Dimethylthiarum disulfide: new sulfur transfer reagent in phosphorothioates oligonucleotide synthesis.
Dimethylthiarum disulfide (DTD) has been developed as a new and efficient sulfur-transfer reagent for automated synthesis of phosphorothioate oligonucleotides using phosphoramidite chemistry. The traditional four-step automated oligonucleotide synthesis has been compressed to three-step protocol using DTD. This improvement allowed an overall 20% reduction in the solvent consumption and reduced the total synthesis time by 25%. The large-scale application of DTD has been successfully demonstrated by synthesis of therapeutically useful 20-mer phosphorothioate antisense oligonucleotides with excellent yield and purity.
Wang
Zhiwei
Z
Medicinal Chemistry Department, ISIS Pharmaceuticals, Carlsbad, CA, USA.
Song
Quanlai
Q
Sanghvi
Yogesh S
YS
D001483:Base Sequence; D007202:Indicators and Reagents / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry; D013455:Sulfur / Q000737:chemistry*; D013859:Thiocarbamates / Q000737:chemistry*; D013873:Thionucleotides / Q000138:chemical synthesis* / Q000737:chemistry
D007202:Indicators and Reagents; D009943:Organophosphorus Compounds; D013859:Thiocarbamates; D013873:Thionucleotides; C479164:dimethylthiuram disulfide; D013455:Sulfur