Analytical strategies for the structural elucidation of proline‐containing dipeptides by liquid chromatography‐electrospray ionization‐tandem mass spectrometry. (2nd December 2020)

• Record Type: Journal Article
• Authors: Madmon, Moran; Shamai Yamin, Tamar; Prihed, Hagit; Blanca, Merav; Weissberg, Avi
• Is Part Of: Journal of mass spectrometry. Volume 55:Number 12(2020)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2020-12-02
• Subjects: derivatization -- isobutyl chloroformate -- LC‐ESI‐MS/MS -- proline‐containing dipeptides -- pyrrolidinyl ring -- sodium adduct -- structural elucidation; Mass spectrometry -- Periodicals; 543.65
• DOI: 10.1002/jms.4684
• Languages: English
• ISSNs: 1076-5174

Abstract

Abstract: The identification of various proline‐containing dipeptides by implementing liquid chromatography‐electrospray ionization‐tandem mass spectrometry (LC‐ESI‐MS/MS) techniques is a challenging task. The ESI‐MS/MS spectra of protonated molecules [M + H] + display a single dominant product ion, representing the pyrrolidinyl ring ( m/z 70.0652). This lack of ESI‐MS/MS information leads to unavoidable ambiguity in the structure of the dipeptide. We demonstrate how structural information can be obtained instantaneously through ESI‐MS/MS fragmentation of the accompanied sodium adducts [M + Na] + or alternatively by ESI‐MS/MS fragmentation of their carbamate derivatives. Both strategies are based on altering the charge distribution during fragmentation, promoting rich fragmentation patterns and enabling reliable structural elucidation.