THE MECHANISM OF THE REARRANGEMENT OF THE NEUROTOXIN BETA-ODAP TO ALPHA-ODAP

Authors
DEBRUYN A BECU C LAMBEIN F KEBEDE N ABEGAZ B NUNN PB
Citation
A. Debruyn et al., THE MECHANISM OF THE REARRANGEMENT OF THE NEUROTOXIN BETA-ODAP TO ALPHA-ODAP, Phytochemistry, 36(1), 1994, pp. 85-89
Citations number
10
Categorie Soggetti
Plant Sciences
Journal title
Phytochemistry → ACNP
ISSN journal
00319422
Volume
36
Issue
1
Year of publication
1994
Pages
85 - 89
Database
ISI
SICI code
0031-9422(1994)36:1<85:TMOTRO>2.0.ZU;2-U
Abstract
The diketopiperazine suggested to be the intermediate during the spont aneous isomerization of beta-ODAP and alpha-ODAP was synthesized. Its behaviour was studied at selected pH values and provided evidence that its natural occurrence is unlikely. 2-Hydroxy-imidazolidine-2,4-dicar boxylic acid (for the rearrangement beta-ODAP <---->alpha-ODAP) or 2-h ydroxy-pyrimidine-2,4-dicarboxylic acid (for the rearrangement gamma-O DAB <---->alpha-ODAB) are suggested to be the unstable intermediates.