Home Other Building Blocks (±)-Blebbistatin

(±)-Blebbistatin

CAS No.:
674289-55-5
Catalog Number:
AG0032AZ
Molecular Formula:
C18H16N2O2
Molecular Weight:
292.3318
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥98%
1 week
United States
$153
- +
10mg
≥98%
1 week
United States
$272
- +
25mg
≥98%
1 week
United States
$440
- +
50mg
≥98%
1 week
United States
$776
- +
250mg
97%
1 week
United States
$924
- +
1g
97%
1 week
United States
$2252
- +
Product Description
Catalog Number:
AG0032AZ
Chemical Name:
(±)-Blebbistatin
CAS Number:
674289-55-5
Molecular Formula:
C18H16N2O2
Molecular Weight:
292.3318
MDL Number:
MFCD04113775
IUPAC Name:
3a-hydroxy-6-methyl-1-phenyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one
InChI:
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
InChI Key:
LZAXPYOBKSJSEX-UHFFFAOYSA-N
SMILES:
Cc1ccc2c(c1)C(=O)C1(C(=N2)N(CC1)c1ccccc1)O
Properties
Complexity:
497  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
292.121g/mol
Formal Charge:
0
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
292.338g/mol
Monoisotopic Mass:
292.121g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
52.9A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
2.4  
Literature
Title Journal
A highly soluble, non-phototoxic, non-fluorescent blebbistatin derivative. Scientific reports 20160101
Temporal analysis of vascular smooth muscle cell elasticity and adhesion reveals oscillation waveforms that differ with aging. Aging cell 20121001
Modifications of mechanoelectric feedback induced by 2,3-butanedione monoxime and Blebbistatin in Langendorff-perfused rabbit hearts. Acta physiologica (Oxford, England) 20120901
Contractility in type III cochlear fibrocytes is dependent on non-muscle myosin II and intercellular gap junctional coupling. Journal of the Association for Research in Otolaryngology : JARO 20120801
Interventricular heterogeneity as a substrate for arrhythmogenesis of decoupled mitochondria during ischemia in the whole heart. American journal of physiology. Heart and circulatory physiology 20120715
Cytoskeletal modulation of lipid interactions regulates Lck kinase activity. The Journal of biological chemistry 20120713
Blebbistatin, a myosin inhibitor, is phototoxic to human cancer cells under exposure to blue light. Biochimica et biophysica acta 20120701
LTP induction translocates cortactin at distant synapses in wild-type but not Fmr1 knock-out mice. The Journal of neuroscience : the official journal of the Society for Neuroscience 20120523
Enrichment of cell populations in metaphase, anaphase, and telophase by synchronization using nocodazole and blebbistatin: a novel method suitable for examining dynamic changes in proteins during mitotic progression. European journal of cell biology 20120501
Hyaluronic acid matrices show matrix stiffness in 2D and 3D dictates cytoskeletal order and myosin-II phosphorylation within stem cells. Integrative biology : quantitative biosciences from nano to macro 20120401
Inhibition of actin dynamics during epithelial-to-mesenchymal transition. Biochemical and biophysical research communications 20120309
Myosin II activity regulates neurite outgrowth and guidance in response to chondroitin sulfate proteoglycans. Journal of neurochemistry 20120301
Enucleation of human erythroblasts involves non-muscle myosin IIB. Blood 20120126
Smooth muscle myosin expression, isoform composition, and functional activities in rat corpus cavernosum altered by the streptozotocin-induced type 1 diabetes. American journal of physiology. Endocrinology and metabolism 20120101
The role of dynamic instability and wavelength in arrhythmia maintenance as revealed by panoramic imaging with blebbistatin vs. 2,3-butanedione monoxime. American journal of physiology. Heart and circulatory physiology 20120101
Pre-power-stroke cross-bridges contribute to force transients during imposed shortening in isolated muscle fibers. PloS one 20120101
Mechanics regulates fate decisions of human embryonic stem cells. PloS one 20120101
Involvement of actin filament in the generation of Ca2+ mobilizing messengers in glucose-induced Ca2+ signaling in pancreatic β-cells. Islets 20120101
[A single E726Q mutation in the membrane proximal α-helix of integrin β3 subunit induces membrane blebbing by disrupting the membrane-actin cortex interaction]. Zhongguo shi yan xue ye xue za zhi 20111201
