Accéder au contenu
Merck
Toutes les photos(1)

Key Documents

View All Documentation

SML2428

Sigma-Aldrich

Pentabromopseudilin

≥97% (HPLC)

Synonyme(s) :

Pentabromopseudilin, 2,4-dibromo-6-(3,4,5-tribromo-1H-pyrrol-2-yl)phenol, PBP

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(1)

About This Item

Formule empirique (notation de Hill):
C10H4Br5NO
Numéro CAS:
10245-81-5
Poids moléculaire :
553.66
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Pureté

≥97% (HPLC)

Forme

solid

Température de stockage

−20°C

Chaîne SMILES 

OC1=C(Br)C=C(Br)C=C1C2=C(Br)C(Br)=C(Br)N2

InChI

1S/C10H4Br5NO/c11-3-1-4(9(17)5(12)2-3)8-6(13)7(14)10(15)16-8/h1-2,16-17H

Clé InChI

LXMNWKJHYOZUQL-UHFFFAOYSA-N

Description générale

Pentabromopseudilin (PBP) is a potent antibiotic originally isolated from the marine bacterium Pseudomonas bromoutilis. 2 PBP exhibits cytotoxic, antibacterial and phytotoxic activities, including the inhibition of human 12- and 15-lipoxygenases3 and potent inhibition of myosin-dependent processes. 4-5 PBP was identified as a potent inhibitor of the motor activity of vertebrate myosin V with an IC50 value of 1.2μM. 5 PBP inhibits the ATPase activity of myosin by increasing its affinity for ADP, reducing ATP-binding and hydrolysis rates, and through coupling between actin and nucleotide-binding sites in the motor domain. 4 Recently, it was also demonstrated that PBP suppresses TGF-β activity.

Autres remarques

Solubility: Chloroform/dichloromethane (at least 10 mg/ml), methanol/ethanol (at least 1 mg/ml), DMSO (10mM)
Working Stock: PBP can be dissolved in DMSO at concentration of 10mM, solution should be stored in the dark at -80°C.

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Rachana V Ohri et al.
Organic letters, 7(12), 2501-2504 (2005-06-04)
[reaction: see text] A regioselective synthesis of propargylamines by the coupling of propargyl alcohols with tosylamines and carbamates catalyzed by an air- and moisture-tolerant rhenium-oxo complex is described. The ability to couple functionalized components allows for convergent approaches to nitrogen-containing
Matthias Preller et al.
Journal of medicinal chemistry, 54(11), 3675-3685 (2011-05-04)
Myosin activity is crucial for many biological functions. Strong links have been established between changes in the activity of specific myosin isoforms and diseases such as cancer, cardiovascular failure, and disorders of sensory organs and the central nervous system. The
Roman Fedorov et al.
Nature structural & molecular biology, 16(1), 80-88 (2009-01-06)
We have identified pentabromopseudilin (PBP) as a potent inhibitor of myosin-dependent processes such as isometric tension development and unloaded shortening velocity. PBP-induced reductions in the rate constants for ATP binding, ATP hydrolysis and ADP dissociation extend the time required per
P R Burkholder et al.
Applied microbiology, 14(4), 649-653 (1966-07-01)
Evidence is presented for the isolation and identification of bacteria able to synthesize an unusual antibiotic containing five bromine atoms per molecule. The identification and taxonomic position of these bacteria was made by use of a computer in conjunction with
Total synthesis of pentabromo- and pentachloropseudilin, and synthetic analogues--allosteric inhibitors of myosin ATPase.
René Martin et al.
Angewandte Chemie (International ed. in English), 48(43), 8042-8046 (2009-09-10)
Afficher tous les articles scientifiques apparentés

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique