✦ LIBER ✦
Does side chain water loss from protonated threonine yield N-protonated dehydroamino-2-butyric acid?
✍ Scribed by Richard A. J. O’Hair; Gavin E. Reid
- Publisher
- John Wiley and Sons
- Year
- 1998
- Tongue
- English
- Weight
- 108 KB
- Volume
- 12
- Category
- Article
- ISSN
- 0951-4198
No coin nor oath required. For personal study only.
✦ Synopsis
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 À H 2 O] 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.