(1S,2R/1R,2S)-aminocyclohexyl glycyl thymine PNA:: Synthesis, monomer crystal structures, and DNA/RNA hybridization studies

被引：50

作者：

Govindaraju, T

Gonnade, RG

Bhadbhade, MM

Kumar, VA ^{[1
]}

Ganesh, KN

机构：

[1] Natl Chem Lab, Div Organ Chem Synth, Pune 411008, Maharashtra, India

[2] Natl Chem Lab, Ctr Mat Characterisat, Xray Facil, Pune 411008, Maharashtra, India

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 17期

关键词：

D O I：

10.1021/ol034933m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

graphic The synthesis of ethyl cis-(1S,2R/1R,2S)-2-aminocyclohex-1-yl-N-(thymin-1-yl-acetyl) glycinate (10a and 10b) via enzymatic resolution of the key racemic intermediate trans-2-azido cyclohexanols 3 is reported. The crystal structures of 10 show equatorial disposition of the tertiary amide group, with the torsion angle beta in the range 60-70degrees. The PNA oligomers incorporating these show differential effects in hybridizing with complementary DNA and RNA.

引用

页码：3013 / 3016

页数：4

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