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VI. CHEMICAL DEVELOPMENT AND ANALYTICAL CHEMISTRY

Improved Impurity Profile of Phosphorothioate Oligonucleotides Through the Use of Dimeric Phosphoramidite Synthons

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Pages 1637-1640 | Published online: 16 Aug 2006

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  • Nomenclature: T19 denotes a nonadecathymidylate phosphorothioate, (T2)9T and (TdC)9T indicate monomer assembly, (T 2)9T, (TdC)9T indicate dimer assembly, TdC indicates S-CE protection Cruachem, Inc., Glasgow, Scotland
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  • Columns: dT-CPG (1μmol) from Glen Research. Standard detritylation, capping and 1H-tetrazole solutions (Applied Biosystems). Amidites (0.1 M in CH3CN), coupling time 200 s. Sulfurization: 3H-1, 2-benzodithiol-3-one-1, 1-dioxide (0.2 M in CH3CN, R. I. Chemical, Orange, CA), 900 s (not optimized)
  • Precise quantitation below 1% is difficult due to lack of baseline resolution. The actual value may be significantly lower.

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