THE SYNTHESIS OF POLYAMIDE NUCLEIC-ACIDS USING A NOVEL MONOMETHOXYTRITYL PROTECTING-GROUP STRATEGY

被引:110
作者
WILL, DW [1 ]
LANGNER, D [1 ]
KNOLLE, J [1 ]
UHLMANN, E [1 ]
机构
[1] HOECHST AG,ALLGEMEINE PHARMA FORSCH G838,D-65926 FRANKFURT,GERMANY
关键词
D O I
10.1016/0040-4020(95)00766-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of novel monomethoxytrityl (Mmt) protected monomers for the synthesis of polyamide nucleic acids (PNAs) is described. The use of base-labile acyl-type nucleobase protecting groups and of a succinyl-linked solid-support offers a synthetic strategy similar to standard oligonucleotide synthesis conditions. This strategy has been successfully applied for the synthesis of PNAs of mixed base sequence.
引用
收藏
页码:12069 / 12082
页数:14
相关论文
共 13 条
[1]   PEPTIDE NUCLEIC-ACIDS AND THEIR POTENTIAL APPLICATIONS IN BIOTECHNOLOGY [J].
BUCHARDT, O ;
EGHOLM, M ;
BERG, RH ;
NIELSEN, PE .
TRENDS IN BIOTECHNOLOGY, 1993, 11 (09) :384-386
[2]  
CHRISTENSEN L, 1994, INNOVATION PERSPECTI, P149
[3]  
DAMHA MJ, 1991, NUCLEIC ACIDS RES, V18, P3813
[4]   PEPTIDE NUCLEIC-ACIDS CONTAINING ADENINE OR GUANINE RECOGNIZE THYMINE AND CYTOSINE IN COMPLEMENTARY-DNA SEQUENCES [J].
EGHOLM, M ;
BEHRENS, C ;
CHRISTENSEN, L ;
BERG, RH ;
NIELSEN, PE ;
BUCHARDT, O .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (09) :800-801
[5]   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
[6]  
EGHOLM M, 1992, J AM CHEM SOC, V144, P9677
[7]  
HEIMER EP, 1984, INT J PEPT PROT RES, V23, P203
[8]   A CONVENIENT SYNTHESIS OF CHIRAL PEPTIDE NUCLEIC-ACID (PNA) MONOMERS [J].
KOSYNKINA, L ;
WANG, W ;
LIANG, TC .
TETRAHEDRON LETTERS, 1994, 35 (29) :5173-5176
[9]   PEPTIDE NUCLEIC-ACID (PNA) - A DNA MIMIC WITH A PEPTIDE BACKBONE [J].
NIELSEN, PE ;
EGHOLM, M ;
BUCHARDT, O .
BIOCONJUGATE CHEMISTRY, 1994, 5 (01) :3-7
[10]   SEQUENCE-SELECTIVE RECOGNITION OF DNA BY STRAND DISPLACEMENT WITH A THYMINE-SUBSTITUTED POLYAMIDE [J].
NIELSEN, PE ;
EGHOLM, M ;
BERG, RH ;
BUCHARDT, O .
SCIENCE, 1991, 254 (5037) :1497-1500