Versatile strategy for oligonucleotide derivatization. Introduction of lanthanide(III) chelates to oligonucleotides

Citation
J. Hovinen et H. Hakala, Versatile strategy for oligonucleotide derivatization. Introduction of lanthanide(III) chelates to oligonucleotides, ORG LETT, 3(16), 2001, pp. 2473-2476
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
16
Year of publication
2001
Pages
2473 - 2476
Database
ISI
SICI code
1523-7060(20010809)3:16<2473:VSFODI>2.0.ZU;2-J
Abstract
[GRAPHICS] Novel nucleosidic phosphoramidite blocks were synthesized by a Mitsunobu re action between 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine and a primary al cohol containing a conjugate group in its structure (a protected functional group, an organic dye, or a precursor of a lanthanide(III) chelate) follow ed by phosphitylation. They were used in machine-assisted DNA synthesis in the standard manner. A slighty modified deprotection procedure was used for the preparation of oligonucleotide conjugates tethered to lanthanide(Ill) chelates. For the latter application one non-nucleosidic block was also syn thesized.