Motifs in nucleic acids: Molecular mechanics restraints for base pairing and base stacking

2002 ◽  
Vol 24 (1) ◽  
pp. 1-9 ◽  
Author(s):  
Stephen C. Harvey ◽  
Chunlin Wang ◽  
Stephane Teletchea ◽  
Richard Lavery
Keyword(s):  
Nucleic Acids ◽  
Molecular Mechanics ◽  
Base Pairing ◽  
Base Stacking

scholarly journals Synthesis of phosphoramidites of isoGNA, an isomer of glycerol nucleic acid

2014 ◽  
Vol 10 ◽  
pp. 2131-2138 ◽  
Author(s):  
Keunsoo Kim ◽  
Venkateshwarlu Punna ◽  
Phaneendrasai Karri ◽  
Ramanarayanan Krishnamurthy
Keyword(s):  
Nucleic Acid ◽  
Nucleic Acids ◽  
Structural Unit ◽  
Easy Access ◽  
Alternative Route ◽  
Base Pairing ◽  
Limited Base ◽  
Glycerol Nucleic Acid ◽  
Adenine Derivative

IsoGNA, an isomer of glycerol nucleic acid GNA, is a flexible (acyclic) nucleic acid with bases directly attached to its linear backbone. IsoGNA exhibits (limited) base-pairing properties which are unique compared to other known flexible nucleic acids. Herein, we report on the details of the preparation of isoGNA phosphoramidites and an alternative route for the synthesis of the adenine derivative. The synthetic improvements described here enable an easy access to isoGNA and allows for the further exploration of this structural unit in oligonucleotide chemistry thereby spurring investigations of its usefulness and applicability.

scholarly journals Making Molecules with Clay: Layered Double Hydroxides, Pentopyranose Nucleic Acids and the Origin of Life

Life ◽  
2019 ◽  
Vol 9 (1) ◽  
pp. 19 ◽  
Author(s):  
Harold Bernhardt
Keyword(s):  
Nucleic Acids ◽  
Lipid Bilayers ◽  
Information Transfer ◽  
Prebiotic Synthesis ◽  
Base Pairing ◽  
Phosphate Backbone ◽  
The Origin Of Life ◽  
Double Hydroxide ◽  
Double Hydroxides ◽  
Purine Pyrimidine

A mixture of sugar diphosphates is produced in reactions between small aldehyde phosphates catalysed by layered double hydroxide (LDH) clays under plausibly prebiotic conditions. A subset of these, pentose diphosphates, constitute the backbone subunits of nucleic acids capable of base pairing, which is not the case for the other products of these LDH-catalysed reactions. Not only that, but to date no other polymer found capable of base pairing—and therefore information transfer—has a backbone for which its monomer subunits have a plausible prebiotic synthesis, including the ribose-5-phosphate backbone subunit of RNA. Pentose diphosphates comprise the backbone monomers of pentopyranose nucleic acids, some of the strongest base pairing systems so far discovered. We have previously proposed that the first base pairing interactions were between purine nucleobase precursors, and that these were weaker and less specific than standard purine-pyrimidine interactions. We now propose that the inherently stronger pairing of pentopyranose nucleic acids would have compensated for these weaker interactions, and produced an informational polymer capable of undergoing nonenzymatic replication. LDH clays might also have catalysed the synthesis of the purine nucleobase precursors, and the polymerization of pentopyranose nucleotide monomers into oligonucleotides, as well as the formation of the first lipid bilayers.

scholarly journals Guanine base stacking in G-quadruplex nucleic acids

2012 ◽  
Vol 41 (3) ◽  
pp. 2034-2046 ◽  
Author(s):  
Christopher Jacques Lech ◽  
Brahim Heddi ◽  
Anh Tuân Phan
Keyword(s):  
Nucleic Acids ◽  
Base Stacking ◽  
G Quadruplex ◽  
Guanine Base

Molecular Assemblies of Metal Complexes via Base-Pairing of Nucleic Acids in the Crystalline State

2017 ◽  
Vol 23 (30) ◽  
pp. 7232-7237 ◽  
Author(s):  
Manabu Nakaya ◽  
Ryo Ohtani ◽  
Kunihisa Sugimoto ◽  
Masaaki Nakamura ◽  
Leonard F. Lindoy ◽  
...  
Keyword(s):  
Nucleic Acids ◽  
Metal Complexes ◽  
Crystalline State ◽  
Base Pairing ◽  
Molecular Assemblies
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