Molecular structure of Sceptrin dihydrochloride, CAS Number: 79703-25-6
Sceptrin dihydrochloride (CAS 79703-25-6)
Application:
Sceptrin dihydrochloride is an antibiotic which inhibits cell motility
CAS Number:
79703-25-6
Purity:
≥97%
Molecular Weight:
693.23
Molecular Formula:
C22H24Br2N10O2•2HCl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Sceptrin dihydrochloride is a marine sponge bromopyrrole alkaloid natural product. Sceptrin may act to strongly inhibit cell motility by specifically blocking contractility of the cell. This observation has been correlated to a direct binding between sceptrin and monomeric actin, which disrupts the polymerization of actin into microfilaments necessary for cellular mechanical processes. Sceptrin Inhibits the growth of several Gram-positive and Gram-negative bacteria, and competitively inhibits muscarinic acetylcholine receptors (mAChR).
Sceptrin dihydrochloride (CAS 79703-25-6) References
- New bromopyrrole alkaloids from the Indopacific sponge Agelas nakamurai. | Eder, C., et al. 1999. J Nat Prod. 62: 1295-7. PMID: 10514317
- Anti-muscarinic activity of a family of C11N5 compounds isolated from Agelas sponges. | Rosa, R., et al. 1992. Experientia. 48: 885-7. PMID: 1397186
- Short total synthesis of (+/-)-sceptrin. | Baran, PS., et al. 2004. J Am Chem Soc. 126: 3726-7. PMID: 15038721
- Synthesis of sceptrin alkaloids. | Birman, VB. and Jiang, XT. 2004. Org Lett. 6: 2369-71. PMID: 15228281
- Total synthesis of dimeric pyrrole-imidazole alkaloids: sceptrin, ageliferin, nagelamide e, oxysceptrin, nakamuric acid, and the axinellamine carbon skeleton. | O'Malley, DP., et al. 2007. J Am Chem Soc. 129: 4762-75. PMID: 17375928
- Identification of the binding of sceptrin to MreB via a bidirectional affinity protocol. | Rodríguez, AD., et al. 2008. J Am Chem Soc. 130: 7256-8. PMID: 18479102
- Sceptrin as a potential biosynthetic precursor to complex pyrrole-imidazole alkaloids: the total synthesis of ageliferin. | Baran, PS., et al. 2004. Angew Chem Int Ed Engl. 43: 2674-7. PMID: 18629987
- Sceptrin, a marine natural compound, inhibits cell motility in a variety of cancer cell lines. | Cipres, A., et al. 2010. ACS Chem Biol. 5: 195-202. PMID: 20030414
- Asymmetric syntheses of sceptrin and massadine and evidence for biosynthetic enantiodivergence. | Ma, Z., et al. 2014. Science. 346: 219-24. PMID: 25301624
- ORGANIC SYNTHESIS. Comment on 'Asymmetric syntheses of sceptrin and massadine and evidence for biosynthetic enantiodivergence'. | Sherman, DH., et al. 2015. Science. 349: 149. PMID: 26160938
- ORGANIC SYNTHESIS. Response to Comment on 'Asymmetric syntheses of sceptrin and massadine and evidence for biosynthetic enantiodivergence'. | Ma, Z., et al. 2015. Science. 349: 149. PMID: 26160939
- Total Synthesis of (±)-Sceptrin. | Nguyen, LV. and Jamison, TF. 2020. Org Lett. 22: 6698-6702. PMID: 32379973
- Sceptrin-Au nano-aggregates (SANA) for overcoming drug-resistant Gram-negative bacteria. | An, JM., et al. 2022. Nanoscale Horiz. 7: 873-882. PMID: 35818999
- A study on the mechanism of action of sceptrin, an antimicrobial agent isolated from the South Pacific sponge Agelas mauritiana. | Bernan, VS., et al. 1993. J Antimicrob Chemother. 32: 539-50. PMID: 8288495
Inhibitor of:
mAChR M.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Sceptrin dihydrochloride, 500 µg | sc-203258 | 500 µg | $132.00 |