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(R)-(+)-Blebbistatin_Molecular_structure_CAS_1177356-70-5)
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(R)-(+)-Blebbistatin

Catalog No. B592495 Name Toronto Research Chemicals
CAS Number 1177356-70-5 Website http://www.trc-canada.com
M. F. C18H16N2O2 Telephone +1 (416) 665-9696
M. W. 292.33184 Fax +1 (416) 665-4439
Purity Email info@trc-canada.com
Storage -20°C Freezer Chembase ID: 162447

SYNONYMS

IUPAC name
(3aR)-3a-hydroxy-6-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one
IUPAC Traditional name
(3aR)-3a-hydroxy-6-methyl-1-phenyl-2H,3H-pyrrolo[2,3-b]quinolin-4-one
Synonyms
(+)-Blebbistatin
(3aR)-1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one
(+)-1-Phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2,3-b]-7-methylquinolin-4-one

DATABASE IDS

CAS Number 1177356-70-5

PROPERTIES

Certificate of Analysis Download
Apperance Bright Yellow Solid
Melting Point 210-212°C
Solubility Chloroform
Solubility Dichloromethane
Solubility DMSO
Solubility Ethyl Acetate
Solubility Methanol
MSDS Link Download
Storage Condition -20°C Freezer

DETAILS

Description (English)
Blebbistatin blocked myosin II-dependent cell processes. It blocks cell blebbing rapidly and reversibly. Also rapidly disrupted directed cell migration and cytokinesis in vertebrate cell. It blocks both blebbing and cytokinesis at 50-100μM. A negative control for the (S)-(-)-Blebblastatin. [a]D= +110 (c= 1.21 CHCl3) (±)-1-Phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2,3-b]-7-methylquinolin-4-one Selective inhibitor of nonmuscle myosin II; inhibits contraction of the cleavage furrow without disrupting mitosis or contractile ring assembly. Rapidly and reversibly blocks cell blebbing, and disrupts directed cell migration and cytokinesis in vertebrate cells.

REFERENCES

  • Straight, A.F., et al.: Science, 299, 1743 (2003)
  • Duxbury, M.S., et al.: Biochem. Biophys. Res. Commun., 313, 992 (2003)
  • Kovacs, M., et al.: J. Biol. Chem., 279, 34 35557 (2004)