An azidomethyl protective group in the synthesis of oligoribonucleotides by the phosphotriester method

被引：18

作者：

Efimov, V. A. ^{[1
]}

Aralov, A. V. ^{[1
]}

Fedunin, S. V. ^{[1
]}

Klykov, V. N. ^{[1
]}

Chakhmakhcheva, O. G. ^{[1
]}

机构：

[1] Russian Acad Sci, Shemyakin Ovchinnikov Inst Bioorgan Chem, Gsp Moscow 117997, Russia

来源：

RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY | 2009年 / 35卷 / 02期

基金：

俄罗斯基础研究基金会;

关键词：

azidomethyl group; rapid phosphotriester method; oligoribonucleotides; synthesis; NUCLEOSIDE CHEMISTRY; CHEMICAL SYNTHESIS; RNA; OLIGONUCLEOTIDES; S; X-ACETALS;

D O I：

10.1134/S1068162009020149

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A rapid and effective method of an automatic oligoribonucleotide synthesis alternative to the phosphoramidite one was developed. This method is based on the phosphotriester approach to internucleotide bond formation under intramolecular O-nucleophilic catalysis and the use of an azidomethyl group for protection of a nucleotide 2'-hydroxyl function.

引用

页码：250 / 253

页数：4

共 14 条

[1] A new approach to stereospecific synthesis of P-chiral phosphorothioates.: Preparation of diastereomeric dithymidyl-(3′-5′) phosphorothioates [J].

Almer, H ;

Szabo, T ;

Stawinski, J .

CHEMICAL COMMUNICATIONS, 2004, (03) :290-291

[2]

EFIMOV VA, 1986, NUCLEIC ACIDS RES, V14, P6526

[3] Approach to the synthesis of natural and modified oligonucleotides by the phosphotriester method using O-nucleophilic intramolecular catalysis [J].

Efimov, Vladimir A. ;

Molchanova, Natalia S. ;

Chakhmakhcheva, Oksana G. .

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2007, 26 (8-9) :1087-1093

[4]

Hartsel Stephanie A., 2005, V288, P33

[5]

MARKIEWICZ WT, 1984, B POL ACAD SCI-CHEM, V32, P433

[6]

Ogilvie K.K., 1974, TETRAHEDRON LETT, V15, P2861, DOI 10.1016/S0040-4039(01)91763-0

[7]

Pechenov AE, 2000, BIOORG KHIM+, V26, P362

[8]

PECHENOV AE, 2000, RUSS J BIOORG CHEM+, V26, P327

[9]

Pitsch S, 2001, HELV CHIM ACTA, V84, P3773, DOI 10.1002/1522-2675(20011219)84:12<3773::AID-HLCA3773>3.0.CO

[10]

2-E

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