Streamlined Process for the Chemical Synthesis of RNA Using 2′-O-Thionocarbamate-Protected Nucleoside Phosphoramidites in the Solid Phase

被引：52

作者：

Dellinger, Douglas J. ^{[1
]}

Timar, Zoltan ^{[1
]}

Myerson, Joel ^{[1
]}

Sierzchala, Agnieszka B. ^{[3
]}

Turner, John ^{[1
]}

Ferreira, Fernando ^{[1
]}

Kupihar, Zoltan ^{[2
]}

Dellinger, Geraldine ^{[1
]}

Hill, Kenneth W. ^{[3
]}

Powell, James A. ^{[3
]}

Sampson, Jeffrey R. ^{[1
]}

Caruthers, Marvin H. ^{[2
]}

机构：

[1] Agilent Technol, Agilent Labs, Santa Clara, CA 95051 USA

[2] Univ Colorado, Dept Chem & Biochem, Boulder, CO 80309 USA

[3] Agilent Nucle Acids Solut Div, Boulder, CO 80301 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 30期

关键词：

PROTECTING GROUP; 2'-HYDROXYL PROTECTION; OLIGORIBONUCLEOTIDES; DEPROTECTION; CLEAVAGE; OLIGONUCLEOTIDES; RIBONUCLEOSIDES; MECHANISMS; BASES; HOMOCONJUGATION;

D O I：

10.1021/ja201561z

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An improved method for the chemical synthesis of RNA was developed utilizing a streamlined method for the preparation of phosphoramidite monomers and a single-step deprotection of the resulting oligoribo-nucleotide product using 1,2-diamines under anhydrous conditions. The process is compatible with most standard heterobase protection and employs a 2'-O-(1,1-dioxo-1 lambda(6)-thiomorpholine-4-carbothioate) as a unique 2'-hydroxyl protective group. Using this approach, it was demonstrated that the chemical synthesis of RNA can be as simple and robust as the chemical synthesis of DNA.

引用

页码：11540 / 11556

页数：17

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