In my talk I will demonstrate and discuss how replacement of phosphate oxygen atom(s) in nucleotides by sulfur atom(s) to form nucleoside 5’-phosphorothioate, 2’,3’-cyclic-phosphorothioate, 5’-phosphorodithioate, or 5’-phosphoroselenothioate, gives rise to unique chemical features and confer beneficial pharmacological properties. I will describe unique chemo-, stereo-, and diastereo- selective syntheses of these novel chemical entities, discuss their mechanism of formation, their distinctive chemical properties, and give examples of their applications as therapeutic agents – e.g. for delaying the progression of Alzheimer’s disease, and for inhibiting the deleterious deposition of calcium pyrophosphate in osteoarthritis/CPPD disease. In addition, I will mention use of these innovative nucleotides as tools for biochemical studies.<br/>In my talk I will demonstrate and discuss how replacement of phosphate oxygen atom(s) in nucleotides by sulfur atom(s) to form nucleoside 5’-phosphorothioate, 2’,3’-cyclic-phosphorothioate, 5’-phosphorodithioate, or 5’-phosphoroselenothioate, gives rise to unique chemical features and confer beneficial pharmacological properties. I will describe unique chemo-, stereo-, and diastereo- selective syntheses of these novel chemical entities, discuss their mechanism of formation, their distinctive chemical properties, and give examples of their applications as therapeutic agents – e.g. for delaying the progression of Alzheimer’s disease, and for inhibiting the deleterious deposition of calcium pyrophosphate in osteoarthritis/CPPD disease. In addition, I will mention use of these innovative nucleotides as tools for biochemical studies.

Butterfly effect: Synthesis of variously phosphorothioate-substituted natural nucleotides and the effect of phosphorothioate isosters on chemical and pharmacological properties

ACS Spring Meeting 2021

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