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. Author manuscript; available in PMC: 2015 Aug 21.
Published in final edited form as: Anal Chem. 2004 Apr 1;76(7):2083–2094. doi: 10.1021/ac034971j

Scheme 4.

Scheme 4

Proposed mechanism for the fragmentation of b62+ product ions of doubly protonated RVYIHAF. Following cleavage of the Ala-Phe bond to produce an oxazolone b62+ product ion, nucleophilic attack by the histidine imino nitrogen on the electropositive carbon of the oxazolone occurs. This results in a b52+ fragment ion with same structure as the b52+ ions shown in Scheme 2.