Catalysis and specificity of the polycondensation of aminopropyltrimethoxysilane on nucleic acids

Nathalie Jarroux; Marie-Jeanne Clément; Cedric Przybylski; Olek Maciejak; Patrick A. Curmi; Hervé M. Cheradame

doi:10.30574/gscbps.2020.13.2.0332

Authors

Nathalie Jarroux Université Paris-Saclay, Univ Evry, CNRS, LAMBE, 91025, Evry-courcouronnes, France.
Marie-Jeanne Clément Université Paris-Saclay, INSERM, Univ Evry, Structure-Activité des Biomolécules Normales et Pathologiques, 91025, Evry, France.
Cedric Przybylski Present address: Sorbonne Université, CNRS, Institut Parisien de Chimie Moléculaire, ICPM, 4 place Jussieu, 75252 Paris cedex 05, France.
Olek Maciejak Université Paris-Saclay, INSERM, Univ Evry, Structure-Activité des Biomolécules Normales et Pathologiques, 91025, Evry, France.
Patrick A. Curmi Université Paris-Saclay, INSERM, Univ Evry, Structure-Activité des Biomolécules Normales et Pathologiques, 91025, Evry, France.
Hervé M. Cheradame Université Paris-Saclay, Univ Evry, CNRS, LAMBE, 91025, Evry-courcouronnes, France.

DOI:

https://doi.org/10.30574/gscbps.2020.13.2.0332

Keywords:

Aminopropyltrimethoxysilane Templated Polycondensation, Nucleic Acids, Specific Catalysis.

Abstract

The polycondensation of a silane derivative such as aminopropyltrimethoxysilane (ATMS) in the presence of nucleic acids has never been investigated. Our group has previously demonstrated that in chloroform ATMS hydrolysis and polycondensation were faster when the reaction were carried out in the presence of double stranded DNA (146 bp). The results showed that the kinetics of ATMS hydrolysis was affected by the base type used, a fast hydrolysis reaction rate being observed with nucleotide molecules containing adenosine group, and that in the absence of water the amino group of deoxyadenosine units, and not the hydroxylic group of the sucrose residue, can react with ATMS methoxy groups. The present work was initiated aiming at providing a better understanding of this effect. It was observed that the polymerization degree of oligodeoxyadenylate has a clear impact on the kinetic of reaction this effect being as much important as the polymerization degree of the oligodeoxyadenylate was high. Structural investigation by molecular modeling showed that this enhanced reactivity can be explained by conformational effects. Altogether, these results are accounted for assuming that DNA can act as a specific template for ATMS polycondensation, in organic medium such as chloroform, opening the way to possible DNA encapsulation, and a new way for DNA chemical modification in organic solvent.

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