(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.
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页码：3013 / 3016
页数：4
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