Govindaraju, T. ; Gonnade, Rajesh G. ; Bhadbhade, Mohan M. ; Kumar, Vaijayanti A. ; Ganesh, Krishna N. (2003) (1S,2R/1R,2S)-aminocyclohexyl glycyl thymine PNA: synthesis, monomer crystal structures, and DNA/RNA hybridization studies Organic Letters, 5 (17). pp. 3013-3016. ISSN 1523-7060
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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol034933m
Related URL: http://dx.doi.org/10.1021/ol034933m
Abstract
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 ß in the range 60-70°. The PNA oligomers incorporating these show differential effects in hybridizing with complementary DNA and RNA.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 10807 |
| Deposited On: | 09 Nov 2010 04:50 |
| Last Modified: | 31 May 2011 09:38 |
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