B0560

(−)-Blebbistatin

≥98% (HPLC), solid, cell cycle inhibitor

• 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
• UNSPSC Code: 12352200
• PubChem Substance ID: 329773119
• NACRES: NA.77

Properties

• product name: (−)-Blebbistatin, solid, synthetic
• 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 bioactive small molecule, is a selective inhibitor of skeletal muscle and non-muscle myosin II isoforms.The mechanism of action of blebbistatin, a myosin II ATPase inhibitor, does not influence other members of the myosin superfamily, such as 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.Blebbistatin’s selectivity and affinity for multiple class II myoisin make it an attractive candidate for use in cell motility research and muscle physiology.

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