Development of siRNA for therapeutics: Efficient synthesis of phosphorothioate RNA utilizing phenylacetyl disulfide (PADS)

Efficient synthesis of phosphorothioate RNA (PS-RNA) is demonstrated by using phenylacetyl disulfide (PADS) in a mixture of pyridine and acetonitrile (1:1, v/v) for 3 min. Sulfurization is achieved with >99.8% stepwise efficiency. This reagent also performs well during synthesis of RNA containing...

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Veröffentlicht in:	Bioorganic & medicinal chemistry letters 2006-05, Vol.16 (9), p.2513-2517
Hauptverfasser:	Ravikumar, Vasulinga T., Andrade, Mark, Carty, Recaldo L., Dan, Amy, Barone, Steve
Format:	Artikel
Sprache:	eng
Schlagworte:	Carbohydrates. Nucleosides and nucleotides Chemistry Exact sciences and technology Molecular Structure Nucleosides, nucleotides and oligonucleotides Oligonucleotide Oligonucleotides, Antisense - chemical synthesis Oligonucleotides, Antisense - chemistry Oligonucleotides, Antisense - therapeutic use Organic chemistry PADS Phenylacetates - chemistry Phosphorothioates Preparations and properties RNA, Small Interfering - chemical synthesis RNA, Small Interfering - chemistry RNA, Small Interfering - therapeutic use siRNA Solid-support synthesis Sulfides - chemistry Sulfurization Thionucleotides - chemical synthesis Thionucleotides - chemistry Thionucleotides - therapeutic use
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creator	Ravikumar, Vasulinga T. Andrade, Mark Carty, Recaldo L. Dan, Amy Barone, Steve
description	Efficient synthesis of phosphorothioate RNA (PS-RNA) is demonstrated by using phenylacetyl disulfide (PADS) in a mixture of pyridine and acetonitrile (1:1, v/v) for 3 min. Sulfurization is achieved with >99.8% stepwise efficiency. This reagent also performs well during synthesis of RNA containing PS:PO mixed backbone. Efficient synthesis of phosphorothioate RNA (PS-RNA) is demonstrated by using phenylacetyl disulfide (PADS) in a mixture of pyridine and acetonitrile (1:1, v/v) for 3 min. Sulfurization is achieved with >99.8% stepwise efficiency. This reagent also performs efficiently during synthesis of RNA containing PS:PO mixed backbone.
doi_str_mv	10.1016/j.bmcl.2006.01.081
format	Article
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subjects	Carbohydrates. Nucleosides and nucleotides Chemistry Exact sciences and technology Molecular Structure Nucleosides, nucleotides and oligonucleotides Oligonucleotide Oligonucleotides, Antisense - chemical synthesis Oligonucleotides, Antisense - chemistry Oligonucleotides, Antisense - therapeutic use Organic chemistry PADS Phenylacetates - chemistry Phosphorothioates Preparations and properties RNA, Small Interfering - chemical synthesis RNA, Small Interfering - chemistry RNA, Small Interfering - therapeutic use siRNA Solid-support synthesis Sulfides - chemistry Sulfurization Thionucleotides - chemical synthesis Thionucleotides - chemistry Thionucleotides - therapeutic use
title	Development of siRNA for therapeutics: Efficient synthesis of phosphorothioate RNA utilizing phenylacetyl disulfide (PADS)
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