Name: (S)-3'-amino Blebbistatin
Rating: 5 (10 reviews)

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结构编辑

类似物检索

HIT ID:HIT218832924
Cas No:
常用名:(S)-3'-amino Blebbistatin
别名:meta-amino Blebbistatin, m-amino Blebbistatin, (−)-3'-amino Blebbistatin
别名:meta-amino Blebbistatin, m-amino Blebbistatin, (−)-3'-amino Blebbistatin
IUPAC:1-(3-aminophenyl)-3a-hydroxy-6-methyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one
IUPAC:1-(3-aminophenyl)-3a-hydroxy-6-methyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one
InChI key:WWBDMJMBRYIBAY-UHFFFAOYSA-N

分子式:C18H17N3O2
分子量:307.353
氢键供体数 (HBD):
氢键受体数 (HBA):
LogP:
SMILES:Cc1ccc2N=C3N(CCC3(O)C(=O)c2c1)c1cccc(N)c1
SMILES:Cc1ccc2N=C3N(CCC3(O)C(=O)c2c1)c1cccc(N)c1

"(S)-3'-amino Blebbistatin, retaining the active stereochemistry of the less stable and more phototoxic (–)-blebbistatin, serves as a refined selective cell-permeable inhibitor of non-muscle myosin II ATPases. This compound efficaciously inhibits the Mg-ATPase activity and in vitro motility of non-muscle myosin IIA and IIB across several species with IC50s ranging from 0.5-5 µM, and exhibits minimal inhibition against smooth muscle myosin (IC50= 80 µM). Its primary functions include obstructing apoptosis-related bleb formation, directed cell migration, and cytokinesis in vertebrate cells. (S)-3'-amino Blebbistatin overcomes (–)-blebbistatin’s limitation of rapid degradation under blue light (450-490 nm) exposure, which generates cytotoxic intermediates, thus posing a challenge for fluorescent live cell imaging applications. The introduction of a 3’-amino group to its structure notably reduces fluorescence while maintaining (–)-blebbistatin’s activity, making it a superior alternative for research purposes."

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