B0560

(−)-Blebbistatin

solid, synthetic

• Synonym(s): 1-Phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2.3-b]-7-methylquinolin-4-one
• Empirical Formula (Hill Notation): C₁₈H₁₆N₂O₂
• CAS Number: 856925-71-8
• Molecular Weight: 292.33
• MDL number: MFCD08460907
• PubChem Substance ID: 329773119
• NACRES: NA.77

Properties

• Quality Level: 200
• form: solid
• solubility: DMSO: 5 mg/mL; chloroform: soluble(lit.); ethyl acetate: soluble(lit.); methanol: soluble(lit.); methylene chloride: soluble(lit.)
• storage temp.: −20°C
• SMILES string: Cc1ccc2N=C3N(CC[C@@]3(O)C(=O)c2c1)c4ccccc4
• InChI: 1S/C18H16N2O2/c1-12-7-8-15-14(11-12)16(21)18(22)9-10-20(17(18)19-15)13-5-3-2-4-6-13/h2-8,11,22H,9-10H2,1H3/t18-/m1/s1
• InChI key: LZAXPYOBKSJSEX-GOSISDBHSA-N

Description

General description

(−)-Blebbistatin, a myosin II ATPase inhibitor, does not affect other members of myosin superfamily like I, V and X. Blebbistatin is highly light sensitive, and photobleaching can reverse its effect completely. Blebbistatin is a commonly used as excitation-contraction uncoupling agent in cardiovascular physiology. Blebbistatin controls the inhibitory effect of thrombin on intercellular Ca₂⁺ wave propagation. Blebbistatin reduces cardiac contractility by stabilizing the OFF state of the thick filament.

Application

(−)-Blebbistatin has been used to investigate the effect on cardiac contractility and effect of thrombin on actomyosin contractility

Biochem/physiol Actions

(-)-Blebbistatin is a cell cycle inhibitor; selective inhibitor of non-muscle myosin II.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves