Oligonucleotides with (N-thymin-1-ylacetyl) 1-phenylserinol in backbone: chiral acyclic analogues that form DNA triplexes

Rana, Vipul S. ; Kumar, Vaijayanti A. ; Ganesh, Krishna N. (1997) Oligonucleotides with (N-thymin-1-ylacetyl) 1-phenylserinol in backbone: chiral acyclic analogues that form DNA triplexes Bioorganic & Medicinal Chemistry Letters, 7 (22). pp. 2837-2842. ISSN 0960-894X

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S09608...

Related URL: http://dx.doi.org/10.1016/S0960-894X(97)10105-6

Abstract

The synthesis of oligonucleotides containing chiral acyclic 2(R/S)-(N-thymin-1-ylacetyl)-amino-1(R/S)-phenyl-1,3-propanediol unit in the backbone (l, R=Ar) is described. When used as third strand of a triplex with complementary natural duplex, the modified oligonucleotides form stable triplexes with triplex ↔ duplex transition Tm dependent on the number, position and stereochemistry of modification.

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