Journal of the Chemical Society - Faraday Transactions p. 2939 - 2942 (1991)
Update date:2022-08-10
Topics:
Lambert, Chris
Truscott, T. George
Land, Edward J.
Riley, Patrick A.
The radiolysis of aqueous solutions of 3,4-dihydroxyphenylalanine (dopa) using N3<*> as a one-electron oxidant leads to the formation of dopasemiquinone and, successively, dopaquinone and dopachrome.It is now shown that under pH conditions where significant protonation of N3(1-) to HN3 occurs, dopachrome formation is supressed, probably due predominantly to addition of HN3 to dopaquinone.The possibility of such nucleophilic reactions occuring needs to be considered in studies of quinone intermediates generated using N3<*> as oxidant.
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