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Formation of molecular radical cations of enkephalin derivatives via collision-induced dissociation of electrospray-generated copper (II) complex ions of amines and peptides

Fragmentation of some electrospray-generated complex ions, [ 63Cu II(amine)M] ·2+, where M is an enkephalin derivative, produces the radical cation of the peptide, M ·+. This ion has only been observed when M contains a tyrosyl or tryptophanyl residue plus a basic residue, typically arginyl or lysyl...

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Published in:Journal of the American Society for Mass Spectrometry 2001-10, Vol.12 (10), p.1114-1119
Main Authors: Chu, Ivan K, Rodriguez, Christopher F, Hopkinson, Alan C, Siu, K.W.Michael, Lau, Tai-Chu
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cited_by cdi_FETCH-LOGICAL-c419t-26bc07ec4d118274fd883ae7b00660a5ccbf57d537693fffb412588bd00872893
cites cdi_FETCH-LOGICAL-c419t-26bc07ec4d118274fd883ae7b00660a5ccbf57d537693fffb412588bd00872893
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creator Chu, Ivan K
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description Fragmentation of some electrospray-generated complex ions, [ 63Cu II(amine)M] ·2+, where M is an enkephalin derivative, produces the radical cation of the peptide, M ·+. This ion has only been observed when M contains a tyrosyl or tryptophanyl residue plus a basic residue, typically arginyl or lysyl. A typical viable amine is diethylenetriamine. Collision-induced dissociation (CID) of the M ·+ ion yields a prominent [M − 106] ·+ product ion for tyrosine-containing peptides, and a prominent [M − 129] ·+ ion for a tryptophan-containing peptide. These fragment ions are formed as a result of elimination of the tyrosyl and tryptophanyl side chains. Dissociation of these ions, in turn, produces second generation product ions, many of which are typically absent in the fragmentation of protonated peptide ions. Structures for some of these unusual ions are proposed.
doi_str_mv 10.1016/S1044-0305(01)00297-5
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identifier ISSN: 1044-0305
ispartof Journal of the American Society for Mass Spectrometry, 2001-10, Vol.12 (10), p.1114-1119
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1879-1123
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subjects Amines
Amines - chemistry
Aminoacids, peptides. Hormones. Neuropeptides
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Cations
Chemistry
Coordination compounds
Copper
Copper - chemistry
Electrospraying
Enkephalins - chemistry
Exact sciences and technology
Fragmentation
Fundamental and applied biological sciences. Psychology
Indicators and Reagents
Ions
Mass spectrometry
Oligopeptides - chemistry
Organic chemistry
Peptides
Proteins
Reactivity and mechanisms
Spectrometry, Mass, Electrospray Ionization
Tryptophan
Tyrosine
title Formation of molecular radical cations of enkephalin derivatives via collision-induced dissociation of electrospray-generated copper (II) complex ions of amines and peptides
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