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B0560

Sigma-Aldrich

(−)-Blebbistatin

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C18H16N2O2
Número de CAS:
856925-71-8
Peso molecular:
292.33
Número MDL:
MFCD08460907
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329773119
NACRES:
NA.77

product name

(−)-Blebbistatin, solid, synthetic

Nivel de calidad

200

formulario

solid

solubilidad

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

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

LZAXPYOBKSJSEX-GOSISDBHSA-N

Descripción general

(-)-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.

Aplicación

(−)-Blebbistatin has been used to investigate the effect on cardiac contractility and effect of thrombin on actomyosin contractility

Acciones bioquímicas o fisiológicas

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

Características y beneficios

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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)
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
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)
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Contenido relacionado

Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

Discover Bioactive Small Molecules for Cell Cycle Research

n proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during the synthesis (S) phase, which is followed by a second gap phase (G2) during which growth and preparation for cell division occurs. Together, these three stages comprise the interphase phase of the cell cycle. Interphase is followed by the mitotic (M) phase.

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