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Water‐Soluble Polymeric Probes for the pH‐Tunable Fluorometric Detection of Hydrogen Peroxide
Author(s) -
Annisa Tiara Nur,
Lee Hyungil
Publication year - 2020
Publication title -
bulletin of the korean chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.237
H-Index - 59
ISSN - 1229-5949
DOI - 10.1002/bkcs.12006
Subject(s) - glycidyl methacrylate , chemistry , boronic acid , hydrogen peroxide , amine gas treating , polymer chemistry , methacrylate , pyrene , chain transfer , polymerization , raft , epoxide , fluorescence , polymer , photochemistry , radical polymerization , combinatorial chemistry , organic chemistry , catalysis , physics , quantum mechanics
Hydrogen peroxide (H 2 O 2 ) is an important reactive oxygen species (ROS) that plays a significant role in many biological systems. A new water‐soluble polymeric probe appended with pyrene and boronic acid groups was designed and synthesized for the detection of H 2 O 2 . Glycidyl methacrylate (GMA) and N , N ‐dimethylacrylamide (DMA) were copolymerized by reversible addition‐fragmentation chain‐transfer (RAFT) polymerization to yield poly(glycidyl methacrylate‐co‐dimethylacrylamide) [p(GMA‐ co ‐DMA)](P1). The subsequent ring‐opening reaction between the secondary amine of (3‐((pyren‐1‐ylmethyl)amino)phenyl)boronic acid with the epoxide unit of P1 yielded a target polymer, P2. In the presence of H 2 O 2 , the phenyl boronic acid group of P2 transformed to a phenol group, which was accompanied by turn‐off fluorescence. P2 also exhibited pH‐tunable detection sensitivity. This polymeric probe is anticipated to promote the development of stimuli‐responsive water‐soluble polymers with fluorescence‐sensing behaviors.