scholarly journals Chemical structure of QAII, one of the covalently bound adducts of carcinogenic 4-nitroquinoline 1-oxide with nucleic acid bases of cellular nucleic acids.

1975 ◽  
Vol 23 (11) ◽  
pp. 3041-3043 ◽  
Author(s):  
YUTAKA KAWAZOE ◽  
MISAKO ARAKI ◽  
GUANGFU HUANG ◽  
TOSHIHIKO OKAMOTO ◽  
MITSUHIKO TADA ◽  
...  
Keyword(s):  
Nucleic Acid ◽  
Nucleic Acids ◽  
Chemical Structure ◽  
Nucleic Acid Bases ◽  
Covalently Bound

Ion conductive characteristics of DNA containing PEO chains covalently bound on nucleic acid bases

2004 ◽  
Vol 15 (6) ◽  
pp. 335-339 ◽  
Author(s):  
Naomi Nishimura ◽  
Satoko Kokubo ◽  
Hiroyuki Ohno
Keyword(s):  
Nucleic Acid ◽  
Nucleic Acid Bases ◽  
Covalently Bound

Binding of metal ions and water molecules to nucleic acid bases: the influence of water molecule coordination to a metal ion on water–nucleic acid base hydrogen bonds

2019 ◽  
Vol 75 (3) ◽  
pp. 301-309
Author(s):  
Jelena M. Andrić ◽  
Ivana M. Stanković ◽  
Snežana D. Zarić
Keyword(s):  
Nucleic Acid ◽  
Hydrogen Bonds ◽  
Nucleic Acids ◽  
Metal Ions ◽  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
Metal Ion ◽  
Water Molecules ◽  
Nucleic Acid Bases ◽  
Coordinated Water

The interactions of nucleic acid bases with non-coordinated and coordinated water molecules were studied by analyzing data in the Protein Data Bank (PDB) and by quantum chemical calculations. The analysis of the data in the crystal structures from the PDB indicates that hydrogen bonds involving oxygen or nitrogen atoms of nucleic acid bases and water molecules are shorter when water is bonded to a metal ion. These results are in agreement with the quantum chemical calculations on geometries and interaction energies of hydrogen bonds; the calculations on model systems show that hydrogen bonds of nucleic acid bases with water bonded to a metal ion are stronger than hydrogen bonds with non-coordinated water. These calculated values are similar to the strength of hydrogen bonds between nucleic acid bases. The results presented in this paper may be relevant to understand the role of water molecules and metal ions in the process of replication and stabilization of nucleic acids and also to understand the possible toxicity of metal ion interactions with nucleic acids.

scholarly journals Modified Nucleic Acids: Expanding the Capabilities of Functional Oligonucleotides

Molecules ◽  
2020 ◽  
Vol 25 (20) ◽  
pp. 4659 ◽  
Author(s):  
Steven Ochoa ◽  
Valeria T. Milam
Keyword(s):  
Nucleic Acid ◽  
Nucleic Acids ◽  
Chemical Structure ◽  
Chemical Diversity ◽  
Physiochemical Properties ◽  
Phosphate Backbone ◽  
Modified Nucleic Acids ◽  
Recent Developments ◽  
Diagnostic Applications

In the last three decades, oligonucleotides have been extensively investigated as probes, molecular ligands and even catalysts within therapeutic and diagnostic applications. The narrow chemical repertoire of natural nucleic acids, however, imposes restrictions on the functional scope of oligonucleotides. Initial efforts to overcome this deficiency in chemical diversity included conservative modifications to the sugar-phosphate backbone or the pendant base groups and resulted in enhanced in vivo performance. More importantly, later work involving other modifications led to the realization of new functional characteristics beyond initial intended therapeutic and diagnostic prospects. These results have inspired the exploration of increasingly exotic chemistries highly divergent from the canonical nucleic acid chemical structure that possess unnatural physiochemical properties. In this review, the authors highlight recent developments in modified oligonucleotides and the thrust towards designing novel nucleic acid-based ligands and catalysts with specifically engineered functions inaccessible to natural oligonucleotides.

PROTONATED CARBONYL GROUPS: VIII. ALKYLURACIL SALTS

1966 ◽  
Vol 44 (3) ◽  
pp. 335-344 ◽  
Author(s):  
Denys Cook
Keyword(s):  
Nucleic Acid ◽  
Nucleic Acids ◽  
Carbonyl Group ◽  
Group Analysis ◽  
Spectroscopic Methods ◽  
Carbonyl Groups ◽  
Nucleic Acid Bases ◽  
Base Pairing ◽  
Infrared Spectroscopic ◽  
Hydrogen Deuterium

With 1,3-dimethyluracil and 1,3,6-trimethyluracil as models for nucleic acid bases, it was found by infrared spectroscopic methods that the site of protonation is a carbonyl group. Analysis of other evidence makes it likely that it is the carbonyl group in position 4. In 1,3,6-trimethyluracil salts, activation of the 5 position under acid conditions permits ready hydrogen–deuterium exchange.Some anomalous 2 base – 1 acid salts with complex acids are considered in the light of base pairing errors in nucleic acids.

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