps accompanying action of the cytochrome P450 enzymes StaP and RebP in the biosynthesis of staurosporine and rebeccamycin. Howard-Jones AR and Walsh CT J. Am. Chem. Soc. 129(36), 11016-7, (2007)
Synthesis and biological activities of 7-aza rebeccamycin analogues bearing the sugar moiety on the nitrogen of the pyridine ring. Messaoudi S, Anizon F, Peixoto P, et al. Bioorg. Med. Chem. 14(22), 7551-62, (2006)
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