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Title: Part I. Metabolites of Penicillium verrucosum var. cyclopium; Part II. Regioselective deuteriations of deoxyribose and incorporation into deoxynucleosides

Thesis/Dissertation ·
OSTI ID:5186893

Penicillium verrucosum var. cyclopium is the fungus responsible for several outbreaks of neurotoxicoses among cattle in Tennessee beginning in 1979. Verrucosidin isolated from samples of P. verrucosum var. cyclopium was later shown to be a powerful neurotoxin capable of paralyzing its victims and was also said to cause tremoring in some cases. Part I of this dissertation describes the re-investigation of metabolites of P. verrucosum var. cyclopium and tremorgenicity of verrucosidin. Verrucosidin has been shown in this study to be non-tremorgenic. This research also describes development of efficient synthetic methods for incorporation of deuterium into the deoxyribose moiety of deoxyribonucleosides. Deuteriated deoxynucleosides are presently being considered for synthesis of deuteriated sequences of DNA to be utilized in {sup 1}H NMR studies of solution conformation and dynamics, as well as interactions with proteins, drugs, metals and carcinogens. A route for synthesizing 2-deoxy-D-ribose from D-ribonic-acid-{gamma}-lactone incorporating deuterium at the C-1, C-2 or C-5 positions is presented.

Research Organization:
Vanderbilt Univ., Nashville, TN (USA)
OSTI ID:
5186893
Resource Relation:
Other Information: Thesis (Ph. D.)
Country of Publication:
United States
Language:
English