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Title: Chemical and biological studies on nucleic acids and derivatives. Progress report, October 1, 1974--April 30, 1975

Technical Report ·
DOI:https://doi.org/10.2172/4163286· OSTI ID:4163286

Ultraviolet irradiation of N-hydroxyxanthines in the solid state induces a radical that was assigned as an acyl amidogen radical in which the unpaired electron density is partially delocalized throughout the $pi$-cloud of the purine ring. The radical is reduced in the presence of water. In the presence of methanol this process is also accompanied by some 8-substitution. Photochemical deoxygenation in solution was found to proceed from either the nonionized N- hydroxyl tautomer or the conjugate anion of N-hydroxypurines. Reduction is the sole photoreaction of the former, while intramolecular migration of the oxygen is the main photoprocess of the latter with photoreduction a minor result. The comparison of the photochemistry of the N-hydroxypurine anion to that of the corresponding purine N-oxide was documented with a study of suitable model purine 1-oxides. A unique photorearrangement of 1-hydroxyxanthine to the oncogenic 3- isomer was examined and is deduced to be a two step process. (auth)

Research Organization:
Sloan-Kettering Inst. for Cancer Research, New York (USA)
DOE Contract Number:
E(11-1)-3521
NSA Number:
NSA-33-007419
OSTI ID:
4163286
Report Number(s):
COO-3521-4
Resource Relation:
Other Information: Orig. Receipt Date: 30-JUN-76
Country of Publication:
United States
Language:
English