USE OF NEW PHOSPHONYLATING AND COUPLING AGENTS IN THE SYNTHESIS OF OLIGODEOXYRIBONUCLEOTIDES VIA THE H-PHOSPHONATE APPROACH

被引:15
作者
SAKATSUME, O
YAMANE, H
TAKAKU, H
YAMAMOTO, N
机构
[1] CHIBA INST TECHNOL,DEPT IND CHEM,BIOORGAN CHEM LAB,NARASHINO,CHIBA 275,JAPAN
[2] YAMAGUCHI UNIV MED,DEPT VIROL & PARASITOL,UBE 755,JAPAN
关键词
D O I
10.1093/nar/18.11.3327
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
New phosphonylating and coupling agents for the synthesis of oligodeoxyribonucleotides via Hphosphonate approach have been developed. Tris(1,1,1,3,3,3-hexafluoro-2-propyl) phosphite, prepared by the reaction of lithium salt of 1,1,1,3,3,3-hexafluoro-2-propoxide with PCI3, reacts with deoxyribonucleosides in the presence of a catalytic amount of triethylamine to produce in the high yield the corresponding deoxyribonucleoside 3′- phosphonate units. The use of a new coupling reagent, 1,3-dimethyl-2-chloro-imidazolinium chloride (DMCI) for the internucleotidic H-phosphonate bond formation via the H-phosphonate approach is also discussed in detail. © 1990 Oxford University Press.
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收藏
页码:3327 / 3331
页数:5
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