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10′-Desmethoxystreptonigrin (CAS 136803-89-9)

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Application:
10′-Desmethoxystreptonigrin is a potent inhibitor of farnesylation of RAS P21 protein
CAS Number:
136803-89-9
Purity:
>95%
Molecular Weight:
476.1
Molecular Formula:
C24H20N4O7
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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10′-Desmethoxystreptonigrin, an analog of Streptonigrin, exhibits broad-spectrum antibacterial properties. The enhanced efficacy of this compound in inhibiting farnesylation of the RAS oncogene p21 protein suggests a potency that is threefold greater than its parent compound, Streptonigrin. The inhibition of farnesylation, a post-translational modification involving the attachment of a farnesyl group to the RAS protein, is significant because it interferes with the proper localization and function of RAS within the cell. By targeting this process, 10′-Desmethoxystreptonigrin disrupts a critical pathway used by bacteria to regulate various cellular processes, including growth and survival. This specific action makes it useful in the study of bacterial resistance mechanisms and the development of novel antibacterial strategies. Its role in protein modifications and its implications in bacterial pathogenicity and survival, provides insights that could lead to the development of targeted antibacterial agents.


10′-Desmethoxystreptonigrin (CAS 136803-89-9) References

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  2. Chemistry and Biology of Cylindrols: Novel Inhibitors of Ras Farnesyl-Protein Transferase from Cylindrocarpon lucidum.  |  Singh, SB., et al. 1996. J Org Chem. 61: 7727-7737. PMID: 11667727
  3. Inhibitors of protein farnesyltransferase as novel anticancer agents.  |  Ohkanda, J., et al. 2002. Curr Top Med Chem. 2: 303-23. PMID: 11944822
  4. 10'-Desmethoxystreptonigrin, a novel analog of streptonigrin.  |  Liu, WC., et al. 1992. J Antibiot (Tokyo). 45: 454-7. PMID: 1592677
  5. Search for protein farnesyltransferase inhibitors of microbial origin: our strategy and results as well as the results obtained by other groups.  |  Iwasaki, S. and Omura, S. 2007. J Antibiot (Tokyo). 60: 1-12. PMID: 17390583
  6. Farnesyltransferase inhibitor as anticancer agent.  |  Agrawal, AG. and Somani, RR. 2009. Mini Rev Med Chem. 9: 638-52. PMID: 19519490
  7. Characterization of streptonigrin biosynthesis reveals a cryptic carboxyl methylation and an unusual oxidative cleavage of a N-C bond.  |  Xu, F., et al. 2013. J Am Chem Soc. 135: 1739-48. PMID: 23301954
  8. Farnesyltransferase inhibitors: a comprehensive review based on quantitative structural analysis.  |  Moorthy, NS., et al. 2013. Curr Med Chem. 20: 4888-923. PMID: 24059235
  9. Selective inhibition of farnesyl-protein transferase blocks ras processing in vivo.  |  Gibbs, JB., et al. 1993. J Biol Chem. 268: 7617-20. PMID: 8463291
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Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

10′-Desmethoxystreptonigrin, 1 mg

sc-202004
1 mg
$400.00