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(−)-Blebbistatin

SIGMA/B0560 - solid, synthetic

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

CAS Number: 856925-71-8
Empirical Formula (Hill Notation): C18H16N2O2
Molecular Weight: 292.33
MDL Number: MFCD08460907
Linear Formula: C18H16N2O2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-B0560-1MG 1 mg
$122.00
1/EA
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45-B0560-5MG 5 mg
$423.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: B0560-1MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: B0560-5MG

 

form solid
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
Quality Level 200 
SMILES string Cc1ccc2N=C3N(CC[C@@]3(O)C(=O)c2c1)c4ccccc4
solubility chloroform: soluble(lit.)
  DMSO: 5 mg/mL
  ethyl acetate: soluble(lit.)
  methanol: soluble(lit.)
  methylene chloride: soluble(lit.)
storage temp. −20°C
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 .
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.
Packaging: 1, 5 mg in glass bottle
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 26-36/37
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Storage Temp. −20°C
UNSPSC 12352200

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