Synthesis of nucleosides and related compounds .38. Deamination of 9-(hydroxymethylated cycloalkyl)-9H-adenines (carbocyclic adenine nucleosides) by adenosine deaminase: Effect of high-pressure upon deamination rate and enantioselectivity

被引:23
作者
Katagiri, N [1 ]
Ito, Y [1 ]
Shiraishi, T [1 ]
Maruyama, T [1 ]
Sato, Y [1 ]
Kaneko, C [1 ]
机构
[1] TOKUSHIMA BUNRI UNIV,FAC PHARMACEUT SCI,YAMASHIRO,TOKUSHIMA 770,JAPAN
来源
NUCLEOSIDES & NUCLEOTIDES | 1996年 / 15卷 / 1-3期
关键词
D O I
10.1080/07328319608002411
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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 by high-pressure. The reaction of three and five membered carbocyclic pressure 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.
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页码:631 / 647
页数:17
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