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AdipoGen Life Sciences
Sceptrin . dihydrochloride
120
CHF
CHF 120.00
In stock
AG-CN2-0440-C250250 µgCHF 120.00
| Product Details | |
|---|---|
| Product Type | Chemical |
| Properties | |
| Formula |
C22H24Br2N10O2 . 2HCl |
| MW | 620.3 . 72.9 |
| CAS | 79703-25-6 |
| Source/Host Chemicals | Isolated from the sponge Agelas nakamurai. |
| Purity Chemicals | ≥97% (HPLC) |
| Appearance | Amorphous powder. |
| Solubility | Soluble in DMSO or ethanol. |
| Identity | Determined by 1H-NMR, 13C-NMR and MS. |
| InChi Key | WCZVIHWVHOXPDO-QZWVQEDUSA-N |
| Smiles | NC1N=CC(=N1)[C@H]1[C@H](CNC(=O)C2=CC(Br)=CN2)[C@@H](CNC(=O)C2=CC(Br)=CN2)[C@@H]1C1=NC(N)N=C1 |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice |
Keep cool and dry. Protect from light. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Antibiotic. Inhibits the growth of several Gram-positive and Gram-negative bacteria. Binds to MreB inducing disruption of the bacterial cell wall.
- Competitive inhibitor of muscarinic acetylcholine receptors (mAChR).
- Cell motility inhibitor by specifically blocking contractility of the cell. Direct binding with monomeric actin disrupts the polymerization of actin into microfilaments necessary for cellular mechanical processes.
Product References
- Anti-muscarinic activity of a family of C11N5 compounds isolated from Agelas sponges: R. Rosa, et al.; Experientia 48, 885 (1992)
- A study on the mechanism of action of sceptrin, an antimicrobial agent isolated from the South Pacific sponge Agelas mauritiana: V.S. Bernan, et al.; J. Antimicrob. Chemother. 32, 539 (1993)
- Identification of the binding of sceptrin to MreB via a bidirectional affinity protocol: A.D. Rodriguez, et al.; JACS 130, 7256 (2008)
- Sceptrin, a marine natural compound, inhibits cell motility in a variety of cancer cell lines: A. Cipres, et al.; ACS Chem. Biol. 5, 195 (2010)
- Asymmetric syntheses of sceptrin and massadine and evidence for biosynthetic enantiodivergence: Z. Ma, et al.; Science 346, 219 (2014)
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