Photodimerization in pyrimidine-substituted dipeptides.
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.
Lohse
Brian
B
Danish Polymer Centre, Risø National Laboratory, Roskilde.
Ramanujam
P S
PS
Hvilsted
Søren
S
Berg
Rolf H
RH
D000085:Acetates / Q000737:chemistry; D019281:Dimerization; D004151:Dipeptides / Q000737:chemistry*; D010777:Photochemistry; D011743:Pyrimidines / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet
D000085:Acetates; D004151:Dipeptides; D011743:Pyrimidines