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  • (S)-4'-nitro-<wbr/>Blebbistatin
Cat No: 24171
Biochemicals - Small Molecule Inhibitors

(S)-4'-nitro-Blebbistatin is a more stable and less phototoxic form of (–)-blebbistatin (Item No. 13013), which is a selective cell-permeable inhibitor of non-muscle myosin II ATPases.{16452,17037} (–)-Blebbistatin rapidly and reversibly inhibits Mg-A...


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Territorial Availability: Available through Bertin Technologies only in France
  • (3aS)-1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-(4-nitrophenyl)-4H-pyrrolo[2,3-b]quinolin-4-one
Correlated keywords:
  • nitroBlebbistatin MgATPase nonmuscle photo-toxicity
Product Overview:
(S)-4'-nitro-Blebbistatin is a more stable and less phototoxic form of (–)-blebbistatin (Item No. 13013), which is a selective cell-permeable inhibitor of non-muscle myosin II ATPases.{16452,17037} (–)-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).{17036} 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.{17038,24037} The addition of a 4’-nitro group decreases the inherent fluorescence, stabilizes the molecule to circumvent its degradation by prolonged blue light exposure, and decreases its phototoxicity while retaining the in vitro and in vivo activity of (–)-blebbistatin.{42251,35156} (S)-4'-nitro-Blebbistatin has the same stereochemistry as the active (–)-blebbistatin enantiomer.
Size 1 mg
Shipping dry ice
CAS Number 1621326-32-6
Molecular Formula C18H15N3O4
SMILES O=C1[C@@]2(O)C(N(C3=CC=C([N+]([O-])=O)C=C3)CC2)=NC4=C1C=C(C)C=C4
Molecular Weight 337,3
Formulation A crystalline solid
Purity ≥95%
Custom Code 2921.59
UNSPSC code 12352100

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