Rebeccamycin (CAS 93908-02-2)

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Application:	An indolocarbazole topoisomerase inhibitor
CAS Number:	93908-02-2
Purity:	≥98%
Molecular Weight:	570.4
Molecular Formula:	C₂₇H₂₁Cl₂N₃O₇

Ordering Information

Product Name	Catalog #	Unit	Price	Qty	Add
Rebeccamycin	sc-202309	250 µg	$280
Rebeccamycin	sc-202309A	1 mg	$849

Description

Rebeccamycin is an indolocarbazole small molecule antibiotic, functional as an inhibitor of DNA topoisomerase I. It is suggested that Rebeccamycin and the other related indolocarbazoles intercalate into DNA and prevent topoisomerase activity from a position on the backbone. The stereochemistry of the pendant sugar on Rebeccamycin is demonstrated to be crucial for the specificity of this DNA interaction. The glycosyl moiety is also shown to be essential for the translocation of Rebeccamycin from the lipid membrane into the vital structures of the cell.

Technical Information

Appearance:	Yellow
Physical State:	Solid
Derived from:	Streptomyces sp.
Solubility:	THF or DMSO (3mg/mL).
Storage:	Store at -20° C

Safety and Reference Information

PubChem CID:	73110
MDL Number:	MFCD01718312
SMILES:	CO[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)N2C3=C(C=CC=C3Cl)C4=C5C(=C6C7=C(C(=CC =C7)Cl)NC6=C42)C(=O)NC5=O)CO

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

References

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2. Bailly, C., et al. 1997. Biochemistry. 36: 3917-3929. PMID: 9092822
3. Anizon, F., et al. 1997. J. Med. Chem. 40: 3456-3465. PMID: 9341921
4. Anizon, F., et al. 1998. Bioorg. Med. Chem. 6: 1597-1604. PMID: 9801830
5. Bailly, C., et al. 1999. Chem. Biol. 6: 277-286. PMID: 10322124
6. Goossens, J.F., et al. 2000. Eur. J. Pharmacol. 389: 141-146. PMID: 10688977
7. Long, B.H., et al. 2002. Curr Med Chem Anticancer Agents. 2: 255-266. PMID: 12678746
8. Woo, M.H., et al. 2002. J. Biol. Chem. 277: 3813-3822. PMID: 11733535

SDS

Datasheet/SDS