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357192-77-9

357192-77-9 Structure

357192-77-9 Structure
IdentificationBack Directory
[Name]

β-Gal-NONOate
[CAS]

357192-77-9
[Synonyms]

β-Gal-NONOate
β-D-Galactopyranose, 1-O-[2-oxido-2-(1-pyrrolidinyl)diazenyl]-
(E)-oxido-pyrrolidin-1-yl-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyiminoazanium
[Molecular Formula]

C10H19N3O7
[MDL Number]

MFCD09951895
[MOL File]

357192-77-9.mol
[Molecular Weight]

293.27
Chemical PropertiesBack Directory
[solubility ]

DMF: 10 mg/ml; DMSO: 10 mg/ml; Ethanol: 3 mg/ml; PBS (pH 7.2): 2 mg/ml
[form ]

A crystalline solid
Hazard InformationBack Directory
[Description]

β-Gal-NONOate is a nitric oxide (NO) donor which releases NO following activation by β-galactosidase.1 β-Gal-NONOate is stable in aqueous solution at neutral and acidic pH for several hours, exhibits good water solubility, and is able to cross the cell membrane. Following enzymatic hydrolysis, β-Gal-NONOate decomposes with a half-life of six minutes at pH 5.6.1 β-Gal-NONOate is cytotoxic to a number of cancer cell-lines and exhibits high bactericidal activity against E. coli transformed with the β-galactosidase gene.1,2
[Uses]

Beta-gal-nonoate is a β-galactosidase dependent nitric oxide (NO) donor that releases NO once activated by β-galactosidase. β-Gal-NONOate has bactericidal activity and can be used as a bactericide [1].
[References]

1. Wu, X., Tang, X., Xian, M., et al. Glycosylated diazeniumdiolates: A novel class of enzyme-activated nitric oxide donors Tetrahedron Lett. 42(23),3779-3782(2001).
2. Chen, C., Shi, Y.Q., Song, J., et al. Delivery of nitric oxide released from β-Gal-NONOate activation by β-galactosidase and its activity against Escherichia coli Biol. Pharm. Bull. 29(6),1239-1241(2006).
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