The role of molecular structure of sugar-phosphate backbone and nucleic acid bases in the formation of single-stranded and double-stranded DNA structures

Biopolymers ◽  
2014 ◽  
Vol 101 (6) ◽  
pp. 640-650 ◽  
Author(s):  
Valeri Poltev ◽  
Victor M. Anisimov ◽  
Victor I. Danilov ◽  
Dolores Garcia ◽  
Carolina Sanchez ◽  
...  
Keyword(s):  
Molecular Structure ◽  
Nucleic Acid ◽  
Sugar Phosphate ◽  
Nucleic Acid Bases ◽  
Dna Structures ◽  
Double Stranded Dna ◽  
Phosphate Backbone

Adsorption of nucleic acid bases on magnesium oxide (MgO)

2012 ◽  
Vol 12 (1) ◽  
pp. 78-86 ◽  
Author(s):  
Teresa Fornaro ◽  
John Robert Brucato ◽  
Sergio Branciamore ◽  
Amaranta Pucci
Keyword(s):  
Nucleic Acid ◽  
Metal Oxides ◽  
Magnesium Oxide ◽  
Organic Molecules ◽  
Adsorption Properties ◽  
Equilibrium Adsorption ◽  
Nucleic Acid Bases ◽  
Adsorption Of Organic Molecules ◽  
Emergence Of Life

AbstractThe adsorption of organic molecules on mineral matrices might have played a fundamental role in processes that led to the emergence of life. We investigated the adsorption properties of the nucleobases adenine, cytosine, uracil and hypoxanthine on magnesium oxide (MgO), determining the single solute batch equilibrium adsorption isotherms. Langmuir-type isotherms were fitted to data, assuming a rapid reversible equilibration of adsorption, demonstrated effectively through desorption experiments. The Langmuir equilibrium adsorption constantKand the amount of the solute per unit of adsorbent mass necessary to complete the monolayerbwere calculated. The results indicate that MgO is a good adsorbent for nucleobases (adenine > uracil > hypoxantine > cytosine), suggesting a role of metal oxides in concentrating biomolecules in prebiotic conditions that might have favoured the passage from geochemistry to biochemistry.

scholarly journals Convertible and Constrained Nucleotides: The 2’-Deoxyribose 5’-C-Functionalization Approach, a French Touch

Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5925
Author(s):  
Crystalle Chardet ◽  
Corinne Payrastre ◽  
Béatrice Gerland ◽  
Jean-Marc Escudier
Keyword(s):  
Nucleic Acid ◽  
Conformational Space ◽  
Biological Applications ◽  
Sugar Phosphate ◽  
Conformationally Constrained ◽  
Precise Control ◽  
Phosphate Backbone ◽  
Nucleophilic Displacement ◽  
Torsional Angles ◽  
Biotechnical Properties

Many strategies have been developed to modulate the biological or biotechnical properties of oligonucleotides by introducing new chemical functionalities or by enhancing their affinity and specificity while restricting their conformational space. Among them, we review our approach consisting of modifications of the 5’-C-position of the nucleoside sugar. This allows the introduction of an additional chemical handle at any position on the nucleotide chain without disturbing the Watson–Crick base-pairing. We show that 5’-C bromo or propargyl convertible nucleotides (CvN) are accessible in pure diastereoisomeric form, either for nucleophilic displacement or for CuAAC conjugation. Alternatively, the 5’-carbon can be connected in a stereo-controlled manner to the phosphate moiety of the nucleotide chain to generate conformationally constrained nucleotides (CNA). These allow the precise control of the sugar/phosphate backbone torsional angles. The consequent modulation of the nucleic acid shape induces outstanding stabilization properties of duplex or hairpin structures in accordance with the preorganization concept. Some biological applications of these distorted oligonucleotides are also described. Effectively, the convertible and the constrained approaches have been merged to create constrained and convertible nucleotides (C2NA) providing unique tools to functionalize and stabilize nucleic acids.

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