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Nitrosation of amino acids

A kinetic study of structural effects on the A-nitrosation of amino acids by nitrite in aqueous solution has established that the dominant term in the rate equation corresponds to nitrosation by dinitrogen trioxide.189 Nitrosation by intramolecular migration of the nitroso group from an initially nitrosated carboxylate group can compete when the transition state has a five- or six-membered ring structure. Nitrosation of A-methyl-4-tolylsulfonylguanidine involves rapid nitrosation of the N-... [Pg.355]

Sydnones were the first mesoionic molecules subjected to detailed study, and are named after the University of Sydney where they were first prepared by Earl and Mackney in 1935. Sydnones are generally prepared by dehydrative cyclization of N-nitrosamino acids, which are synthesized by N nitrosation of amino acids [6]. Sydnone derivatives have been extensively studied for... [Pg.137]

The nitrosation of -amino acids is especially interesting because of the biological importance of N-nitrosoamines (see Sect. 4.2). The nitrosation mechanism was investigated first with amino acids containing a secondary amino group, namely proline (4.1, X = H), 4-hydroxyproline (4.1, X = OH), and sarcosine (4.2), but also with cysteine (4.3). [Pg.123]


See also in sourсe #XX -- [ Pg.355 ]

See also in sourсe #XX -- [ Pg.355 ]

See also in sourсe #XX -- [ Pg.97 , Pg.355 ]




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