The synthesis of deuterionucleosides

被引:19
作者
Földesi, A [1 ]
Trifonova, A [1 ]
Kundu, MK [1 ]
Chattopadhyaya, J [1 ]
机构
[1] Uppsala Univ, Ctr Biomed, Dept Bioorgan Chem, S-75123 Uppsala, Sweden
关键词
D O I
10.1080/15257770008045450
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 synthesis of deuterionucleosides for site-specific incorporation into oligo-DNA or -RNA is herein reviewed for NMR or biological studies. The review covers the following aspects: (i) deuteration of the aglycone; (ii) single-site chemical deuteration of the sugar residues; (iii) multiple-site chemical deuteration of the sugar residues; (iv) enzymatic synthesis of deuterated nucleosides or nucleotides; and (v) synthesis of labelled nucleosides with multiple isotopes.
引用
收藏
页码:1615 / 1656
页数:42
相关论文
共 243 条
[11]  
[Anonymous], 1989, NUCL OVERHAUSER EFFE, DOI DOI 10.1002/MRC.1260280819
[12]   Preparation of 1'-C deuterated synthons for RNA synthesis by H-phosphonate method aiming at two-dimensional NMR secondary structure studies [J].
Arnold, L ;
Pressova, M ;
Saman, D ;
Vogtherr, M ;
Limmer, S .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1996, 61 (03) :389-403
[13]   PHOTOLYSIS OF AZIDO SUGAR DERIVATIVES - GENERATION OF 5'-ALDEHYDES FROM 5'-AZIDO DERIVATIVES OF ADENOSINE AND URIDINE [J].
BAKER, DC ;
HORTON, D .
CARBOHYDRATE RESEARCH, 1972, 21 (03) :393-&
[14]   APPLICATIONS OF CATALYTIC, HYDROGEN-DEUTERIUM EXCHANGE IN C-13-NMR SPECTROSCOPY [J].
BALZA, F ;
CYR, N ;
HAMER, GK ;
PERLIN, AS ;
KOCH, HJ ;
STUART, RS .
CARBOHYDRATE RESEARCH, 1977, 59 (01) :C7-C11
[15]   SOME STEREOCHEMICAL CHARACTERISTICS OF C-H-1-C-H-2 EXCHANGE-REACTIONS WITH RANEY-NICKEL CATALYST IN DEUTERIUM-OXIDE [J].
BALZA, F ;
PERLIN, AS .
CARBOHYDRATE RESEARCH, 1982, 107 (02) :270-278
[16]   INDEPENDENT GENERATION OF THE MAJOR ADDUCT OF HYDROXYL RADICAL AND THYMIDINE - EXAMINATION OF INTRAMOLECULAR HYDROGEN-ATOM TRANSFER IN COMPETITION WITH THIOL TRAPPING [J].
BARVIAN, MR ;
GREENBERG, MM .
TETRAHEDRON LETTERS, 1992, 33 (41) :6057-6060
[17]  
Batey RT, 1995, METHOD ENZYMOL, V261, P300
[18]   PREPARATION OF ISOTOPICALLY LABELED RIBONUCLEOTIDES FOR MULTIDIMENSIONAL NMR-SPECTROSCOPY OF RNA [J].
BATEY, RT ;
INADA, M ;
KUJAWINSKI, E ;
PUGLISI, JD ;
WILLIAMSON, JR .
NUCLEIC ACIDS RESEARCH, 1992, 20 (17) :4515-4523
[19]   RAMAN SPECTRAL STUDIES NUCLEIC-ACIDS .24. MOLECULAR-CONFORMATIONS AND 8-CH EXCHANGE-RATES OF PURINE RIBONUCLEOTIDES AND DEOXYRIBONUCLEOTIDES - INVESTIGATION BY RAMAN-SPECTROSCOPY [J].
BENEVIDES, JM ;
LEMEUR, D ;
THOMAS, GJ .
BIOPOLYMERS, 1984, 23 (06) :1011-1024
[20]   DEUTERATION AND TRITIATION OF 2'-DEOXYRIBONUCLEOSIDES IN THE 5' AND 4' POSITIONS [J].
BERGER, M ;
SHAW, A ;
CADET, J ;
JONES, JR .
NUCLEOSIDES & NUCLEOTIDES, 1987, 6 (1-2) :395-396