New photolabile protecting groups in nucleoside and nucleotide chemistry -: Synthesis, cleavage mechanisms and applications

被引:48
作者
Giegrich, H [1 ]
Eisele-Bühler, S [1 ]
Hermann, C [1 ]
Kvasyuk, E [1 ]
Charubala, R [1 ]
Pfleiderer, W [1 ]
机构
[1] Univ Konstanz, Fak Chem, D-78434 Constance, Germany
来源
NUCLEOSIDES & NUCLEOTIDES | 1998年 / 17卷 / 9-11期
关键词
D O I
10.1080/07328319808004738
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
New photolabile protecting groups have been found in the 2-(2-nitrophenyl)ethoxycarbonyl and the 2-(2-nitrophenyl)ethylsulfonyl group, respectively. The influence of substituents at the phenyl ring as well as the side-chain has been investigated regarding the photolysis rates on irradiation at 365 mn. beta-Branching in the side-chain leads to highly increased rates of photodeprotection. A new type of photocleavage mechanism consisting of a photoinduced beta-elimination process is proposed.
引用
收藏
页码:1987 / 1996
页数:10
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