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BioViotica
Pentabromopseudilin
190
CHF
CHF 190.00
In stock
BVT-0441-C500500 µgCHF 190.00
BVT-0441-M0011 mgCHF 335.00
| Product Details | |
|---|---|
| Synonyms | PBP; Pentabrompseudilin; NSC641543; NSC288032; PBQ; 2-(3,5-Dibromo-2-hydroxyphenyl)-3,4,5-tribromopyrrol; 2,4-Dibromo-6-(3,4,5-tribromo-1H-pyrrol-2-yl)phenol |
| Product Type | Chemical |
| Properties | |
| Formula |
C10H4Br5NO |
| MW | 553.7 |
| CAS | 10245-81-5 |
| RTECS | SK8150000 |
| Source/Host Chemicals | Isolated from sea water proteobacteria Alteromonas Iuteo-violaceus. |
| Purity Chemicals | ≥98% (HPLC) |
| Appearance | Off-white powder. |
| Solubility | Soluble in DMSO (5mg/ml), acetone, butanol, ethylacetate or diethylether. |
| Identity | Determined by 1H-NMR. |
| Declaration | Manufactured by BioViotica. |
| InChi Key | LXMNWKJHYOZUQL-UHFFFAOYSA-N |
| Smiles | OC1=C(Br)C=C(Br)C=C1C1=C(Br)C(Br)=C(Br)N1 |
| Shipping and Handling | |
| Shipping | BLUE ICE |
| 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 1 year after receipt when stored at -20°C. Store solutions at -20°C in the dark. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Antibiotic [1, 2, 4, 6].
- Antibacterial, cytotoxic, herbicidal and antimalarial compound [3, 9, 11, 13].
- Human lipoxygenase inhibitor [7].
- Potent myosin ATPase inhibitor [8, 10, 14].
- Inhibitor of the non-mevalonate pathway enzyme IspD [13].
Product References
- Production of a pyrrole antibiotic by a marine bacterium: P.R. Burkholder, et al.; Appl. Microbiol. 14, 649 (1966)
- The structure of a bromine-rich marine antibiotic: F.M. Lovell; JACS 88, 4510 (1966)
- Marine bacteria. I. Synthesis of pentabromopseudilin, a cytotoxic phenylpyrrole from Alteromonas luteoviolaceus: H. Laatsch & H. Pudleiner; Liebigs Ann. Chem. 9, 863 (1989)
- Biosynthesis of the marine antibiotic pentabromopseudilin. Part 1. The benzene ring: U. Hanefeld, et al.; J. Org. Chem. 8, 847 (1993)
- Structure-activity relationships of phenyl- and benzoylpyrroles: H. Laatsch, et al.; Chem. Pharm. Bull. 43, 537 (1995)
- Biosynthesis of the marine antibiotic pentabromopseudilin. Part 2. The pyrrole ring: J. Peschke, et al.; Biosci. Biotechnol. Biochem. 69, 628 (2005)
- A rev(V)-catalysed C-N bond-forming route to human lipoxygenase inhibitors: O. Rachana, et al.; Org. Lett. 7, 2501 (2005)
- The mechanism of pentabromopseudilin inhibition of myosin motor activity: R. Fedorov, et al.; Nat. Struct. Mol. Biol. 16, 80 (2009)
- Highly brominated antimicrobial metabolites from a marine Pseudoalteromonas sp.: D. Feher, et al.; J. Nat. Prod. 73, 1963 (2010)
- Inhibition of myosin ATPase activity by halogenated pseudilins: a structure-activity study: M. Preller, et al.; J. Med. Chem. 54, 3675 (2011)
- Agrochemicals against malaria, sleeping sickness, leishmaniasis and chagas Disease: M. Witschel, et al.; PLoS Negl. Trop. Dis. 6, 1805 (2012)
- Small-molecule inhibitors of myosin proteins: L.M. Bond, et al.; Future Med. Chem. 5, 41 (2013)
- Toxicity of bioactive and probiotic marine bacteria and their secondary metabolites in Artemia sp. and Caenorhabditis elegans as eukaryotic model organisms: A.K. Neu, et al.; Appl. Environ. Microbiol. 80, 146 (2014)
- Pseudilins: halogenated, allosteric inhibitors of the non-mevalonate pathway enzyme IspD: A. Kunfermann, et al.; Angew. Chem. Int. Ed. Engl. 53, 2235 (2014)
- Myosin-II-mediated cell shape changes and cell intercalation contribute to primitive streak formation: E. Rozbicki, et al.; Nat. Cell Biol. 17, 397 (2015)
- Actomyosin and CSI1/POM2 cooperate to deliver cellulose synthase from Golgi to cortical microtubules in Arabidopsis: L. Liu, et al.; Nature Commun. 14, 7442 (2023)
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