LPA(1) -induced migration requires nonmuscle myosin II light chain phosphorylation in breast cancer cells. Journal of cellular physiology 20111101
Non-muscle myosin IIA is required for the development of the zebrafish glomerulus. Kidney international 20111101
Dynamic changes of acoustic load and complex impedance as reporters for the cytotoxicity of small molecule inhibitors. Chemical research in toxicology 20110919
Titin based viscosity in ventricular physiology: an integrative investigation of PEVK-actin interactions. Journal of molecular and cellular cardiology 20110901
Dynamic maintenance of asymmetric meiotic spindle position through Arp2/3-complex-driven cytoplasmic streaming in mouse oocytes. Nature cell biology 20110828
Drifting motions of the adenovirus receptor CAR and immobile integrins initiate virus uncoating and membrane lytic protein exposure. Cell host & microbe 20110818
Inhibition of suicidal erythrocyte death by blebbistatin. American journal of physiology. Cell physiology 20110801
Inhibiting myosin-ATPase reveals a dynamic range of mitochondrial respiratory control in skeletal muscle. The Biochemical journal 20110715
Real-time cellular impedance measurements detect Ca(2+) channel-dependent oscillations of morphology in human H295R adrenoma cells. Biochimica et biophysica acta 20110501
Rho signaling pathway and apical constriction in the early lens placode. Genesis (New York, N.Y. : 2000) 20110501
Distinct cytoskeleton populations and extensive crosstalk control Ciona notochord tubulogenesis. Development (Cambridge, England) 20110401
Quantitative proteomics of the integrin adhesome show a myosin II-dependent recruitment of LIM domain proteins. EMBO reports 20110303
Correlation of dysfunction of nonmuscle myosin IIA with increased induction of Cyp1a1 in Hepa-1 cells. Biochimica et biophysica acta 20110301
Oncogenic BRAF induces melanoma cell invasion by downregulating the cGMP-specific phosphodiesterase PDE5A. Cancer cell 20110118
In vitro and in vivo relaxation of urinary bladder smooth muscle by the selective myosin II inhibitor, blebbistatin. BJU international 20110101
Chikungunya virus mobilizes the apoptotic machinery to invade host cell defenses. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20110101
Blebbing dynamics during endothelial cell spreading. European journal of cell biology 20110101
Blebbistain, a myosin II inhibitor, as a novel strategy to regulate detrusor contractility in a rat model of partial bladder outlet obstruction. PloS one 20110101
Myosin II activity dependent and independent vinculin recruitment to the sites of E-cadherin-mediated cell-cell adhesion. BMC cell biology 20110101
The elementary events underlying force generation in neuronal lamellipodia. Scientific reports 20110101
Intramolecular loop/tail interactions are essential for connexin 43-hemichannel activity. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20101101
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
Vesicle trafficking plays a novel role in erythroblast enucleation. Blood 20101028
Dupuytren's fibroblast contractility by sphingosine-1-phosphate is mediated through non-muscle myosin II. The Journal of hand surgery 20101001
Non-muscle myosin II regulates survival threshold of pluripotent stem cells. Nature communications 20100907
Effect of nonuniform muscle contraction on sustainability and frequency of triggered arrhythmias in rat cardiac muscle. Circulation 20100629
Extracellular signal-regulated kinase and GEF-H1 mediate depolarization-induced Rho activation and paracellular permeability increase. American journal of physiology. Cell physiology 20100601
Myosin II contributes to cell-scale actin network treadmilling through network disassembly. Nature 20100520
The kinetics of force-induced cell reorganization depend on microtubules and actin. Cytoskeleton (Hoboken, N.J.) 20100401
Blebbistatin effectively uncouples the excitation-contraction process in zebrafish embryonic heart. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20100301
Promigratory and procontractile growth factor environments differentially regulate cell morphogenesis. Experimental cell research 20100115
Myosin IIB isoform plays an essential role in the formation of two distinct types of macropinosomes. Cytoskeleton (Hoboken, N.J.) 20100101
Blebbistatin inhibits contraction and accelerates migration in mouse hepatic stellate cells. British journal of pharmacology 20100101
