SYNTHESIS OF STEREOCHEMICALLY HOMOGENEOUS OLIGORIBONUCLEOSIDE ALL-R(P)-PHOSPHOROTHIOATES BY COMBINING H-PHOSPHONATE CHEMISTRY AND ENZYMATIC DIGESTION

被引:18
作者
ALMER, H [1 ]
STAWINSKI, J [1 ]
STROMBERG, R [1 ]
机构
[1] STOCKHOLM UNIV,DEPT ORGAN CHEM,ARRHENIUS LAB,S-10691 STOCKHOLM,SWEDEN
关键词
D O I
10.1039/c39940001459
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Oligouridine all-R(p)-phosphorothioates were synthesized using the H-phosphonate approach followed by sulfurisation with S-8 and treatment with nuclease P1.
引用
收藏
页码:1459 / 1460
页数:2
相关论文
共 12 条
[1]   EFFICIENT SYNTHESIS OF OLIGORIBONUCLEOTIDE AND ITS PHOSPHOROTHIOATE ANALOG USING H-PHOSPHONATE APPROACH [J].
AGRAWAL, S ;
TANG, JY .
TETRAHEDRON LETTERS, 1990, 31 (52) :7541-7544
[2]   SYNTHESIS OF DIRIBONUCLEOSIDE PHOSPHOROTHIOATES VIA STEREOSPECIFIC SULFURIZATION OF H-PHOSPHONATE DIESTERS [J].
ALMER, H ;
STAWINSKI, J ;
STROMBERG, R ;
THELIN, M .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (23) :6163-6169
[3]   AN EFFICIENT AND STEREOSELECTIVE SYNTHESIS OF 2',5'-OLIGO-(SP)-THIOADENYLATES [J].
BATTISTINI, C ;
BRASCA, MG ;
FUSTINONI, S ;
LAZZARI, E .
TETRAHEDRON, 1992, 48 (15) :3209-3226
[4]   STEREOCHEMICAL COURSE OF THE REACTION CATALYZED BY 5'-NUCLEOTIDE PHOSPHODIESTERASE FROM SNAKE-VENOM [J].
BRYANT, FR ;
BENKOVIC, SJ .
BIOCHEMISTRY, 1979, 18 (13) :2825-2828
[5]  
BURGERS PMJ, 1979, J BIOL CHEM, V254, P7476
[6]   DIASTEREOMERS OF 5'-O-ADENOSYL 3'-O-URIDYL PHOSPHOROTHIOATE - CHEMICAL SYNTHESIS AND ENZYMATIC PROPERTIES [J].
BURGERS, PMJ ;
ECKSTEIN, F .
BIOCHEMISTRY, 1979, 18 (04) :592-596
[7]   NUCLEOSIDE H-PHOSPHONATES .4. AUTOMATED SOLID-PHASE SYNTHESIS OF OLIGORIBONUCLEOTIDES BY THE HYDROGENPHOSPHONATE APPROACH [J].
GAREGG, PJ ;
LINDH, I ;
REGBERG, T ;
STAWINSKI, J ;
STROMBERG, R ;
HENRICHSON, C .
TETRAHEDRON LETTERS, 1986, 27 (34) :4055-4058
[8]   THE 1ST STEREOCONTROLLED SYNTHESIS OF THIOOLIGORIBONUCLEOTIDE - (RPRP) - AND (SPSP)-UPSUPSU [J].
LESNIKOWSKI, ZJ .
NUCLEOSIDES & NUCLEOTIDES, 1992, 11 (09) :1621-1638
[9]   SYNTHESIS AND CONFIGURATIONAL ANALYSIS OF A DINUCLEOSIDE PHOSPHATE ISOTOPICALLY CHIRAL AT PHOSPHORUS - STEREOCHEMICAL COURSE OF PENICILLIUM-CITRUM NUCLEASE P1 REACTION [J].
POTTER, BVL ;
CONNOLLY, BA ;
ECKSTEIN, F .
BIOCHEMISTRY, 1983, 22 (06) :1369-1377
[10]   EVALUATION OF 2'-HYDROXYL PROTECTION IN RNA-SYNTHESIS USING THE H-PHOSPHONATE APPROACH [J].
ROZNERS, E ;
WESTMAN, E ;
STROMBERG, R .
NUCLEIC ACIDS RESEARCH, 1994, 22 (01) :94-99