S-Nitroso-N-acetylpenicillamine explained

S-Nitroso-N-acetylpenicillamine (SNAP) is the organosulfur compound with the formula ONSC(CH3)2CH(NHAc)CO2H. It is a green solid.[1]

SNAP is an S-nitrosothiol and is used as a model for the general class of S-nitrosothiols which have received much attention in biochemistry because nitric oxide and some organic nitroso derivatives serve as signaling molecules in living systems, especially related to vasodilation.[2] SNAP is derived from the amino acid penicillamine. S-Nitrosoglutathione is a related agent.

Notes and References

  1. 10.1021/ja9901314. Interrelationships between Conformational Dynamics and the Redox Chemistry of S-Nitrosothiols. 1999. Arulsamy. N.. Bohle. D. S.. Butt. J. A.. Irvine. G. J.. Jordan. P. A.. Sagan. E.. Journal of the American Chemical Society. 121. 30. 7115–7123.
  2. Zhang Y. . Hogg, N. . S-Nitrosothiols: Cellular Formation and Transport . Free Radical Biology and Medicine . 2005 . 38 . 7 . 831–838 . 15749378 . 10.1016/j.freeradbiomed.2004.12.016 .

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