Details

Autor(en) / Beteiligte

• SATO, MOTOMU
• TATSUNO, TAKASHI
• MATSUO, HISAYUKI

Titel

Studies on the Racemization of Amino Acids and Their Derivatives. IV. : Structural Relation of Amino Acids to Their Racemizability in Acetic Acid

Ist Teil von

• YAKUGAKU ZASSHI, 1970/09/25, Vol.90(9), pp.1160-1163

Ort / Verlag

Japan: The Pharmaceutical Society of Japan

Erscheinungsjahr

1970

Quelle

MEDLINE

Beschreibungen/Notizen

• In relation to the racemization reaction of α-amino acid in nonaqueous acetic acid, the rate constants for the racemization of five neutral amino acids [Chemical formula] were kinetically investigated in glacial acetic acid and compared. Susceptibility of the tested amino acids to the acetic acid-induced racemization was found to decrease in the order of Ala>Leu>Phe>But>Val. This order, except Phe, was similar to the tendency observed in usual base-catalyzed racemization. The present results, combined with those reported in previous papers, 1, 5)suggest that acetate anion probably played a base-catalyst role in the present racemization reaction. In the case of Phe, however, another factor such as phenonium ion participation may be involved.