Oxalyldiaminopropionic acid

Oxalyldiaminopropionic acid
Stereo, skeletal formula of oxalyldiaminopropionic acid (S)
Names
Systematic IUPAC name
(2S)-2-Amino-3-(oxaloamino)propanoic acid
Other names
  • Dencichin
  • β-Oxalylaminoalanine
  • β-N-Oxalyl-α,β-diaminopropionic acid
  • β-N-oxalylamino-L-alanine (L-BOAA)[1]
Identifiers
3D model (JSmol)
3DMet
Abbreviations
  • BOAA
  • ODAP
  • β-ODAP
ChEBI
ChemSpider
KEGG
MeSH oxalyldiaminopropionic+acid
UNII
  • InChI=1S/C5H8N2O5/c6-2(4(9)10)1-7-3(8)5(11)12/h2H,1,6H2,(H,7,8)(H,9,10)(H,11,12)/t2-/m0/s1 ☒N
    Key: NEEQFPMRODQIKX-REOHCLBHSA-N ☒N
  • C([C@@H](C(=O)O)N)NC(=O)C(=O)O
Properties
C5H8N2O5
Molar mass 176.128 g·mol−1
Related compounds
Related compounds
Beta-Methylamino-L-alanine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Oxalyldiaminopropionic acid (ODAP) is a structural analogue of the neurotransmitter glutamate found in the grass pea Lathyrus sativus. It is the neurotoxin responsible for the motor neuron degeneration syndrome lathyrism.[1]

  1. ^ a b Woldeamanuel, Yohannes W.; Hassan, Anhar; Zenebe, Guta (2011-11-12). "Neurolathyrism: two Ethiopian case reports and review of the literature". Journal of Neurology. 259 (7): 1263–1268. doi:10.1007/s00415-011-6306-4. ISSN 0340-5354. PMID 22081101. S2CID 27543906.