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
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About This Item
Empirical Formula (Hill Notation):
C18H16N2O2
CAS Number:
Molecular Weight:
292.33
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Form:
solid
Quality level:
Product Name
(−)-Blebbistatin, solid, synthetic
Quality Level
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
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
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Related Content
Product Information Sheet
Omecamtiv mercabil and blebbistatin modulate cardiac contractility by perturbing the regulatory state of the myosin filament
Kampourakis T, et al.
The Journal of Physiology, 596(1), 31-46 (2018)
Valerie C Coffman et al.
Molecular biology of the cell, 20(24), 5195-5210 (2009-10-30)
Two prevailing models have emerged to explain the mechanism of contractile-ring assembly during cytokinesis in the fission yeast Schizosaccharomyces pombe: the spot/leading cable model and the search, capture, pull, and release (SCPR) model. We tested some of the basic assumptions
Blebbistatin: use as inhibitor of muscle contraction
Farman GP, et al.
Pflugers Archiv : European Journal of Physiology, 455(6), 995-1005 (2008)