Electrophilic amination of adenines, formation and characteristics of N-aminoadenines

被引:17
作者
Saga, T [1 ]
Kaiya, T [1 ]
Asano, S [1 ]
Kohda, K [1 ]
机构
[1] NAGOYA CITY UNIV,FAC PHARMACEUT SCI,MIZUHO KU,NAGOYA,AICHI 467,JAPAN
来源
NUCLEOSIDES & NUCLEOTIDES | 1996年 / 15卷 / 1-3期
关键词
D O I
10.1080/07328319608002381
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
Amination of adenine with H2N-O-SO3H in alkaline media afforded 1-, 3-, 7- and 9-aminoadenine isomers at a ratio of about 1:1:3:1. In neutral media, the product ratio of the isomers changed to about 3:1:1:0. These results were different from the regioselectivity obtained by methylation of adenine with dimethyl sulfate under similar conditions. Amination of adenine with dinitrophenoxyamine in DMF gave 1-aminoadenine as the main product and this regioselectivity was also different from that of methylation with CH.3I. Chemical characteristics of these N-amino adenines are described.
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页码:219 / 233
页数:15
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