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NOVEL SOLID SUPPORTS FOR THE PREPARATION OF 3'-DERIVATIZED OLIGONUCLEOTIDES - INTRODUCTION OF 3'-ALKYLPHOSPHATE TETHER GROUPS BEARING AMINO, CARBOXY, CARBOXAMIDO, AND MERCAPTO FUNCTIONALITIES
Tekijät: HOVINEN J, GUZAEV A, AZHAYEV A, LONNBERG H
Kustantaja: PERGAMON-ELSEVIER SCIENCE LTD
Julkaisuvuosi: 1994
Lehti:: Tetrahedron
Tietokannassa oleva lehden nimi: TETRAHEDRON
Lehden akronyymi: TETRAHEDRON
Vuosikerta: 50
Numero: 24
Aloitussivu: 7203
Lopetussivu: 7218
Sivujen määrä: 16
ISSN: 0040-4020
DOI: https://doi.org/10.1016/S0040-4020(01)85244-3
Tiivistelmä
Syntheses of 5 non-nucleosidic solid supports (1-5) that enable preparation of oligonucleotides bearing a carboxy,-amino,-carboxamido,-or mercaptoalkyl spacer arm at their 3'-terminus are described. They all contain an ester bond of moderate susceptibility toward nucleophiles. Upon the completion of oligonucleotide chain assembly, this bond may be cleaved by a variety of nucleophiles. These release the oligonucleotide from the support and simultaneously introduce the desired functionality. Differences in the reactivity between the supports prepared are discussed.
Syntheses of 5 non-nucleosidic solid supports (1-5) that enable preparation of oligonucleotides bearing a carboxy,-amino,-carboxamido,-or mercaptoalkyl spacer arm at their 3'-terminus are described. They all contain an ester bond of moderate susceptibility toward nucleophiles. Upon the completion of oligonucleotide chain assembly, this bond may be cleaved by a variety of nucleophiles. These release the oligonucleotide from the support and simultaneously introduce the desired functionality. Differences in the reactivity between the supports prepared are discussed.
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