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HomeProduct name list3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID

3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID

Synonym(s):Dencichine;3-[(Carboxycarbonyl)amino]-L-alanine;Dencichin;ODAP;Nβ-Oxalylamino-L-alanine

3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID Structural

What is 3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID?

Description

β-ODAP stands for?L-β-N-oxalyl-α,β-diaminopropionic acid. Also called?L-β-oxalylaminoanaline, it is an analogue of the neurotransmitter glutamic acid.
β-ODAP is a neurotoxin that causes lathyrism, a disease in which neurons in the lumbar spine deteriorate, paralyzing the legs of humans and other mammals. The name lathyrism comes from the grass pea?Lathyrus sativus?and other plants of the?Lathyrus?genus that contain β-ODAP.
β-ODAP is purported to have?poisoned Christopher J. McCandless, the subject of the book and film?Into the Wild. The controversy revolves around whether β-ODAP is present in the seeds of the Alaskan wild potato?Hedysarum alpinum?that McCandless may have eaten. Thus far, analytical studies, chiefly by high-performance liquid chromatography and mass spectrometry methods, have been inconclusive. Stay tuned!
?

Definition

ChEBI: An Nbeta-acyl-L-2,3-diaminopropionic acid in which the acyl group is oxalyl.

Properties of 3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID

Density  1.596±0.06 g/cm3 (20 ºC 760 Torr)
storage temp.  Keep in dark place,Sealed in dry,2-8°C
solubility  0.1 M HCl: soluble2mg/mL, clear (warmed)
form  powder
pka 1.99±0.10(Predicted)
color  white to beige
optical activity [α]/D -17 to -23°, c = 0.5 (Solvent: 4N HCl)

Safety information for 3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID

Computed Descriptors for 3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID

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