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Analytical strategies for the structural elucidation of proline‐containing dipeptides by liquid chromatography‐electrospray ionization‐tandem mass spectrometry
Author(s) -
Madmon Moran,
Shamai Yamin Tamar,
Prihed Hagit,
Blanca Merav,
Weissberg Avi
Publication year - 2020
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/jms.4684
Subject(s) - chemistry , tandem mass spectrometry , fragmentation (computing) , electrospray ionization , mass spectrometry , chromatography , electrospray , dipeptide , molecule , adduct , organic chemistry , amino acid , biochemistry , computer science , operating system
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.

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