Mechanochemistry of nucleosides, nucleotides and related materials

Beilstein Journal of Organic Chemistry
Olga EguaogieYipei Liang

Abstract

The application of mechanical force to induce the formation and cleavage of covalent bonds is a rapidly developing field within organic chemistry which has particular value in reducing or eliminating solvent usage, enhancing reaction rates and also in enabling the preparation of products which are otherwise inaccessible under solution-phase conditions. Mechanochemistry has also found recent attention in materials chemistry and API formulation during which rearrangement of non-covalent interactions give rise to functional products. However, this has been known to nucleic acids science almost since its inception in the late nineteenth century when Miescher exploited grinding to facilitate disaggregation of DNA from tightly bound proteins through selective denaturation of the latter. Despite the wide application of ball milling to amino acid chemistry, there have been limited reports of mechanochemical transformations involving nucleoside or nucleotide substrates on preparative scales. A survey of these reactions is provided, the majority of which have used a mixer ball mill and display an almost universal requirement for liquid to be present within the grinding vessel. Mechanochemistry of charged nucleotide substrates, in particu...Continue Reading

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Citations

Jul 18, 2018·Angewandte Chemie·Qun CaoDuncan L Browne
Sep 19, 2018·Organic & Biomolecular Chemistry·Qun CaoDuncan L Browne
Oct 20, 2018·Angewandte Chemie·Joseph L HowardDuncan L Browne
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Feb 23, 2021·ACS Sustainable Chemistry & Engineering·Matthew T J WilliamsDuncan L Browne
Aug 7, 2021·Angewandte Chemie·William I NicholsonDuncan L Browne

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Methods Mentioned

BETA
silylation
glycosidation
X-ray
PCR

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