A pH-controlled nitric oxide donor
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CAY10562

Item No. 10010502

Technical Information
Formal Name
5-hydroxy-4-phenyl-1,3,2-oxathiazol-1-ium, inner salt
CAS Number
60027-35-2
Synonyms
  • 4-phenyl-1,3,2-Oxathiazolidine-5-one
  • 4-phenyl-1,3,2-Oxathiazolylium-5-olate
Molecular Formula
C8H5NO2S
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 1 mg/ml
SMILES
[O-]C1=C(C2=CC=CC=C2)SN=[O+]1
InChi Code
InChI=1S/C8H5NO2S/c10-8-7(12-9-11-8)6-4-2-1-3-5-6/h1-5H
InChi Key
LIAZLXDEPKYEDN-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    S-Nitrosothiols (RSNOs) are a class of molecules that function as exogenous and endogenous nitric oxide (NO) donors. RSNOs found in vivo include proteins such as S-nitrosohemoglobin and S-nitrosoalbumin, as well as low molecular weight species such as S-nitrosoglutathione (GSNO) and S-nitrosocysteine (CysNO). CAY10562 is a member of a new class of S-nitrosothiol species that act as NO donors under acidic conditions. It decomposes with a half-life of 6 minutes in 0.1 M phosphate buffer, pH 5.0, at 37°C and relaxes phenylephrine-constricted rat aortic strips 35% and 8% at pH 6.0 and 7.4, respectively.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lu, D., Nadas, J., Zhang, G., et al4-Aryl-1,3,2-oxathiazolylium-5-olates as pH-controlled NO-donors: The next generation of S-nitrosothiols. J. Am. Chem. Soc. 129(17), 5503-5514 (2007).