(S)-3'-hydroxy Blebbistatin

(S)-3'-hydroxy Blebbistatin is a more stable and less phototoxic form of (-)-blebbistatin (Cay-13013), which is a selective cell-permeable inhibitor of non-muscle myosin II ATPases. (-)-Blebbistatin rapidly and reversibly inhibits Mg-ATPase activity and in vitro motility of non-muscle myosin IIA and IIB for several species (IC50s = 0.5-5 µM), while poorly inhibiting smooth muscle myosin (IC50 = 80 µM). Through these effects, it blocks apoptosis-related bleb formation, directed cell migration, and cytokinesis in vertebrate cells. However, prolonged exposure to blue light (450-490 nm) results in degradation of blebbistatin to an inactive product via cytotoxic intermediates, which may be problematic for its use in fluorescent live cell imaging applications. The addition of a 3'-hydroxy group decreases the inherent fluorescence while retaining the activity of (-)-blebbistatin. (S)-3'-hydroxy-Blebbistatin has the same stereochemistry as the active (-)-blebbistatin enantiomer.Formal Name: 1,2,3,3aS-tetrahydro-3a-hydroxy-1-(3-hydroxyphenyl)-6-methyl-4H-pyrrolo[2,3-b]quinolin-4-one. CAS Number: 2097136-42-8. Synonyms: (-)-3'-hydroxy Blebbistatin, meta-hydroxy-Blebbistatin, m-hydroxy-Blebbistatin. Molecular Formula: C18H16N2O3. Formula Weight: 308.3. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 20 mg/ml, DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml, DMSO: 12.5 mg/ml. lambdamax: 270, 300, 423 nm. SMILES: O=C1[C@@]2(O)C(N(C3=CC=CC(O)=C3)CC2)=NC4=C1C=C(C)C=C4. InChi Code: InChI=1S/C18H16N2O3/c1-11-5-6-15-14(9-11)16(22)18(23)7-8-20(17(18)19-15)12-3-2-4-13(21)10-12/h2-6,9-10,21,23H,7-8H2,1H3/t18-/m1/s1. InChi Key: OJXUBBKNTWQDFQ-GOSISDBHSA-N.