Oligonucleotides containing acyclic nucleoside analogues with carbamate internucleoside linkages

被引:12
作者
Habus, I [1 ]
Agrawal, S [1 ]
机构
[1] HYBRIDON INC,WORCESTER,MA 01605
来源
NUCLEOSIDES & NUCLEOTIDES | 1995年 / 14卷 / 9-10期
关键词
D O I
10.1080/15257779508010708
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
Synthesis of 2'-deoxy-2',3'-secothymidine t and its dimer t*t, where the two 2'-deoxy-2',3'-secothymidine t units are connected via a carbamate, *=3'-NH-CO-O-5', internucleoside linkage has been achieved. These building blocks were protected in the 5'-position, converted into their phosphoramidites, or attached onto CPG, and then used for ''chimeric oligonucleotide'' synthesis.
引用
收藏
页码:1853 / 1859
页数:7
相关论文
共 41 条
[1]   ANTISENSE OLIGONUCLEOTIDES AS ANTIVIRAL AGENTS [J].
AGRAWAL, S .
TRENDS IN BIOTECHNOLOGY, 1992, 10 (05) :152-158
[2]  
Agrawal Sudhir, 1995, Current Opinion in Biotechnology, V6, P12, DOI 10.1016/0958-1669(95)80003-4
[3]   INFLUENCE OF THE INCORPORATION OF (S)-9-(3,4-DIHYDROXY-BUTYL)ADENINE ON THE ENZYMATIC STABILITY AND BASE-PAIRING PROPERTIES OF OLIGODEOXYNUCLEOTIDES [J].
AUGUSTYNS, K ;
VANAERSCHOT, A ;
VANSCHEPDAEL, A ;
URBANKE, C ;
HERDEWIJN, P .
NUCLEIC ACIDS RESEARCH, 1991, 19 (10) :2587-2593
[4]   ISOTACTIC GLYCERO OLIGOTHYMIDYLATE - A CONVENIENT PREPARATION OF (R)-1',2'-SECO-2'-NORTHYMIDINE AND (S)-1',2'-SECO-2'-NORTHYMIDINE [J].
AZYMAH, M ;
CHAVIS, C ;
LUCAS, M ;
MORVAN, F ;
IMBACH, JL .
NUCLEOSIDES & NUCLEOTIDES, 1992, 11 (06) :1241-1255
[5]  
CARUTHERS MH, 1987, METHOD ENZYMOL, V154, P287
[6]   CHEMISTRY AND ANTIVIRAL ACTIVITIES OF ACYCLONUCLEOSIDES [J].
CHU, CK ;
CUTLER, SJ .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1986, 23 (02) :289-319
[7]   SYNTHESIS AND CHARACTERIZATION OF A CARBAMATE-LINKED OLIGONUCLEOSIDE [J].
COULL, JM ;
CARLSON, DV ;
WEITH, HL .
TETRAHEDRON LETTERS, 1987, 28 (07) :745-748
[8]   AN IMPROVED PROCEDURE FOR DERIVATIZATION OF CONTROLLED-PORE GLASS-BEADS FOR SOLID-PHASE OLIGONUCLEOTIDE SYNTHESIS [J].
DAMHA, MJ ;
GIANNARIS, PA ;
ZABARYLO, SV .
NUCLEIC ACIDS RESEARCH, 1990, 18 (13) :3813-3821
[9]   PNA HYBRIDIZES TO COMPLEMENTARY OLIGONUCLEOTIDES OBEYING THE WATSON-CRICK HYDROGEN-BONDING RULES [J].
EGHOLM, M ;
BUCHARDT, O ;
CHRISTENSEN, L ;
BEHRENS, C ;
FREIER, SM ;
DRIVER, DA ;
BERG, RH ;
KIM, SK ;
NORDEN, B ;
NIELSEN, PE .
NATURE, 1993, 365 (6446) :566-568
[10]   PEPTIDE NUCLEIC-ACIDS (PNA) - OLIGONUCLEOTIDE ANALOGS WITH AN ACHIRAL PEPTIDE BACKBONE [J].
EGHOLM, M ;
BUCHARDT, O ;
NIELSEN, PE ;
BERG, RH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (05) :1895-1897