NEW SOLID-PHASE SYNTHESIS OF OLIGODEOXYTHYMIDINE PHOSPHORODITHIOATES BY A MODIFIED HOBT-METHOD

被引：5

作者：

ELDRUP, AB ^{[1
]}

FELDING, J ^{[1
]}

KEHLER, J ^{[1
]}

DAHL, O ^{[1
]}

机构：

[1] UNIV COPENHAGEN,HC ORSTED INST,DEPT CHEM,DK-2100 COPENHAGEN,DENMARK

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 34期

关键词：

D O I：

10.1016/0040-4039(95)01106-R

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two new dithiophosphorylating reagents 2a,b and shown to give nucleoside monomers 3a,b with reactivities suitable for solid phase synthesis. An octamer and a nonamer deoxythymidine phosphorodithioate were prepared on a TentaGel support with good coupling efficiencies. The products after deblocking are free from phosphorothioate contaminations (detection limit 0.5%).

引用

页码：6127 / 6130

页数：4

共 10 条

[1] 1-HYDROXY-7-AZABENZOTRIAZOLE - AN EFFICIENT PEPTIDE COUPLING ADDITIVE [J].

CARPINO, LA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) :4397-4398

[2]

CURTIUS T, 1907, J PRAKT CHEM, V76, P374

[3] DEOXYNUCLEOSIDE PHOSPHORODITHIOATES - PREPARATION BY A TRIESTER METHOD [J].

DAHL, BH ;

BJERGARDE, K ;

NIELSEN, J ;

DAHL, O .

TETRAHEDRON LETTERS, 1990, 31 (24) :3489-3492

[4] PREPARATION OF OLIGODEOXYRIBONUCLEOSIDE PHOSPHORODITHIOATES BY A TRIESTER METHOD [J].

ELDRUP, AB ;

BJERGARDE, K ;

FELDING, J ;

KEHLER, J ;

DAHL, O .

NUCLEIC ACIDS RESEARCH, 1994, 22 (10) :1797-1804

[5] PHOSPHORODITHIOATE DNA AS A POTENTIAL THERAPEUTIC DRUG [J].

MARSHALL, WS ;

CARUTHERS, MH .

SCIENCE, 1993, 259 (5101) :1564-1569

[6] SYNTHESIS OF DNA FRAGMENTS BY THE HYDROXYBENZOTRIAZOLE PHOSPHOTRIESTER APPROACH [J].

MARUGG, JE ;

TROMP, M ;

JHURANI, P ;

HOYNG, CF ;

VANDERMAREL, GA ;

VANBOOM, JH .

TETRAHEDRON, 1984, 40 (01) :73-78

[7] POLYMER SUPPORTED DNA-SYNTHESIS USING HYDROXYBENZOTRIAZOLE ACTIVATED PHOSPHOTRIESTER INTERMEDIATES [J].

MARUGG, JE ;

MCLAUGHLIN, LW ;

PIEL, N ;

TROMP, M ;

VANDERMAREL, GA ;

VANBOOM, JH .

TETRAHEDRON LETTERS, 1983, 24 (37) :3989-3992

[8]

OKYUSZEK A, 1992, TETRAHEDRON LETT, V33, P7585

[9] PHOSPHOTRIESTER APPROACH TO THE SYNTHESIS OF OLIGONUCLEOTIDES - A REAPPRAISAL [J].

REESE, CB ;

ZHANG, PZ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (19) :2291-2301

[10]

Wiesler W T, 1993, Methods Mol Biol, V20, P191

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