scholarly journals The Unexpected Base‐Pairing Behavior of Cyanuric Acid in RNA and Ribose versus Cyanuric Acid Induced Helicene Assembly of Nucleic Acids: Implications for the Pre‐RNA Paradigm

Author(s):  
Brooke A. Anderson ◽  
Kévin Fauché ◽  
Suneesh C. Karunakaran ◽  
Jayasudhan R. Yerabolu ◽  
Nicholas V. Hud ◽  
...  
2021 ◽  
Vol 27 (12) ◽  
Author(s):  
Brooke A. Anderson ◽  
Kévin Fauché ◽  
Suneesh C. Karunakaran ◽  
Jayasudhan R. Yerabolu ◽  
Nicholas V. Hud ◽  
...  

2014 ◽  
Vol 10 ◽  
pp. 2131-2138 ◽  
Author(s):  
Keunsoo Kim ◽  
Venkateshwarlu Punna ◽  
Phaneendrasai Karri ◽  
Ramanarayanan Krishnamurthy

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.


Life ◽  
2019 ◽  
Vol 9 (1) ◽  
pp. 19 ◽  
Author(s):  
Harold Bernhardt

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.


Author(s):  
Asem Alenaizan ◽  
Kevin Fauche ◽  
Ramanarayanan Krishnamurthy ◽  
C. David Sherrill
Keyword(s):  

2017 ◽  
Vol 23 (30) ◽  
pp. 7232-7237 ◽  
Author(s):  
Manabu Nakaya ◽  
Ryo Ohtani ◽  
Kunihisa Sugimoto ◽  
Masaaki Nakamura ◽  
Leonard F. Lindoy ◽  
...  

ChemInform ◽  
2010 ◽  
Vol 24 (25) ◽  
pp. no-no
Author(s):  
J. HUNZIKER ◽  
H.-J. ROTH ◽  
M. BOEHRINGER ◽  
A. GIGER ◽  
U. DIEDERICHSEN ◽  
...  
Keyword(s):  

2020 ◽  
Vol 39 (6) ◽  
pp. 866-891
Author(s):  
Maura Gately ◽  
Sarah Wong ◽  
Jennifer Peoples ◽  
Davin Galamay ◽  
Guillermo Delgado ◽  
...  
Keyword(s):  

2005 ◽  
Vol 24 (5-7) ◽  
pp. 993-998 ◽  
Author(s):  
Ping Gu ◽  
Guy Schepers ◽  
Carsten Griebel ◽  
Jef Rozenski ◽  
Hans-Joachim Gais ◽  
...  

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