A convenient method for the synthesis of phosphoramidite non-nucleotide inserts for preparation of functionalized oligonucleotides

被引:0
|
作者
M. S. Kupryushkin
D. V. Pyshnyi
机构
[1] Siberian Branch of the Russian Academy of Sciences,Institute of Chemical Biology and Fundamental Medicine
关键词
branched DNA; non-nucleotide insert; modified oligonucleotides; fluorescent probes; thermal stability;
D O I
暂无
中图分类号
学科分类号
摘要
A simple approach to the synthesis of amidophosphite synthons of achiral non-nucleotide inserts using 4-(2-(4,4′-dimethoxytrityloxy)ethyl)morpholine-2,3-dione as a backbone of key precursor was suggested. Non-nucleotide synthons were synthesized using this approach that were suitable for synthesis of acridine-containing oligonucleotide derivatives, as well as oligonucleotides with branched carbohydrate-phosphate backbone.
引用
收藏
页码:662 / 666
页数:4
相关论文
共 50 条
  • [1] A convenient method for the synthesis of phosphoramidite non-nucleotide inserts for preparation of functionalized oligonucleotides
    Kupryushkin, M. S.
    Pyshnyi, D. V.
    RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2012, 38 (06) : 662 - 666
  • [2] SYNTHESIS OF CYCLIC OLIGODEOXYRIBONUCLEOTIDES WITH NON-NUCLEOTIDE INSERTS
    ORETSKAYA, TS
    DOLINNAYA, NG
    MERENKOVA, IN
    KRYNETSKAYA, NF
    ROMANOVA, EA
    VOLKOV, EM
    BLUMENFELD, M
    VASSEUR, M
    SHABAROVA, ZA
    BIOORGANICHESKAYA KHIMIYA, 1994, 20 (01): : 63 - 66
  • [3] Convenient approaches to the synthesis of oligonucleotide macrocycles containing non-nucleotide linkers
    Efimov, VA
    Buryakova, AA
    Kalinkina, AL
    Choob, MV
    Chakhmakhcheva, OG
    Ojwang, JO
    Rando, RF
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 1998, 17 (1-3): : 379 - 396
  • [4] The influence of the non-nucleotide insert on the hybridization properties of oligonucleotides
    Pyshnaya, IA
    Pyshnyi, DV
    Lomzov, AA
    Zarytova, VF
    Ivanova, EM
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2004, 23 (6-7): : 1065 - 1071
  • [5] CONVENIENT MANUAL SYNTHESIS OF OLIGONUCLEOTIDES USING A PHOSPHORAMIDITE METHODOLOGY
    EDELSTEIN, MS
    HUGHES, JL
    DNA-A JOURNAL OF MOLECULAR & CELLULAR BIOLOGY, 1984, 3 (01): : 126 - 126
  • [6] DOUBLE-STRANDED CYCLIC OLIGONUCLEOTIDES WITH NON-NUCLEOTIDE BRIDGES
    GAO, H
    CHIDAMBARAM, N
    CHEN, BC
    PELHAM, DE
    PATEL, R
    YANG, M
    ZHOU, L
    COOK, A
    COHEN, JS
    FASEB JOURNAL, 1994, 8 (04): : A373 - A373
  • [7] DOUBLE-STRANDED CYCLIC OLIGONUCLEOTIDES WITH NON-NUCLEOTIDE BRIDGES
    GAO, H
    CHIDAMBARAM, N
    CHEN, BC
    PELHAM, DE
    PATEL, R
    YANG, M
    ZHOU, L
    COOK, A
    COHEN, JS
    BIOCONJUGATE CHEMISTRY, 1994, 5 (05) : 445 - 453
  • [8] A convenient synthesis of 5-hydroxy-2'-deoxycytidine phosphoramidite and its incorporation into oligonucleotides
    Romieu, A
    Gasparutto, D
    Molko, D
    Cadet, J
    TETRAHEDRON LETTERS, 1997, 38 (43) : 7531 - 7534
  • [9] Synthesis of highly functionalized oligonucleotides using novel modifying and branching phosphoramidite units
    Polushin, NN
    CHEMISTRY OF NUCLEIC ACID COMPONENTS, 1999, 2 : 145 - 150
  • [10] Improved Performance of Anti-miRNA Oligonucleotides Using a Novel Non-Nucleotide Modifier
    Lennox, Kim A.
    Owczarzy, Richard
    Thomas, Derek M.
    Walder, Joseph A.
    Behlke, Mark A.
    MOLECULAR THERAPY-NUCLEIC ACIDS, 2013, 2 : e117