Reversible bleb formation in mast cells stimulated with antigen is Ca2+/calmodulin-dependent and bleb size is regulated by ARF6. The Biochemical journal 20091214
On the origins of the universal dynamics of endogenous granules in mammalian cells. Molecular & cellular biomechanics : MCB 20091201
Stabilization of anaphase midzone microtubules is regulated by Rho during cytokinesis in human fibrosarcoma cells. Experimental cell research 20091001
In vitro and in vivo relaxation of corpus cavernosum smooth muscle by the selective myosin II inhibitor, blebbistatin. The journal of sexual medicine 20091001
Cortical F-actin, the exocytic mode, and neuropeptide release in mouse chromaffin cells is regulated by myristoylated alanine-rich C-kinase substrate and myosin II. Molecular biology of the cell 20090701
'Injecting' yeast. Nature methods 20090701
Megalin and nonmuscle myosin heavy chain IIA interact with the adaptor protein Disabled-2 in proximal tubule cells. Kidney international 20090601
The collagen receptor DDR1 regulates cell spreading and motility by associating with myosin IIA. Journal of cell science 20090515
Stabilization of helical order in the thick filaments by blebbistatin: further evidence of coexisting multiple conformations of myosin. Biophysical journal 20090506
Mertk drives myosin II redistribution during retinal pigment epithelial phagocytosis. Investigative ophthalmology & visual science 20090501
Roles of focal adhesions and fibronectin-mediated cohesion in proliferation of confluent fibroblasts. Journal of cellular physiology 20090401
Programmed subcellular release for studying the dynamics of cell detachment. Nature methods 20090301
F-actin and myosin II accelerate catecholamine release from chromaffin granules. The Journal of neuroscience : the official journal of the Society for Neuroscience 20090121
Panoramic imaging reveals basic mechanisms of induction and termination of ventricular tachycardia in rabbit heart with chronic infarction: implications for low-voltage cardioversion. Heart rhythm 20090101
The myosin II ATPase inhibitor blebbistatin prevents thrombin-induced inhibition of intercellular calcium wave propagation in corneal endothelial cells. Investigative ophthalmology & visual science 20081101
Dual role for myosin II in GLUT4-mediated glucose uptake in 3T3-L1 adipocytes. Experimental cell research 20081015
Blebbistatin stabilizes the helical order of myosin filaments by promoting the switch 2 closed state. Biophysical journal 20081001
The translocation of signaling molecules in dark adapting mammalian rod photoreceptor cells is dependent on the cytoskeleton. Cell motility and the cytoskeleton 20081001
Extracellular matrix rigidity promotes invadopodia activity. Current biology : CB 20080909
Propofol causes neurite retraction in neurones. British journal of anaesthesia 20080901
Regulation of polarity in cells devoid of actin bundle system after treatment with inhibitors of myosin II activity. Cell motility and the cytoskeleton 20080901
Plectin deposition at podosome rings requires myosin contractility. Cell motility and the cytoskeleton 20080801
Identification of a fibrin-independent platelet contractile mechanism regulating primary hemostasis and thrombus growth. Blood 20080701
Roles of basolateral solute uptake via NKCC1 and of myosin II in vasopressin-induced cell swelling in inner medullary collecting duct. American journal of physiology. Renal physiology 20080701
Myosin II regulates the shape of three-dimensional intestinal epithelial cysts. Journal of cell science 20080601
Blebbistatin inhibits the chemotaxis of vascular smooth muscle cells by disrupting the myosin II-actin interaction. American journal of physiology. Heart and circulatory physiology 20080501
Images in cardiovascular medicine. Optical mapping of the human atrioventricular junction. Circulation 20080318
Blebbistatin: use as inhibitor of muscle contraction. Pflugers Archiv : European journal of physiology 20080301
A cytoskeletal demolition worker: myosin II acts as an actin depolymerization agent. Journal of molecular biology 20080111
Atrial cardiomyocyte tachycardia alters cardiac fibroblast function: a novel consideration in atrial remodeling. Cardiovascular research 20071201
Myosin II and Rho kinase activity are required for melanosome aggregation in fish retinal pigment epithelial cells. Cell motility and the cytoskeleton 20071101
Attenuation of actinomyosinII contractile activity in growth cones accelerates filopodia-guided and microtubule-based neurite elongation. Brain research 20071024
