H-PHOSPHONATE DNA-SYNTHESIS WITHOUT AMINO PROTECTION

被引：25

作者：

KUNG, PP ^{[1
]}

JONES, RA ^{[1
]}

机构：

[1] RUTGERS STATE UNIV,DEPT CHEM,PISCATAWAY,NJ 08855

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 40期

关键词：

OLIGONUCLEOTIDE SYNTHESIS; H-PHOSPHONATE;

D O I：

10.1016/S0040-4039(00)61075-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

DNA synthesis by the H-phosphonate method does not require the use of amino protecting groups. The cytosine amino group, and the guanine O6/N1 positions, do react with the condensing agent to some extent, but these derivatives are cleaved under the standard aqueous ammonia conditions commonly used for deprotection and cleavage of the oligonucleotide from the solid support.

引用

收藏

页码：5869 / 5872

页数：4

相关论文

共 15 条

[1] NEW GUANOSINE DERIVATIVES - FACILE O-6-PHOSPHORYLATION, THIOPHOSPHINYLATION SULFONYLATION AND SILYLATION OF GUANOSINE DERIVATIVES BY 4-DIMETHYLAMINOPYRIDINE CATALIZED REACTION [J].

DASKALOV, HP ;

SEKINE, M ;

HATA, T .

TETRAHEDRON LETTERS, 1980, 21 (40) :3899-3902

[2] DIALKYLFORMAMIDINES - DEPURINATION RESISTANT N-6-PROTECTING GROUP FOR DEOXYADENOSINE [J].

FROEHLER, BC ;

MATTEUCCI, MD .

NUCLEIC ACIDS RESEARCH, 1983, 11 (22) :8031-8036

[3]

GAFFNEY BL, UNPUB

[4] SYNTHESIS OF OLIGONUCLEOTIDES VIA MONOMERS WITH UNPROTECTED BASES [J].

GRYAZNOV, SM ;

LETSINGER, RL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (15) :5876-5877

[5] STUDIES ON POLYNUCLEOTIDES .9. EXPERIMENTS ON POLYMERIZATION OF MONONUCLEOTIDES - CERTAIN PROTECTED DERIVATIVES OF DEOXYCYTIDINE-5' PHOSPHATE AND SYNTHESIS OF DEOXYCYTIDINE POLYNUCLEOTIDES [J].

KHORANA, HG ;

TURNER, AF ;

VIZSOLYI, JP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (03) :686-&

[6] AMIDINE PROTECTING GROUPS FOR OLIGONUCLEOTIDE SYNTHESIS .16. [J].

MCBRIDE, LJ ;

KIERZEK, R ;

BEAUCAGE, SL ;

CARUTHERS, MH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) :2040-2048

[7] SIMPLIFICATION IN SYNTHESIS OF DEOXYRIBOOLIGONUCLEOTIDES [J].

NARANG, SA ;

WIGHTMAN, RH ;

ITAKURA, K .

CANADIAN JOURNAL OF CHEMISTRY, 1972, 50 (05) :769-&

[8] STUDIES ON POLYNUCLEOTIDES .18. EXPERIMENTS ON POLMERIZATION OF MONONUCLEOTIDES - SYNTHESIS AND CHARACTERIZATION OF DEOXYGUANOSINE OLIGONUCLEOTIDES [J].

RALPH, RK ;

CONNORS, WJ ;

KHORANA, HG ;

SCHALLER, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (13) :1983-&

[9] STUDIES ON POLYNUCLEOTIDES .24. STEPWISE SYNTHESIS OF SPECIFIC DEOXYRIBOPOLYNUCLEOTIDES (4) - PROTECTED DERIVATIVES OF DEOXYRIBONUCLEOSIDES AND NEW SYNTHESES OF DEOXYRIBONUCLEOSIDE-3 PHOSPHATES [J].

SCHALLER, H ;

WEIMANN, G ;

KHORANA, HG ;

LERCH, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (23) :3821-&

[10] STUDIES ON POLYNUCLEOTIDES .14. SPECIFIC SYNTHESIS OF C3'-C5' INTERRRIBONUCLEOTIDE LINKAGE - SYNTHESES OF URIDYLYL-(3'-]5')-URIDINE AND URIDYLYL-(3'-]5')-ADENOSINE [J].

SMITH, M ;

KHORANA, HG ;

RAMMLER, DH ;

GOLDBERG, IH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (03) :430-&