Synthesis and properties of DNA-PNA chimeric oligomers

被引:58
作者
Finn, PJ
Gibson, NJ
Fallon, R
Hamilton, A
Brown, T
机构
[1] UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO17 1BJ,HANTS,ENGLAND
[2] UNIV EDINBURGH,DEPT CHEM,EDINBURGH EH9 3JJ,MIDLOTHIAN,SCOTLAND
[3] AMERSHAM INT PLC,AMERSHAM LABS,AMERSHAM HP7 9LL,BUCKS,ENGLAND
关键词
D O I
10.1093/nar/24.17.3357
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
Adenine, thymine and cytosine RNA monomers have been prepared using 3-amino-1,2-propanediol as a starting material, The benzoyl group was used to protect the exocyclic amines of the heterocyclic bases of A and C PNA monomers and the backbone primary amine was protected with the monomethoxytrityl group, The thymine and cytosine PNA monomers were used in conjunction with standard DNA synthesis monomers to produce chimeric PNA DNA (PDC) oligomers. Ultraviolet melting studies confirmed that these oligomers form stable hybrids with complementary DNA strands and that mismatches in the DNA but more so in the RNA sections lead to duplex destabilisation.
引用
收藏
页码:3357 / 3363
页数:7
相关论文
共 23 条
  • [1] BANDERLAAN AC, 1995, RECL TRAV CHIM PAY B, V114, P295
  • [2] SOLID-PHASE SYNTHESIS OF DIRECTLY LINKED PNA-DNA-HYBRIDS
    BERGMANN, F
    BANNWARTH, W
    TAM, S
    [J]. TETRAHEDRON LETTERS, 1995, 36 (38) : 6823 - 6826
  • [3] BROP - A NEW REAGENT FOR COUPLING N-METHYLATED AMINO-ACIDS
    COSTE, J
    DUFOUR, MN
    PANTALONI, A
    CASTRO, B
    [J]. TETRAHEDRON LETTERS, 1990, 31 (05) : 669 - 672
  • [4] PEPTIDE NUCLEIC-ACID (PNA) WITH A CHIRAL BACKBONE BASED ON ALANINE
    DUEHOLM, KL
    PETERSEN, KH
    JENSEN, DK
    EGHOLM, M
    NIELSEN, PE
    BUCHARDT, O
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (08) : 1077 - 1080
  • [5] SYNTHESIS OF PEPTIDE NUCLEIC-ACID MONOMERS CONTAINING THE 4 NATURAL NUCLEOBASES - THYMINE, CYTOSINE, ADENINE, AND GUANINE AND THEIR OLIGOMERIZATION
    DUEHOLM, KL
    EGHOLM, M
    BEHRENS, C
    CHRISTENSEN, L
    HANSEN, HF
    VULPIUS, T
    PETERSEN, KH
    BERG, RH
    NIELSEN, PE
    BUCHARDT, O
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (19) : 5767 - 5773
  • [6] THERMODYNAMIC STABILITY AND SOLUTION CONFORMATION OF TANDEM G-CENTER-DOT-A MISMATCHES IN RNA AND RNA-CENTER-DOT-DNA HYBRID DUPLEXES
    EBEL, S
    BROWN, T
    LANE, AN
    [J]. EUROPEAN JOURNAL OF BIOCHEMISTRY, 1994, 220 (03): : 703 - 715
  • [7] PNA HYBRIDIZES TO COMPLEMENTARY OLIGONUCLEOTIDES OBEYING THE WATSON-CRICK HYDROGEN-BONDING RULES
    EGHOLM, M
    BUCHARDT, O
    CHRISTENSEN, L
    BEHRENS, C
    FREIER, SM
    DRIVER, DA
    BERG, RH
    KIM, SK
    NORDEN, B
    NIELSEN, PE
    [J]. NATURE, 1993, 365 (6446) : 566 - 568
  • [8] PEPTIDE NUCLEIC-ACIDS (PNA) - OLIGONUCLEOTIDE ANALOGS WITH AN ACHIRAL PEPTIDE BACKBONE
    EGHOLM, M
    BUCHARDT, O
    NIELSEN, PE
    BERG, RH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (05) : 1895 - 1897
  • [9] RECOGNITION OF GUANINE AND ADENINE IN DNA BY CYTOSINE AND THYMINE CONTAINING PEPTIDE NUCLEIC-ACIDS (PNA)
    EGHOLM, M
    NIELSEN, PE
    BUCHARDT, O
    BERG, RH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (24) : 9677 - 9678
  • [10] EGHOLM M, 1991, SCIENCE, V254, P1497