NUCLEOTIDES .35. SYNTHESIS OF 3'-DEOXYADENYLYL-(2'-5')-3'-DEOXYADENYLYL-(2'-OMEGA)-9-(OMEGA-HYDROXYALKYL)ADENINES

被引:5
作者
MIKHAILOV, SN
CHARUBALA, R
PFLEIDERER, W
机构
[1] UNIV CONSTANCE,FAK CHEM,POSTFACH 5560,W-7750 CONSTANCE,GERMANY
[2] RUSSIAN ACAD SCI,INST MOLEC BIOL,MOSCOW 117984,RUSSIA
关键词
D O I
10.1002/hlca.19910740419
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Via the phosphotriester approach, new structural analogs of (2'-5')oligoadenylates, namely 3'-deoxyadenylyl-(2'-5')-3'-deoxyadenylyl-(2'-omega)-9-(omega-hydroxyalkyl)adenines 18-21, have been synthesized (see Scheme) which should preserve biological activity and show higher stability towards phosphodiesterases. The newly synthesized oligonuleotides 18-21 have been characterized by H-1-NMR spectra, TLC, and HPLC analysis.
引用
收藏
页码:887 / 891
页数:5
相关论文
共 26 条
[1]   INTERFERON ACTION MAY BE MEDIATED BY ACTIVATION OF A NUCLEASE BY PPPA2'P5'A2'P5'A [J].
BAGLIONI, C ;
MINKS, MA ;
MARONEY, PA .
NATURE, 1978, 273 (5664) :684-687
[2]   NUCLEOTIDES .28. CHEMICAL SYNTHESES OF THE 2'-5'-CORDYCEPIN-TRIMER CORE [J].
CHARUBALA, R ;
UHLMANN, E ;
HIMMELSBACH, F ;
PFLEIDERER, W .
HELVETICA CHIMICA ACTA, 1987, 70 (08) :2028-2038
[3]  
CHARUBALA R, 1982, TETRAHEDRON LETT, P4789
[4]  
CHARUBALA R, 1980, TETRAHEDRON LETT, P4077
[5]  
CHARUBALA R, 1980, TETRAHEDRON LETT, P1933
[6]   INHIBITION OF CELL-FREE PROTEIN-SYNTHESIS BY PPPA2'P5'A2'P5'A - NOVEL OLIGONUCLEOTIDE SYNTHESIZED BY INTERFERON-TREATED L-CELL EXTRACTS [J].
CLEMENS, MJ ;
WILLIAMS, BRG .
CELL, 1978, 13 (03) :565-572
[7]  
DEVASH Y, 1984, J BIOL CHEM, V259, P3482
[8]   SYNTHESIS AND CHARACTERIZATION OF (2'-5')PPP3'DA(P3'DA)N, AN ANALOG OF (2'-5')PPPA(PA)N [J].
DOETSCH, P ;
WU, JM ;
SAWADA, Y ;
SUHADOLNIK, RJ .
NATURE, 1981, 291 (5813) :355-358
[9]   CORE (2'-5')OLIGOADENYLATE AND THE CORDYCEPIN ANALOG - INHIBITORS OF EPSTEIN-BARR VIRUS-INDUCED TRANSFORMATION OF HUMAN-LYMPHOCYTES IN THE ABSENCE OF INTERFERON [J].
DOETSCH, PW ;
SUHADOLNIK, RJ ;
SAWADA, Y ;
MOSCA, JD ;
FLICK, MB ;
REICHENBACH, NL ;
DANG, AQ ;
WU, JM ;
CHARUBALA, R ;
PFLEIDERER, W ;
HENDERSON, EE .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1981, 78 (11) :6699-6703
[10]   INHIBITION OF EPSTEIN-BARR VIRUS-ASSOCIATED NUCLEAR ANTIGEN (EBNA) INDUCTION BY (2',5')OLIGOADENYLATE AND THE CORDYCEPIN ANALOG - MECHANISM OF ACTION FOR INHIBITION OF EBV-INDUCED TRANSFORMATION [J].
HENDERSON, EE ;
DOETSCH, PW ;
CHARUBALA, R ;
PFLEIDERER, W ;
SUHADOLNIK, RJ .
VIROLOGY, 1982, 122 (01) :198-201