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Two-dimensional1H NMR study of two cyclobutane type photodimers of thymidylyl-(3′→5′)-thymidine

✍ Scribed by J. Kemmink; R. Boelens; R. Kaptein

Book ID
104685144
Publisher
Springer
Year
1987
Tongue
English
Weight
550 KB
Volume
14
Category
Article
ISSN
1432-1017

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✦ Synopsis

2D NMR spectroscopy and J coupling constant analysis are applied to resolve the structure of two photoproducts of thymidylyl-(3'----5')-thymidine. These products are cyclobutane type thymine dimers possessing the cis-syn (the predominant one) and trans-syn geometry. The cis-syn is formed in an ANTI-ANTI conformation about the N-glycosyl linkages and resembles the normal base-stacked configuration. The glycosidic conformation in solution of the 5' terminal fragment differs from the crystal in which the less common SYN conformation is observed. In this isomer only the sugar pucker of the 3' terminal fragment is changed substantially with respect to the dinucleotide. The trans-syn isomer is formed in a SYN-ANTI glycosidic conformation. In this isomer the sugar puckers of both deoxyribose rings are affected and a preference for a pure 2'-endo conformation is observed.

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