Helical Structure of Disodium 5′-Guanosine Monophosphate Self-Assembly in Neutral Solution

被引:48
|
作者
Wu, Gang [1 ]
Kwan, Irene C. M. [1 ]
机构
[1] Queens Univ, Dept Chem, Kingston, ON K7L 3N6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
THROUGH-BOND CORRELATION; GUANOSINE 5'-MONOPHOSPHATE; NUCLEIC-ACIDS; ALKALI-METAL; G-QUADRUPLEX; Z-DNA; NMR; CATIONS; SPECTROSCOPY; 5-MONOPHOSPHATE;
D O I
10.1021/ja809258y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Nucleic acid molecules (DNA and RNA) are formed by linking many different basic units known as nucleotides together via covalent phosphodiester bonds. Nucleic acid molecules often form helical structures known as B-DNA (right-handed), A-DNA/RNA (right-handed), and Z-DNA (left-handed). We have found that spontaneous self-assembly of just one nucleotide, guanosine T-monophosphate (5'-GMP), leads to formation of a right-handed helix in neutral solution. The linkage between individual 5'-GMP molecules along the helix is provided by hydrogen bonds, as opposed to the covalent phosphodiester bonds found in regular polynucleotides. The most surprising finding is that this right-handed 5'-GMP helix has alternating C2'-endo and C3'-endo sugar puckers along the helical strand, a situation only seen to date in left-handed Z-DNA. The self-organized structure of 5'-GMP provides a perfect condition for phosphodiester bond formation which may provide a clue for formation of RNA oligomers under prebiotic conditions. We anticipate that similar helical structures could exist in other nucleic acid systems.
引用
收藏
页码:3180 / +
页数:4
相关论文
共 50 条
  • [31] The self-assembly of guanosine derivatives and folic acid
    Gottarelli, G
    Spada, GP
    Mariani, P
    CRYSTALLOGRAPHY OF SUPRAMOLECULAR COMPOUNDS, 1996, 480 : 307 - 330
  • [32] P-31 MAGNETIZATION TRANSFER NMR-STUDIES OF THE INTERCHANGE BETWEEN STRUCTURES OF SELF-ASSEMBLED DISODIUM GUANOSINE 5'-MONOPHOSPHATE IN SOLUTION
    LED, JJ
    GESMAR, H
    JOURNAL OF PHYSICAL CHEMISTRY, 1985, 89 (04): : 583 - 588
  • [33] Chiral self-assembly of helical particles
    Kolli, Hima Bindu
    Cinacchi, Giorgio
    Ferrarini, Alberta
    Giacometti, Achille
    FARADAY DISCUSSIONS, 2016, 186 : 171 - 186
  • [34] Self-assembly of an alkylated guanosine derivative into ordered supramolecular nanoribbons in solution and on solid surfaces
    Lena, Stefano
    Brancolini, Giorgia
    Gottarelli, Giovanni
    Mariani, Paolo
    Masiero, Stefano
    Venturini, Alessandro
    Palermo, Vincenzo
    Pandoli, Omar
    Pieraccini, Silvia
    Samori, Paolo
    Spada, Gian Piero
    CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (13) : 3757 - 3764
  • [35] A new model for the K+-induced macromolecular structure of guanosine 5′-monophosphate in solution
    Walmsley, JA
    Burnett, JF
    BIOCHEMISTRY, 1999, 38 (42) : 14063 - 14068
  • [36] Self-organization of guanosine 5′-monophosphate on mica
    Kunstelj, Klernen
    Federiconi, Francesco
    Spindler, Lea
    Drevensek-Olenik, Irena
    COLLOIDS AND SURFACES B-BIOINTERFACES, 2007, 59 (02) : 120 - 127
  • [37] Dissection of human tropoelastin: Solution structure, dynamics and self-assembly of the exon 5 peptide
    Bochicchio, B
    Floquet, N
    Pepe, A
    Alix, AJP
    Tamburro, AM
    CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (13) : 3166 - 3176
  • [38] Synthesis and self-assembly of hyperbranched polyethers peripherally modified with adenosine 5′-monophosphate
    Jiang, GH
    Wang, L
    Dong, XC
    Chen, C
    Chen, T
    JOURNAL OF APPLIED POLYMER SCIENCE, 2006, 99 (03) : 1147 - 1152
  • [39] Self-assembly of guanosine derivatives in aqueous media.
    Rivas, L
    García, M
    Rivera, JM
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U492 - U492
  • [40] Supramolecular architectures generated by self-assembly of guanosine derivatives
    Davis, Jeffery T.
    Spada, Gian Piero
    CHEMICAL SOCIETY REVIEWS, 2007, 36 (02) : 296 - 313