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J. Biochem, 1982, Vol. 91, No. 6 2087-2090
© 1982 Japanese Biochemical Society

other

Novel Formation of {alpha}-Amino Acids and Their Derivatives from Oxo Acids and Ammonia in an Aqueous Medium

Hiroshi YANAGAWA, Yumiko MAKINO, Kazuki SATO, Masato NISHIZAWA and Fujio EGAMI

Mitsubishi-Kasei Institute of Life Sciences 11 Minamiooya, Machida, Tokyo 194

In the course of a study of chemical evolution in the primeval sea, a novel reaction of carbonyl compounds with ammonia was found. Glyoxylic acid reacted with ammonia to afford N-oxalylglycine, which gave glycine in a 3–20 % yield after 6 n HC1 hydrolysis. Similarly, glyoxylic acid was treated with methylamine to give N-oxalylsarcosine, which afforded sarcosine in a 9–12% yield upon hydrolysis. Pyruvic acid reacted with ammonia to give N-acetylalanine, which gave alanine in a 1–4% yield upon hydrolysis. These reactions provide a novel and facile route to a-amino acids and their derivatives. A mechanism for the reactions is proposed.


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