Synthesis of amide-linked [(3')CH2CO-NH(5')] nucleoside analogues of small oligonucleotides

Article abstract of DOI:10.1080/15257770008032997

We report syntheses of new amide-linked (di-penta)nucleoside analogues of antisense oligonucleotide components. Solution-phase coupling of 3'- (carboxymethyl)-3'-deoxy- and 5'-amino-5'-deoxynucleoside derivatives provides amide dimers. Activated [3'-(carboxymethyl)-3'-deoxy] units with a 5'-azido-5'-deoxy function provide 'masked' 5'-amino-5'-deoxy residues for chain extension, and a 5'-O-DMT-protected unit provides the 5'-terminus for attachment to a phosphodiester linkage.

Full text of DOI:10.1080/15257770008032997

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Nucleosides, Nucleotides and Nucleic
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Synthesis of Amide-Linked [(3′)CH2CO-
NH(5′)] Nucleoside Analogues of Small
Oligonucleotides
Morris J. Robins a , Bogdan Doboszewski a b , Bradley L. Nilsson a
Matt A. Peterson a
&
a Department of Chemistry and Biochemistry , Brigham Young
University , Provo, Utah, 84602-5700, U.S.A.
b Department of Fundamental Chemistry , Federal University of
Pernambuco , Recife, Brazil
Published online: 24 Sep 2006.
To cite this article: Morris J. Robins , Bogdan Doboszewski , Bradley L. Nilsson & Matt A. Peterson
(2000) Synthesis of Amide-Linked [(3′)CH2CO-NH(5′)] Nucleoside Analogues of Small Oligonucleotides,
Nucleosides, Nucleotides and Nucleic Acids, 19:1-2, 69-86, DOI: 10.1080/15257770008032997
To link to this article: http://dx.doi.org/10.1080/15257770008032997
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