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Solution‐Phase Synthesis of Phosphorothioate Oligonucleotides Using a Solid‐Supported Acyl Chloride with H ‐Phosphonate Chemistry
Author(s) -
Adamo Ilaria,
Dueymes Cécile,
Schönberger Andreas,
Navarro AudeEmmanuelle,
Meyer Albert,
Lange Meinolf,
Imbach JeanLouis,
Link Fritz,
Morvan François,
Vasseur JeanJacques
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500547
Subject(s) - chemistry , random hexamer , phosphonate , oligonucleotide , aqueous solution , solid phase synthesis , chloride , precipitation , oligonucleotide synthesis , solid phase extraction , extraction (chemistry) , combinatorial chemistry , organic chemistry , chromatography , crystallography , dna , biochemistry , peptide , physics , meteorology
The synthesis of oligonucleotides from dimers to a hexamer by a H ‐phosphonate approach in solution using solid‐supported acyl chloride is reported herein. This strategy avoids the use of chromatography. The work‐ups have been simplified and involve filtration, aqueous extraction and precipitation. The synthesis was scaled up to 1 mmol for the dimers and 340 μmol for the hexamer. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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