Abstract

Abstract The deamination of eight kinds of racemic carbocyclic adenine nucleosides by adenosine deaminase under high-pressure (400 MPa) was examined and the result was compared with that obtained from the reaction under atmospheric pressure. The deamination of all carbocyclic nucleosides irrespective to their ring size of carbocycles was facilitated remarkably high-pressure. The reaction of three and five membered carbocyclic nucleosides resulted in the very high enantioselectivity both under high- and atmospheric Plessure whereas the enantioselectivity of six membered carbocyclic nucleosides was suppressed under high-pressure. However, the enantioselectivity of four membered nucleosides was low under both conditions. 1. Part 38 in the series “Synthesis of Nucleosides and Related Compounds”. For Part 37, see Katagiri, N.; Makino, S.; Kaneko, C. Chem. Pharm. Bid., 1995, 43, 884. #This paper is dedicated to the celebration of the 75th birthday of Dr. Yoshihisa Mizuno, Emeritus Professor of Hokkaido University.

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