Lewis acid deprotection of silyl-protected oligonucleotides and base-sensitive oligonucleotide analogues |
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| Authors: | Fernando Ferreira |
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| Institution: | Laboratoire de Chimie Organique Biomoléculaire de Synthèse, UMR 5625 CNRS-UM II, Université de Montpellier II, CC008, Place E. Bataillon, 34095 Montpellier Cedex 5, France |
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| Abstract: | Oligonucleotides protected with N-(trimethylsilylethoxycarbonyl) (Teoc) and P-(trimethylsilylethanol) (Tse) groups were synthesized and deprotected by a single ZnBr2 treatment. Teoc group stabilized dA against depurination. This strategy was applied to the synthesis of base-sensitive oligonucleotide prodrugs bearing S-acetyl-2-thioethyl (Sate) phosphotriesters. |
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| Keywords: | Silyl protecting group DNA Teoc Tse Sate |
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