All Photos(1)
Synonym(s):
(±)-Maritoclax, 1,1′-(4,4′,5,5′-Tetrachloro[1,3′-bi-1H-pyrrole]-2,2′-diyl)bis[1-(2-hydroxyphenyl)-methanone
Empirical Formula (Hill Notation):
C22H12Cl4N2O4
Recommended Products
Quality Level
Assay
≥95% (HPLC)
form
powder
color
light yellow to dark yellow
solubility
DMSO: 20 mg/mL, clear
storage temp.
−20°C
InChI
1S/C22H12Cl4N2O4/c23-12-9-13(19(31)10-5-1-3-7-14(10)29)28(22(12)26)18-16(24)21(25)27-17(18)20(32)11-6-2-4-8-15(11)30/h1-9,27,29-30H
InChI key
QYPJBTMRYKRTFG-UHFFFAOYSA-N
Related Categories
General description
Marinopyrrole A (Maritoclax) is a member of phenolic 1,3′-bipyrroles family targeting actin group.
Biochem/physiol Actions
Marinopyrrole A (Maritoclax) is a potent and selective inhibitor of Bcl-2 family member Mcl-1, originally isolated from marine streptomycetes for its antimicrobial activity against methicillin-resistant Staphylococcus aureus. Marinopyrrole A directly binds to Mcl-1 and targets it for proteasomal degradation. Marinopyrrole A induced apoptosis in Mcl-1-dependent cancer cells and sensitized cancer cells to ABT-737.
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 4
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Chambers C Hughes et al.
Journal of the American Chemical Society, 131(34), 12094-12096 (2009-08-14)
The targeting of marinopyrrole A to actin was identified using a fluorescent dye transfer strategy. The process began by appending a carboxylic acid terminal tag to a phenol in the natural product. The resulting probe was then studied in live
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