Synthesis and properties of oligonucleotides containing 8-bromo-2′-deoxyguanosine

被引:13
作者
Fàbrega, C [1 ]
Macías, MJ [1 ]
Eritja, R [1 ]
机构
[1] European Mol Biol Lab, D-69117 Heidelberg, Germany
关键词
D O I
10.1081/NCN-100002085
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
The preparation of oligonucleotides containing 8-bromo-2 ' -deoxyguanosine is described. Substitution of G by 8-bromoguanine on an alternating CG decamer stabilizes the Z-form in such a way that the B-form was not observed. Melting temperatures showed that duplexes in which 8-bromo-2 ' -deoxyguanosine paired with natural bases were much less stable.
引用
收藏
页码:251 / 260
页数:10
相关论文
共 28 条
[1]   THE SYNTHESIS OF MODIFIED OLIGONUCLEOTIDES BY THE PHOSPHORAMIDITE APPROACH AND THEIR APPLICATIONS [J].
BEAUCAGE, SL ;
IYER, RP .
TETRAHEDRON, 1993, 49 (28) :6123-6194
[2]  
BHATNAGAR SK, 1991, J BIOL CHEM, V266, P9050
[3]  
CONNOLLY BA, 1992, METHOD ENZYMOL, V211, P36
[4]   CHEMICAL PROBE FOR GLYCOSIDIC CONFORMATION IN TELOMERIC DNAS [J].
DIAS, E ;
BATTISTE, JL ;
WILLIAMSON, JR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (10) :4479-4480
[5]   Synthesis and characterization of 8-methoxy-2'-deoxyadenosine-containing oligonucleotides to probe the syn glycosidic conformation of 2'-deoxyadenosine within DNA [J].
Eason, RG ;
Burkhardt, DM ;
Phillips, SJ ;
Smith, DP ;
David, SS .
NUCLEIC ACIDS RESEARCH, 1996, 24 (05) :890-897
[6]  
Efrati E, 1997, J BIOL CHEM, V272, P2559
[7]   Studies on the synthesis of oligonucleotides containing photoreactive nucleosides:: 2-azido-2′-deoxyinosine and 8-azido-2′-deoxyadenosine [J].
Fàbrega, C ;
García, RG ;
Díaz, AR ;
Eritja, R .
BIOLOGICAL CHEMISTRY, 1998, 379 (4-5) :527-533
[8]   Synthesis of oligodeoxynucleotides containing 5-aminouracil and its N-acetyl derivative [J].
Ferrer, E ;
Neubauer, G ;
Mann, M ;
Eritja, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (14) :2051-2057
[9]   Preparation and properties of oligodeoxynucleotides containing 5-iodouracil and 5-bromo- and 5-iodocytosine [J].
Ferrer, E ;
Wiersma, M ;
Kazimierczak, B ;
Muller, CW ;
Eritja, R .
BIOCONJUGATE CHEMISTRY, 1997, 8 (05) :757-761
[10]   A RAPID METHOD FOR THE FUNCTIONALIZATION OF POLYMER SUPPORTS FOR SOLID-PHASE OLIGONUCLEOTIDE SYNTHESIS [J].
GUPTA, KC ;
KUMAR, P ;
BHATIA, D ;
SHARMA, AK .
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 1995, 14 (3-5) :829-832