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Martin D. Shetlar, Kellie Hom and Vincent J. Venditto Photohydrate-Mediated Reactions of Uridine, 2′-Deoxyuridine and 2′-Deoxycytidine with Amines at Near Neutral pH Photochemistry and Photobiology 89

Version of Record online: 5 APR 2013 | DOI: 10.1111/php.12069

Thumbnail image of graphical abstract

Photohydrates are produced when uridine (Urd), 2′-deoxyuridine and 2′-deoxycytidine are irradiated with UVC in aqueous solution. We have found that such photohydrates undergo thermal reactions with several amines (e.g. spermine, spermidine, glycylglycine, ethylenediamine and glycine amide) at near neutral pH values to yield nucleoside-amine adducts, as displayed in the figure for the Urd hydrate (shown in one epimeric form). In general, these products display a strong absorption peak with λmax in the range between 288 and 310 nm. The Urd-amine adducts are reasonably stable in frozen aqueous solution, but revert to Urd hydrates upon standing in liquid water.

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