Balakin K V, Korshun V A, Prokhorenko I A, Maleev G V, Kudelina I A, Gontarev S V, Berlin Iu A
Bioorg Khim. 1997 Jan;23(1):33-41.
N-[2-(1-pyrenyl)ethyl]-1-pyrenylacetamide, bis[2-(1-pyrenyl)ethyl]amine, and N,N-bis[2-(1-pyrenyl)ethyl]succinamide were synthesized from 1-pyrenylacetic acid. These compounds contain adjacent pyrene residues and display excimer fluorescence. The latter compound, as a pentafluorophenyl ester, was used to prepare fluorescently labeled oligodeoxyribonucleotide (5)CAGGAAACAGCTATGAC. For N,N-bis[2-(1-pyrenyl)ethyl]succinamide, the excimer-to-monomer fluorescence ratio and intensity of fluorescence in water-methanol solutions changed in the presence of single-stranded and double-stranded oligonucleotides, upon attachment to an oligonucleotide, and upon hybridization of the resulting conjugate with the complementary nucleotide sequence.
N-[2-(1-芘基)乙基]-1-芘基乙酰胺、双[2-(1-芘基)乙基]胺和N,N-双[2-(1-芘基)乙基]琥珀酰胺由1-芘基乙酸合成。这些化合物含有相邻的芘残基并呈现准分子荧光。后一种化合物作为五氟苯基酯，用于制备荧光标记的寡脱氧核糖核苷酸(5)CAGGAAACAGCTATGAC。对于N,N-双[2-(1-芘基)乙基]琥珀酰胺，在单链和双链寡核苷酸存在下、连接到寡核苷酸上以及所得缀合物与互补核苷酸序列杂交时，水-甲醇溶液中的准分子与单体荧光比率和荧光强度会发生变化。
