Event Information
SYNTHESES AND PROPERTIES OF NUCLEOSIDES BORANOPHOSPHATE
- Abstract:
Nucleoside boranophosphates, in which a BH3 group replaces one of the non-bridging phosphoryl oxygen atoms in the normal phosphate moiety, are mimics of normal phosphate, phosphorothioate and methylphosphonate. Boranophosphates have been found to have wide applications in enzymology, molecular biology and nucleic acid therapy, due to their increased lipophilicity, high nuclease resistance relative to normal nucleic acids, and improved substrate properties with nucleotide kinases and certain viral polymerases. In this dissertation, syntheses of new classes of boron-containing phosphate mimics have been described.
A novel and facile procedure for the synthesis of adenosine 3’,5’-cyclic boranomonophosphate (cAMPB) and other nucleoside 3’,5’-cyclic monophosphates was established. The two diastereomers of cAMPB were separated.
A chemical and enzymatic hydrolysis study project was constituted, that would display the in vitro and in vivo stabilities of amino acid conjugated boranophosphoramidates and their physiological properties relative to the normal and thiophosphoramidates congener. Thymidine tryptophan monophosphoramidate and thymidine tryptophan thiophosphoramidate were synthesized and characterized.
Master of Science Degree Defense
Student Exams Seminar