| dc.contributor |
Wichita State University. Department of Chemistry |
en_US |
| dc.contributor.author |
Osburn, Sandra M. |
en_US |
| dc.contributor.author |
Ochola, Sila O. |
en_US |
| dc.contributor.author |
Talaty, Erach R. |
en_US |
| dc.contributor.author |
Van Stipdonk, Michael J. |
en_US |
| dc.date.accessioned |
2012-02-06T17:16:30Z |
|
| dc.date.available |
2012-02-06T17:16:30Z |
|
| dc.date.issued |
2008-11-01 |
en_US |
| dc.identifier |
18449851 |
en_US |
| dc.identifier |
9504818 |
en_US |
| dc.identifier.citation |
Journal of mass spectrometry : JMS. 2008 Nov; 43(11): 1458-69. |
en_US |
| dc.identifier.issn |
1076-5174 |
en_US |
| dc.identifier.uri |
http://dx.doi.org/10.1002/jms.1418 |
en_US |
| dc.identifier.uri |
http://hdl.handle.net/10057/4328 |
|
| dc.description |
Click on the DOI link below to access the article (may not be free). |
en_US |
| dc.description.abstract |
The presence and position of a single beta-alanine (betaA), gamma-aminobutyric acid (gammaABu) or epsilon-aminocaproic acid (Cap) residue has been shown to have a significant influence on the formation of b(n)+ and y(n)+ product ions from a series of model, protonated peptides. In this study, we examined the effect of the same residues on the formation of analogous [b3 - 1 + cat]+ products from metal (Li+, Na+ and Ag+)-cationized peptides. The larger amino acids suppress formation of b3+ from protonated peptides with general sequence AAXG (where X = beta-alanine, gamma-aminobutyric acid or epsilon-aminocaproic acid), presumably because of the prohibitive effect of larger cyclic intermediates in the 'oxazolone' pathway. However, abundant [b3 - 1 + cat]+ products are generated from metal-cationized versions of AAXG. Using a group of deuterium-labeled and exchanged peptides, we found that formation of [b3 - 1 + cat]+ involves transfer of either amide or alpha-carbon position H atoms, and the tendency to transfer the atom from the alpha-carbon position increases with the size of the amino acid in position X. To account for the transfer of the H atom, a mechanism involving formation of a ketene product as [b3 - 1 + cat]+ is proposed. |
en_US |
| dc.format.extent |
1458-69 |
en_US |
| dc.language.iso |
eng |
en_US |
| dc.publisher |
John Wiley and Sons |
en_US |
| dc.relation.ispartofseries |
Journal of mass spectrometry : JMS |
en_US |
| dc.relation.ispartofseries |
J Mass Spectrom |
en_US |
| dc.source |
NLM |
en_US |
| dc.subject |
Research Support, Non-U.S. Gov't |
en_US |
| dc.subject |
Research Support, U.S. Gov't, Non-P.H.S. |
en_US |
| dc.subject.mesh |
6-Aminocaproic Acid/chemistry |
en_US |
| dc.subject.mesh |
Cations |
en_US |
| dc.subject.mesh |
Ions |
en_US |
| dc.subject.mesh |
Metals/chemistry |
en_US |
| dc.subject.mesh |
Peptides/chemistry |
en_US |
| dc.subject.mesh |
Spectrometry, Mass, Electrospray Ionization/methods |
en_US |
| dc.subject.mesh |
beta-Alanine/chemistry |
en_US |
| dc.subject.mesh |
gamma-Aminobutyric Acid/chemistry |
en_US |
| dc.title |
Formation of [b3 - 1 + cat]+ ions from metal-cationized tetrapeptides containing beta-alanine, gamma-aminobutyric acid or epsilon-aminocaproic acid residues |
en_US |
| dc.type |
Article |
en_US |
| dc.coverage.spacial |
England |
en_US |
| dc.description.version |
peer reviewed |
en_US |
| dc.rights.holder |
Copyright © 2008 John Wiley & Sons, Ltd. |
en_US |