Parallel synthesis and nucleic acid binding properties of C(6')-[alpha]-functionalized bicyclo-DNA

Silhár, Peter; Leumann, Christian J. (2010). Parallel synthesis and nucleic acid binding properties of C(6')-[alpha]-functionalized bicyclo-DNA. Bioorganic & medicinal chemistry, 18(22), pp. 7786-7793. Amsterdam: Elsevier 10.1016/j.bmc.2010.09.064

Text BMC8753.pdf - Published Version Restricted to registered users only Available under License Publisher holds Copyright. Download (686kB)

Two novel bicyclo-T nucleosides carrying a hydroxyl or a carboxymethyl substituent in C(6')-[alpha]-position were prepared and incorporated into oligodeoxynucleotides. During oligonucleotide deprotection the carboxymethyl substituent was converted into different amide substituents in a parallel way. Tm-measurements showed no dramatic differences in both, thermal affinity and mismatch discrimination, compared to unmodified oligonucleotides. The post-synthetic modification of the carboxymethyl substituent allows in principle for a parallel preparation of a library of oligonucleotides carrying diverse substituents at C(6'). In addition, functional groups can be placed into unique positions in a DNA double helix.

Interest & Impact

Downloads

9 since deposited on 04 Oct 2013
0 in the past 12 months

Citations

5 Citations in Web of Science ®
6 Citations in Scopus

Search

in Google Scholar™

Services

Actions (login required)

Edit item

Actions (login required)

Edit item