Expanding the scope and orthogonality of PNA synthesis

被引：40

作者：

Pothukanuri, Srinivasu ^{[1
]}

Pianowski, Zbigniew ^{[1
]}

Winssinger, Nicolas ^{[1
]}

机构：

[1] Univ Strasbourg, Inst Sci & Ingn Supramol, Organ & Bioorgan Chem Lab, F-67000 Strasbourg, France

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 18期

关键词：

peptides; nucleic acids; combinatorial chemistry; protecting groups;

D O I：

10.1002/ejoc.200800141

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Peptide nucleic acids (PNAs) hybridize to natural oligonucleotides according to Watson and Crick base-pairing rules. The robustness of PNA oligomers and ease of synthesis have made them an attractive platform to encode small or macromolecules for microarraying purposes and other applications based on programmable self assembly. A cornerstone of these endeavors is the orthogonality of PNA synthesis with other chemistries. Herein, we present a thorough investigation of six types of protecting groups for the terminal nitrogen atom (Alloc, Teoc, 4-N(3)Cbz, Fmoc, 4-OTBSCbz, and Azoc) and five protecting groups on the nucleobases (Cl-Bhoc, F-Bhoc, Teoc, 4-OMeCbz, and Boc). ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).

引用

收藏

页码：3141 / 3148

页数：8

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