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. Author manuscript; available in PMC: 2017 Sep 2.
Published in final edited form as: J Proteome Res. 2016 Aug 18;15(9):3139–3146. doi: 10.1021/acs.jproteome.6b00266

Scheme 1. Proposed Mechanism for the Ion/Ion Reaction between Periodate Anion and an S-Alkylated Cysteine Residue in a Doubly Protonated Peptide Followed by Loss of the Sulfoxide Group as HOSRa.

Scheme 1

aR indicates an alkyl group attached to the cysteine residue. See ref 49 for further discussion of the last step to lose the alkyl sulfenic acid.