Perylene-3,4:9,10-tetracarboxylic acid bisimide dye as an artificial DNA base surrogate.
A phosphoramidite of the perylene bisimide dye was synthesized as a DNA building block that allows incorporation of this chromophore as an artificial nucleoside surrogate either at the 5'-terminus or at internal positions of duplex DNA. The internally incorporated perylene bisimide chromophore shows strong interactions with the DNA base stack; the 5'-terminally attached perylene bisimide is able to induce dimerization of two whole DNA duplexes.
Wagner
Clemens
C
University of Regensburg, Institute for Organic Chemistry, Universitätsstr. 31, D-93053 Regensburg, Germany.
Wagenknecht
Hans-Achim
HA
D001483:Base Sequence; D004396:Coloring Agents / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D007094:Imides / Q000737:chemistry*; D010569:Perylene / Q000031:analogs & derivatives* / Q000737:chemistry
D004396:Coloring Agents; D007094:Imides; C517085:perylenetetracarboxylic diimide; D010569:Perylene; D004247:DNA