Synthesis of DNA conjugates by solid-phase fragment condensation via aldehyde-nucleophile coupling

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31

作者:

TS ZatsepinDA StetsenkoMJ GaitTS Oretskaya

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摘要:

Oligodeoxyribonucleotides were synthesized that contain a novel nucleoside, 2′- O-(2,3-dihydroxypropyl)cytidine. Its 2′-diol group was blocked by an allyloxycarbonyl protecting group. Selective deprotection of diol group(s) of the support-immobilized blocked oligodeoxyribonucleotide by Pd(0) followed by periodate oxidation resulted in generation of the 2′-aldehyde group(s) on solid-phase. The modified oligonucleotides were used to prepare a number of conjugates with acridine, biotin and N-modified laminin peptides by oxime, hydrazone and hydrazine formation. The method may be applicable to the synthesis of oligonucleotide–peptide conjugates.

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DOI:

10.1016/j.tetlet.2005.03.056

被引量:

27

年份:

2005

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