Reaction products of styrene oxide with guanosine in aqueous media

Styrene oxide was reacted with guanosine in fully aqueous conditions, and the products were purified by cation exchange chromatography and h.pJ.c. Hie products were characterized by u.v. and mass spectra, loss of tritium from the C-8 position and dissociation properties. About 90% of the total produ...

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Bibliographic Details
Published in:Carcinogenesis (New York) 1984-05, Vol.5 (5), p.601-607
Main Authors: Hemminki, Kari, Hesso, Antti
Format: Article
Language:English
Subjects:
Biological and medical sciences
Chemical and industrial products toxicology. Toxic occupational diseases
Chemical Phenomena
Chemistry
Chromatography, High Pressure Liquid
Epoxy Compounds
Ethers, Cyclic
Guanosine
Hydrogen-Ion Concentration
Mass Spectrometry
Medical sciences
Spectrophotometry
Spectrophotometry, Ultraviolet
Toxicology
Various organic compounds
Water
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Summary:Styrene oxide was reacted with guanosine in fully aqueous conditions, and the products were purified by cation exchange chromatography and h.pJ.c. Hie products were characterized by u.v. and mass spectra, loss of tritium from the C-8 position and dissociation properties. About 90% of the total product was identified, of which 57, 28 and 15% were assigned to N-7, N2 and O6 adducts. The two diastere-omers of β-substitution accounted for 53% of the N-7 adducts, while the two α-substitutions accounted for the remaining 47%. Two species of N2 and O6 products were also isolated but their substitution pattern was not established.
ISSN:0143-3334
1460-2180
DOI:10.1093/carcin/5.5.601