Does side chain water loss from protonated threonine yield N-protonated dehydroamino-2-butyric acid?
- Author(s)
- O'Hair, RAJ; Reid, GE;
- Details
- Publication Year 1998,Volume 12,Issue #15,Page 999-1002
- Journal Title
- RAPID COMMUNICATIONS IN MASS SPECTROMETRY
- Publication Type
- Journal Article
- Abstract
- Electrospray ionization tandem mass spectrometry (ESI-MS/MS) of protonated threonine, isotopically labelled threonine and threonine methyl ester, suggests that side chain water loss occurs via a neighbouring group participation reaction in which the free amino group displaces water from HO-protonated threonine. Ab initio calculations show that the resultant [M + H - H2O](+) product ion is a protonated aziridine, which is in contrast to previously published results, which suggested N-protonated dehydroamino-2-butyric acid as the likely structure. (C) 1998 John Wiley & Sons, Ltd.
- Publisher
- JOHN WILEY & SONS LTD
- Keywords
- CHARGE-REMOTE FRAGMENTATIONS; GAS-PHASE REACTIONS; ION; COMPLEXES; GLYCINE
- Publisher's Version
- https://doi.org/10.1002/(SICI)1097-0231(19980815)12:15<999::AID-RCM274>3.3.CO;2-B
- Terms of Use/Rights Notice
- Refer to copyright notice on published article.
Creation Date: 1998-01-01 12:00:00