A β galactosidase-dependent NO donor
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β-Gal-NONOate

Item No. 10009137

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-O-(1-pyrrolidinyl-ONN-azoxy)-β-D-glucopyranose
CAS Number
357192-77-9
Molecular Formula
C10H19N3O7
Formula Weight
293.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 3 mg/mlPBS (pH 7.2): 2 mg/ml
λmax
219, 250 nm
SMILES
O[C@H]1[C@H](O/N=[N+]([O-])\N2CCCC2)O[C@H](CO)[C@H](O)[C@@H]1O
InChi Code
InChI=1S/C10H19N3O7/c14-5-6-7(15)8(16)9(17)10(19-6)20-11-13(18)12-3-1-2-4-12/h6-10,14-17H,1-5H2/b13-11+/t6-,7+,8+,9-,10+/m1/s1
InChi Key
DFCOWOMYWFVWMB-CWLSWERLSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

    $41

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    5 mg

    $167

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    10 mg

    $312

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    Cayman Chemical
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    Product 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description 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).