Photocycloaddition of cytosine to 5-methoxyuracil in dinucleotide model compound

The intramolecular photocycloaddition of cytosine (Cyt) to 5-methoxyuracil (mo 5 U) in Cyt-(CH 2 ) 3 -mo 5 Ura, a dinucleotide model compound, occurs upon irradiation with near ultraviolet light (λ > 300 nm) with the formation of an unstable cyclobutane dimer. The dimer undergoes spontaneous dark...

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Bibliographic Details
Published inCanadian journal of chemistry Vol. 66; no. 5; pp. 1027 - 1031
Main Authors Skalski, Bohdan, Wenska, Grazyna, Paszyc, Stefan, Stefaniak, Zdzislaw
Format Journal Article
LanguageEnglish
Published Ottawa, Canada NRC Research Press 01.05.1988
National Research Council of Canada
Subjects
Chemistry
Exact sciences and technology
General and physical chemistry
Photochemistry
Physical chemistry of induced reactions (with radiations, particles and ultrasonics)
Intramolecular reaction
Angular nitrogen heterocycle
Nitrogen heterocycle
Tetracyclic compound
Absorption spectrum
Cycloaddition
Near ultraviolet radiation
Deamination
Model compound
Six membered ring
Ureas
Kinetics
Dimerization
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Summary:The intramolecular photocycloaddition of cytosine (Cyt) to 5-methoxyuracil (mo 5 U) in Cyt-(CH 2 ) 3 -mo 5 Ura, a dinucleotide model compound, occurs upon irradiation with near ultraviolet light (λ > 300 nm) with the formation of an unstable cyclobutane dimer. The dimer undergoes spontaneous dark deamination with a rate constant k = 9.0 × 10 −5  s −1 and t 1/2  = 128 min, to give a related uracil derivative.
Bibliography:ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
ISSN:0008-4042
1480-3291
DOI:10.1139/v88-170