Efficient introduction of phosphorothioates into RNA oligonucleotides by 3-ethoxy-1,2,4-dithiazoline-5-one (EDITH)

Qinghong Xu; George Barany; Robert P. Hammer; Karin Musier-Forsyth

doi:10.1093/nar/24.18.3643

Efficient introduction of phosphorothioates into RNA oligonucleotides by 3-ethoxy-1,2,4-dithiazoline-5-one (EDITH)

Qinghong Xu
, George Barany
, Robert P. Hammer
, Karin Musier-Forsyth

Chemistry (Twin Cities)

Research output: Contribution to journal › Article › peer-review

25 Scopus citations

Abstract

We recently reported on the use of 1,2,4-dithiazolidine-3,5-dione (DtsNH) and 3-ethoxy-1,2,4-dithiazoline-5-one (EDITH) as effective sulfurizing reagents for the preparation of phosphorothioate-containing oligodeoxyribonucleotides. One challenge in automated solid-phase synthesis of phosphorothioate-containing RNA is to develop sulfurization reagents that are effective in the presence of bulky 2'-OH protecting groups. The present study demonstrates that EDITH is exceedingly effective at low concentrations (0.05 M) and short reaction times (2 min) for the automated synthesis of oligoribonucleotides.

Original language	English (US)
Pages (from-to)	3643-3644
Number of pages	2
Journal	Nucleic acids research
Volume	24
Issue number	18
DOIs	https://doi.org/10.1093/nar/24.18.3643
State	Published - 1996

Bibliographical note

Funding Information:
We thank Mr Lin Chen for preparing some of the DtsNH and EDITH used in this work. Financial support from NIH grants GM 28934, 42722 and 43552 to GB; GM 49928 to KMF; and grants

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10.1093/nar/24.18.3643

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title = "Efficient introduction of phosphorothioates into RNA oligonucleotides by 3-ethoxy-1,2,4-dithiazoline-5-one (EDITH)",

abstract = "We recently reported on the use of 1,2,4-dithiazolidine-3,5-dione (DtsNH) and 3-ethoxy-1,2,4-dithiazoline-5-one (EDITH) as effective sulfurizing reagents for the preparation of phosphorothioate-containing oligodeoxyribonucleotides. One challenge in automated solid-phase synthesis of phosphorothioate-containing RNA is to develop sulfurization reagents that are effective in the presence of bulky 2'-OH protecting groups. The present study demonstrates that EDITH is exceedingly effective at low concentrations (0.05 M) and short reaction times (2 min) for the automated synthesis of oligoribonucleotides.",

author = "Qinghong Xu and George Barany and Hammer, \{Robert P.\} and Karin Musier-Forsyth",

note = "Funding Information: We thank Mr Lin Chen for preparing some of the DtsNH and EDITH used in this work. Financial support from NIH grants GM 28934, 42722 and 43552 to GB; GM 49928 to KMF; and grants",

year = "1996",

doi = "10.1093/nar/24.18.3643",

language = "English (US)",

volume = "24",

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journal = "Nucleic acids research",

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T1 - Efficient introduction of phosphorothioates into RNA oligonucleotides by 3-ethoxy-1,2,4-dithiazoline-5-one (EDITH)

AU - Xu, Qinghong

AU - Barany, George

AU - Hammer, Robert P.

AU - Musier-Forsyth, Karin

N1 - Funding Information: We thank Mr Lin Chen for preparing some of the DtsNH and EDITH used in this work. Financial support from NIH grants GM 28934, 42722 and 43552 to GB; GM 49928 to KMF; and grants

PY - 1996

Y1 - 1996

N2 - We recently reported on the use of 1,2,4-dithiazolidine-3,5-dione (DtsNH) and 3-ethoxy-1,2,4-dithiazoline-5-one (EDITH) as effective sulfurizing reagents for the preparation of phosphorothioate-containing oligodeoxyribonucleotides. One challenge in automated solid-phase synthesis of phosphorothioate-containing RNA is to develop sulfurization reagents that are effective in the presence of bulky 2'-OH protecting groups. The present study demonstrates that EDITH is exceedingly effective at low concentrations (0.05 M) and short reaction times (2 min) for the automated synthesis of oligoribonucleotides.

AB - We recently reported on the use of 1,2,4-dithiazolidine-3,5-dione (DtsNH) and 3-ethoxy-1,2,4-dithiazoline-5-one (EDITH) as effective sulfurizing reagents for the preparation of phosphorothioate-containing oligodeoxyribonucleotides. One challenge in automated solid-phase synthesis of phosphorothioate-containing RNA is to develop sulfurization reagents that are effective in the presence of bulky 2'-OH protecting groups. The present study demonstrates that EDITH is exceedingly effective at low concentrations (0.05 M) and short reaction times (2 min) for the automated synthesis of oligoribonucleotides.

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DO - 10.1093/nar/24.18.3643

M3 - Article

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AN - SCOPUS:0029792377

SN - 0305-1048

VL - 24

SP - 3643

EP - 3644

JO - Nucleic acids research

JF - Nucleic acids research

IS - 18

ER -

Efficient introduction of phosphorothioates into RNA oligonucleotides by 3-ethoxy-1,2,4-dithiazoline-5-one (EDITH)

Abstract

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