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• W2022665253 endingPage "18257" @default.
• W2022665253 startingPage "18248" @default.
• W2022665253 abstract "Covalent modification of primary amine groups in multiply protonated or deprotonated polypeptides in the gas phase via ion/ion reactions is demonstrated using N-hydroxysuccinimide (NHS) esters as the modifying reagents. During the ion/ion reaction, the peptide analyte ions and the NHS or sulfo-NHS based reagent form a long-lived complex, which is a prerequisite for the covalent modification chemistry to occur. Ion activation of the peptide−reagent complex results in a neutral NHS or sulfo-NHS molecule loss, which is a characteristic signature of covalent modification. As the NHS or sulfo-NHS group leaves, an amide bond is formed between a free, unprotonated, primary amine group of a lysine side chain in the peptide and the carboxyl group in the reagent. Subsequent activation of the NHS or sulfo-NHS loss product ions results in sequence informative fragment ions containing the modification. The N-terminus primary amine group does not make a significant contribution to the modification process; this behavior has also been observed in solution phase reactions. The ability to covalently modify primary amine groups in the gas phase with N-hydroxysuccinimide reagents opens up the possibility of attaching a wide range of chemical groups to gaseous peptides and proteins and also for selectively modifying other analytes containing free primary amine groups." @default.
• W2022665253 created "2016-06-24" @default.
• W2022665253 creator A5003578887 @default.
• W2022665253 creator A5034668945 @default.
• W2022665253 date "2010-12-03" @default.
• W2022665253 modified "2023-10-14" @default.
• W2022665253 title "Covalent Modification of Gaseous Peptide Ions with <i>N</i>-Hydroxysuccinimide Ester Reagent Ions" @default.
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• W2022665253 doi "https://doi.org/10.1021/ja107286p" @default.
• W2022665253 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/3010255" @default.
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