Extended Peptide Nucleic Acid Nucleobases Based on Isoorotic Acid for the Recognition of A-U Base Pairs in Double-Stranded RNA

被引:7
作者
Brodyagin, Nikita [2 ]
Maryniak, Aubrey L. [1 ]
Kumpina, Ilze [3 ]
Talbott, John M. [1 ]
Katkevics, Martins [3 ]
Rozners, Eriks [2 ]
MacKay, James A. [1 ]
机构
[1] Elizabethtown Coll, Dept Chem & Biochem, Elizabethtown, PA 17022 USA
[2] SUNY Binghamton, Dept Chem, Binghamton, NY 13902 USA
[3] Latvian Inst Organ Synth, Aizkraukles 21, LV-1006 Riga, Latvia
基金
美国国家科学基金会;
关键词
nucleic acids; nucleobases; peptide nucleic acids; RNA recognition; triple helix; SEQUENCE-SELECTIVE RECOGNITION; THYMINE; PNA;
D O I
10.1002/chem.202005401
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Peptide nucleic acids (PNA) with extended isoorotamide containing nucleobases (I-o) were designed for binding A-U base pairs in double-stranded RNA. Isothermal titration calorimetry and UV thermal melting experiments revealed improved affinity for A-U using the Io scaffold in PNA. PNAs having four sequential Io extended nucleobases maintained high binding affinity.
引用
收藏
页码:4332 / 4335
页数:4
相关论文
共 31 条
  • [1] Brodyagin N., 2020, METHOD MOL BIOL, P157
  • [2] PEPTIDE NUCLEIC-ACIDS AND THEIR POTENTIAL APPLICATIONS IN BIOTECHNOLOGY
    BUCHARDT, O
    EGHOLM, M
    BERG, RH
    NIELSEN, PE
    [J]. TRENDS IN BIOTECHNOLOGY, 1993, 11 (09) : 384 - 386
  • [3] Incorporation of thio-pseudoisocytosine into triplex-forming peptide nucleic acids for enhanced recognition of RNA duplexes
    Devi, Gitali
    Yuan, Zhen
    Lu, Yunpeng
    Zhao, Yanli
    Chen, Gang
    [J]. NUCLEIC ACIDS RESEARCH, 2014, 42 (06) : 4008 - 4018
  • [4] SYNTHESIS OF ACYL HALIDES UNDER VERY MILD CONDITIONS
    DEVOS, A
    REMION, J
    FRISQUEHESBAIN, AM
    COLENS, A
    GHOSEZ, L
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (24) : 1180 - 1181
  • [5] Substituted 1,8-naphthyridin-2(1H)-ones are superior to thymine in the recognition of adenine in duplex as well as triplex structures
    Eldrup, AB
    Christensen, C
    Haaima, G
    Nielsen, PE
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (13) : 3254 - 3262
  • [6] Fox K. R., 2018, CHEM BIOL, V7
  • [7] Fox K. R., 2018, CHEM BIOL NO 7 DNA T, V7, P1
  • [8] Sequence-selective recognition of double-stranded RNA and enhanced cellular uptake of cationic nucleobase and backbone-modified peptide nucleic acids
    Hnedzko, Dziyana
    Mcgee, Dennis W.
    Karamitas, Yannis A.
    Rozners, Eriks
    [J]. RNA, 2017, 23 (01) : 58 - 69
  • [9] The detrimental effect of orotic acid substitution in the peptide nucleic acid strand on the stability of PNA2:NA triple helices
    Hudson, RHE
    Wojciechowski, F
    [J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 2005, 83 (10): : 1731 - 1740
  • [10] Double-Stranded RNA-Specific Templated Reaction with Triplex Forming PNA
    Kim, Ki Tae
    Chang, Dalu
    Winssinger, Nicolas
    [J]. HELVETICA CHIMICA ACTA, 2018, 101 (03)