Oxalyldiaminopropionic acid

Oxalyldiaminopropionic acid (ODAP) is a structural analogue of the neurotransmitter glutamate found in the grass pea Lathyrus sativus.

[3] In some regions, including the Indian subcontinent, Bangladesh, Ethiopia and Nepal, the grass pea has become a staple food item.

Reactive oxygen species (ROS) are generated in the mitochondria during metabolism, and the body has mechanisms in place to neutralize these molecules before they cause damage.

One antioxidant in the neutralizing pathway is glutathione (GSH), whose synthesis requires the sulfur-containing amino acids methionine and cysteine as precursors.

Further, L. sativus, as a food, is deficient in sulfur-containing amino acids, enhancing the receptor-level effects of ODAP on the production of GSH when ingested.

A ring opening leads to the formation of the short-lived intermediate 2,3-L-diaminopropanoic acid (DAPRO) which is then oxalylized by oxalyl-coenzyme A to form ODAP.

Stereo, skeletal formula of oxalyldiaminopropionic acid (S)
Stereo, skeletal formula of oxalyldiaminopropionic acid (S)
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The biosynthesis pathway of ODAP in L. sativus .
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The pathway for one chemical synthesis of ODAP