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Key Documents

B0560

Sigma-Aldrich

(−)-Blebbistatin

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

Synonyme(s) :

1-Phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2.3-b]-7-methylquinolin-4-one

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About This Item

Formule empirique (notation de Hill):
C18H16N2O2
Numéro CAS:
Poids moléculaire :
292.33
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

product name

(−)-Blebbistatin, solid, synthetic

Niveau de qualité

Forme

solid

Solubilité

DMSO: 5 mg/mL
chloroform: soluble(lit.)
ethyl acetate: soluble(lit.)
methanol: soluble(lit.)
methylene chloride: soluble(lit.)

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

LZAXPYOBKSJSEX-GOSISDBHSA-N

Description générale

(-)-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

Actions biochimiques/physiologiques

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

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

The myosin II ATPase inhibitor blebbistatin prevents thrombin-induced inhibition of intercellular calcium wave propagation in corneal endothelial cells
Ponsaerts R, et al.
Investigative Ophthalmology & Visual Science, 49(11), 4816-4827 (2008)
Blebbistatin: use as inhibitor of muscle contraction
Farman GP, et al.
Pflugers Archiv : European Journal of Physiology, 455(6), 995-1005 (2008)
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
Application of blebbistatin as an excitation-contraction uncoupler for electrophysiologic study of rat and rabbit hearts
Fedorov VV, et al.
Heart Rhythm : the Official Journal of the Heart Rhythm Society, 4(5), 619-626 (2007)
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)

Articles

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

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