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Synthesis and Photophysical Properties of Polyfluorene With Dipicolylamine Groups on the Side Chain: Highly Selective and Sensitive Detection of Histidine
Author(s) -
Zhang Wenjun,
Qin Jingui,
Yang Chuluo
Publication year - 2013
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201200538
Subject(s) - histidine , polyfluorene , fluorescence , chemistry , quenching (fluorescence) , side chain , photochemistry , combinatorial chemistry , polymer chemistry , organic chemistry , amino acid , polymer , copolymer , biochemistry , physics , quantum mechanics
Two new polyfluorenes with dipicolylamine (DPA) pendant, PF‐TDPA and PF‐HDPA, are designed and synthesized by pre‐ and post‐functionalization, respectively. PF‐TDPA with a rigid side chain shows a selective fluorescence quenching upon the addition of Cu 2+ in a mixture solution of tetrahydrofuran and 4‐(2‐hydroxyethyl)‐1‐piperazineethanesulfonic acid (HEPES) buffer. What is more, the PF‐TDPA/Cu 2+ complex can selectively detect histidine over other amino acids with a fluorescence recovery. In contrast, PF‐HDPA with a flexible spacer exhibits a fluorescence quenching to Cu 2+ but slightly fluorescence recovery after the addition of histidine. This indicates that the proper distance between the two DPA groups play an important role in the detection of histidine.