ChemInform Abstract: Why Pentose- and Not Hexose-Nucleic Acids. Part 3. Oligo(2′,3′-dideoxy- β-D-glucopyranosyl)nucleotides. (“Homo-DNA”): Base-Pairing Properties.

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


2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Jonathan M. Fogg ◽  
Allison K. Judge ◽  
Erik Stricker ◽  
Hilda L. Chan ◽  
Lynn Zechiedrich

AbstractDNA in cells is supercoiled and constrained into loops and this supercoiling and looping influence every aspect of DNA activity. We show here that negative supercoiling transmits mechanical stress along the DNA backbone to disrupt base pairing at specific distant sites. Cooperativity among distant sites localizes certain sequences to superhelical apices. Base pair disruption allows sharp bending at superhelical apices, which facilitates DNA writhing to relieve torsional strain. The coupling of these processes may help prevent extensive denaturation associated with genomic instability. Our results provide a model for how DNA can form short loops, which are required for many essential processes, and how cells may use DNA loops to position nicks to facilitate repair. Furthermore, our results reveal a complex interplay between site-specific disruptions to base pairing and the 3-D conformation of DNA, which influences how genomes are stored, replicated, transcribed, repaired, and many other aspects of DNA activity.


2020 ◽  
Vol 124 (27) ◽  
pp. 5559-5570
Author(s):  
Rongpeng Li ◽  
Chi H. Mak

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.


Science ◽  
2019 ◽  
Vol 366 (6468) ◽  
pp. 965.3-965
Author(s):  
Zibo Chen
Keyword(s):  

2002 ◽  
Vol 106 (40) ◽  
pp. 9319-9324 ◽  
Author(s):  
Eugene S. Kryachko ◽  
Minh Tho Nguyen

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

Sign in / Sign up

Export Citation Format

Share Document