Chemical properties of the natural neurotoxin of Lathyrus sativus 3-N-oxalyl-2,3-diamino-propanoic acid (beta-ODAP), its nontoxic 2-N-oxalyl isomer, and its hydrolysis product 2,3-diamino-propanoic acid (DAPRO) by 1H- and 13C-NMR spectroscopy.
The 1H and 13C NMR data of DAPRO, alpha- and beta-ODAP were measured at varying pH values and the physical relevance of these data was studied. As a potential way to detoxify the neurotoxin beta-ODAP, its isomerization was studied at room temperature and at 60 degrees C. An unknown hydrolysate is identified as DAPRO.
De Bruyn
A
A
Laboratory of Organic Chemistry, University of Ghent, Belgium.
Van Haver
D
D
Lambein
F
F
Abegaz
B M
BM
D000599:Amino Acids, Diamino / Q000737:chemistry*; D007887:Fabaceae; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D009498:Neurotoxins / Q000737:chemistry*; D010946:Plants, Medicinal; D013237:Stereoisomerism; D015091:beta-Alanine / Q000031:analogs & derivatives* / Q000737:chemistry
D000599:Amino Acids, Diamino; D009498:Neurotoxins; D015091:beta-Alanine; C100126:oxalyldiaminopropionic acid; C011757:2,3-diaminopropionic acid