AN IMPROVED POST-SYNTHETIC SUBSTITUTION APPROACH FOR SYNTHESIS OF OLIGODEOXYNUCLEOTIDES CONTAINING LABILE 4-SUBSTITUTED THYMINES

被引:7
作者
ZHENG, QG
XU, YZ
SWANN, PF
机构
[1] Department of Biochemistry and Molecular Biology, Cancer Research Campaign, Nitrosamine-Induced Cancer Research Group, University College London, London WC1E 6BT, Gower Street
来源
NUCLEOSIDES & NUCLEOTIDES | 1995年 / 14卷 / 3-5期
关键词
D O I
10.1080/15257779508012506
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
A simple procedure is described for the preparation of a versatile oligodeoxynucleotide which contains 4-phenylthiothymidine. This versatile oligomer has been successfully used for synthesis of oligonucleotides containing labile 5-methyl-N-4,N-4-ethanocytosine (7) or 4-azido-5-methyl-2-pyrimidinone-1-beta-(2'-deoxyriboside) (8).
引用
收藏
页码:939 / 942
页数:4
相关论文
共 15 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]  
ENGLISH U, 1991, ANGEW CHEM INT EDIT, P613
[3]   6-O-(PENTAFLUOROPHENYL)-2'-DEOXYGUANOSINE - A VERSATILE SYNTHON FOR NUCLEOSIDE AND OLIGONUCLEOTIDE SYNTHESIS [J].
GAO, H ;
FATHI, R ;
GAFFNEY, BL ;
GOSWAMI, B ;
KUNG, PP ;
RHEE, Y ;
JIN, R ;
JONES, RA .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (25) :6954-6959
[4]   NEW STRATEGY FOR THE SYNTHESIS OF OLIGODEOXYNUCLEOTIDES BEARING ADDUCTS AT EXOCYCLIC AMINO SITES OF PURINE NUCLEOSIDES [J].
HARRIS, CM ;
ZHOU, L ;
STRAND, EA ;
HARRIS, TM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (11) :4328-4329
[5]   A POSTOLIGOMERIZATION SYNTHESIS OF OLIGODEOXYNUCLEOTIDES CONTAINING POLYCYCLIC AROMATIC HYDROCARBON ADDUCTS AT THE N(6) POSITION OF DEOXYADENOSINE [J].
KIM, SJ ;
STONE, MP ;
HARRIS, CM ;
HARRIS, TM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (13) :5480-5481
[6]   SIMPLE CHEMICAL SYNTHESIS AND HYBRIDIZATION PROPERTIES OF NON-RADIOACTIVE DNA PROBES [J].
LEBRUN, S ;
DUCHANGE, N ;
NAMANE, A ;
ZAKIN, MM ;
HUYNHDINH, T ;
IGOLEN, J .
BIOCHIMIE, 1989, 71 (03) :319-324
[7]   ENGINEERING TETHERED DNA-MOLECULES BY THE CONVERTIBLE NUCLEOSIDE APPROACH [J].
MACMILLAN, AM ;
VERDINE, GL .
TETRAHEDRON, 1991, 47 (14-15) :2603-2616
[8]   THE SYNTHESIS OF OLIGODEOXYNUCLEOTIDES CONTAINING 4-THIOTHYMIDINE RESIDUES [J].
NIKIFOROV, TT ;
CONNOLLY, BA .
TETRAHEDRON LETTERS, 1991, 32 (31) :3851-3854
[9]   LABILE EXOCYCLIC AMINE PROTECTION OF NUCLEOSIDES IN DNA, RNA AND OLIGONUCLEOTIDE ANALOG SYNTHESIS FACILITATING N-DEACYLATION, MINIMIZING DEPURINATION AND CHAIN DEGRADATION [J].
SINHA, ND ;
DAVIS, P ;
USMAN, N ;
PEREZ, J ;
HODGE, R ;
KREMSKY, J ;
CASALE, R .
BIOCHIMIE, 1993, 75 (1-2) :13-23
[10]   NUCLEIC ACID-INCORPORATED AZIDONUCLEOTIDES - PROBES FOR STUDYING THE INTERACTION OF RNA OR DNA WITH PROTEINS AND OTHER NUCLEIC-ACIDS [J].
SYLVERS, LA ;
WOWER, J .
BIOCONJUGATE CHEMISTRY, 1993, 4 (06) :411-418