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B0560

(−)-Blebbistatin

Name: (&#8722;)-Blebbistatin
Brand: SIGMA

≥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:

856925-71-8

Molecular Weight:

292.33

UNSPSC Code:

12352200

PubChem Substance ID:

329773119

NACRES:

NA.77

MDL number:

MFCD08460907

Form:

solid

Quality level:

200

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Properties

Product Name

(−)-Blebbistatin, solid, synthetic

Quality Level

200

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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

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Articles

Discover Bioactive Small Molecules for Cell Cycle

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

Bioactive Molecules for Apoptosis

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

Global Trade Item Number

SKU	GTIN
B0560-1MG	04061833419922
B0560-5MG	04061833419939