Influence of amino acid side chains on apparent selective opening of cyclic b5 ions

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Authors
Molesworth, Samuel P.
Osburn, Sandra M.
Van Stipdonk, Michael J.
Advisors
Issue Date
2010-06-01
Type
Article
Keywords
Research Support, Non-U.S. Gov't , Research Support, U.S. Gov't, Non-P.H.S.
Research Projects
Organizational Units
Journal Issue
Citation
Journal of the American Society for Mass Spectrometry. 2010 Jun; 21(6): 1028-36.
Abstract

In this study, the possible influence of acidic, basic, and amide side chains on the opening of a putative macrocyclic b ion (b(5)(+)) intermediate was investigated. Collision induced dissociation (CID) of b(5) ions was studied using a group of hexapeptides in which amino acids with the side chains of interest occupied internal sequence positions. Further experiments were performed with permuted isomers of glutamine (Q) containing peptides to probe for sequence scrambling and whether the specific sequence site of the residues influences opening of the macrocycle. Overall, the trend for (apparent) preferential/selective opening of the cyclic b(5)(+), presumably due to the side chain, followed by the loss of the amino acid with active side group is: Q > K > D > N approximately E.

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Publisher
Springer
Journal
Book Title
Series
Journal of the American Society for Mass Spectrometry
J. Am. Soc. Mass Spectrom.
PubMed ID
DOI
ISSN
1879-1123
1044-0305
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