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Photodimerization in pyrimidine-substituted dipeptides.

Brian Lohse·P S Ramanujam·Søren Hvilsted·Rolf H Berg
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Abstract

Ten N(epsilon)-glycylornithineamide derivatives have been synthesized containing various N(alpha)-linked pyrimidine-1-ylacetyl groups which can undergo (2pi + 2pi) photodimerization on irradiation with UV light at 254 nm. The dimerization efficiency of the free and bound pyrimidine groups was compared in aqueous solution: it was dependent on the substitution of the pyrimidine ring. N(alpha),N(alpha')-bis-(uracil-1-ylacetyl)-(N(epsilon)-glycylornithineamide) and N(alpha),N(alpha')-bis-(5-bromouracil-1-ylacetyl)-(N(epsilon)-glycylornithineamide) were identified as possible candidates for optical data storage.

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AcetatesDimerizationDipeptidesPhotochemistryPyrimidinesSpectrophotometry, UltravioletJournal ArticleResearch Support, Non-U.S. Gov't

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Brian Lohse, P S Ramanujam, Søren Hvilsted, Rolf H Berg. 2005. Photodimerization in pyrimidine-substituted dipeptides.. https://doi.org/10.1002/psc.645

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