Membrane associated nonmuscle myosin II functions as a motor for actin-based vesicle transport in clam oocyte extracts. Cell motility and the cytoskeleton 20071001
Forced unfolding of proteins within cells. Science (New York, N.Y.) 20070803
Hepatic stellate cell protrusions couple platelet-derived growth factor-BB to chemotaxis. Hepatology (Baltimore, Md.) 20070601
Myosin IIA regulates cell motility and actomyosin-microtubule crosstalk. Nature cell biology 20070301
Association of CD38 with nonmuscle myosin heavy chain IIA and Lck is essential for the internalization and activation of CD38. The Journal of biological chemistry 20070223
Analysis of mitotic phosphorylation of borealin. BMC cell biology 20070101
A unique role for nonmuscle myosin heavy chain IIA in regulation of epithelial apical junctions. PloS one 20070101
Blebbistatin inhibits sphingosylphosphorylcholine-induced contraction of collagen-gel fiber populated by vascular smooth-muscle cells. Journal of pharmacological sciences 20061101
Myosin-based contraction is not necessary for cardiac c-looping in the chick embryo. Anatomy and embryology 20061001
Myosin light chain kinase plays a role in the regulation of epithelial cell survival. Journal of cell science 20060601
Actomyosin tension is required for correct recruitment of adherens junction components and zonula occludens formation. Experimental cell research 20060515
Catch force links and the low to high force transition of myosin. Biophysical journal 20060501
The interaction of Phe472 with a fluorescent inhibitor bound to the complex of myosin subfragment-1 with nucleotide. Biochemistry 20060131
Antagonists of myosin light chain kinase and of myosin II inhibit specific events of egg activation in fertilized mouse eggs. Biology of reproduction 20060101
Rho kinase regulates fragmentation and phagocytosis of apoptotic cells. Experimental cell research 20060101
Myosin 2 is a key Rho kinase target necessary for the local concentration of E-cadherin at cell-cell contacts. Molecular biology of the cell 20051001
Redundant mechanisms for anaphase chromosome movements: crane-fly spermatocyte spindles normally use actin filaments but also can function without them. Protoplasma 20051001
Myosin II regulatory light chain is required for trafficking of bile salt export protein to the apical membrane in Madin-Darby canine kidney cells. The Journal of biological chemistry 20050624
A novel role for myosin II in insulin-stimulated glucose uptake in 3T3-L1 adipocytes. Biochemical and biophysical research communications 20050617
NCAM 180 acting via a conserved C-terminal domain and MLCK is essential for effective transmission with repetitive stimulation. Neuron 20050616
Cortical actin turnover during cytokinesis requires myosin II. Current biology : CB 20050426
A GIT1/PIX/Rac/PAK signaling module regulates spine morphogenesis and synapse formation through MLC. The Journal of neuroscience : the official journal of the Society for Neuroscience 20050330
Rho-kinase and myosin II activities are required for cell type and environment specific migration. Genes to cells : devoted to molecular & cellular mechanisms 20050201
Myosin regulation in the migration of tumor cells and leukocytes within a three-dimensional collagen matrix. Cellular and molecular life sciences : CMLS 20050101
Mammalian cells lack checkpoints for tetraploidy, aberrant centrosome number, and cytokinesis failure. BMC cell biology 20050101
Brain-derived neurotrophic factor regulation of retinal growth cone filopodial dynamics is mediated through actin depolymerizing factor/cofilin. The Journal of neuroscience : the official journal of the Society for Neuroscience 20041124
Kinetic mechanism of blebbistatin inhibition of nonmuscle myosin IIb. Biochemistry 20041123
Cell type-specific regulation of RhoA activity during cytokinesis. The Journal of biological chemistry 20041022
Mechanism of blebbistatin inhibition of myosin II. The Journal of biological chemistry 20040820
Inhibition of pancreatic adenocarcinoma cellular invasiveness by blebbistatin: a novel myosin II inhibitor. Biochemical and biophysical research communications 20040123
Specificity of blebbistatin, an inhibitor of myosin II. Journal of muscle research and cell motility 20040101
Dissecting temporal and spatial control of cytokinesis with a myosin II Inhibitor. Science (New York, N.Y.) 20030314
Properties