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B0560

Sigma-Aldrich

(−)-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:
Molecular Weight:
292.33
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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 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

Packaging

1, 5 mg in glass bottle

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
Elena Kassianidou et al.
Cell reports, 27(6), 1897-1909 (2019-05-09)
Three-dimensional matrices often contain highly structured adhesive tracks that require cells to turn corners and bridge non-adhesive areas. Here, we investigate these complex processes using micropatterned cell adhesive frames. Spreading kinetics on these matrices depend strongly on initial adhesive position
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
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)

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