Dde-protected PNA monomers, orthogonal to Fmoc, for the synthesis of PNA-peptide conjugates

被引:30
作者
Bialy, L [1 ]
Díaz-Mochón, JJ [1 ]
Specker, E [1 ]
Keinicke, L [1 ]
Bradley, M [1 ]
机构
[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
基金
英国生物技术与生命科学研究理事会;
关键词
PNA; Dde; Fmoc; orthogonality; conjugate; peptide;
D O I
10.1016/j.tet.2005.06.003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Peptide nucleic acids have become, arguably, one of the most interesting of DNA mimics. Herein the efficient solution phase synthesis of four novel 1-(4,4-dimethyl-2,6-dioxacyclohexylidene)ethyl/4-methoxytrityl (Dde/Mmt) protected PNA monomers is reported which were then used to synthesise PNA-peptide conjugates through a mild Dde deprotection strategy, which was fully orthogonal to Fmoc chemistry, allowing at will Fmoc peptide and Dde-PNA synthesis. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8295 / 8305
页数:11
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