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A Membrane‐Intercalating Conjugated Oligoelectrolyte with High‐Efficiency Photodynamic Antimicrobial Activity
Author(s) -
Wang Bing,
Wang Ming,
Mikhailovsky Alexander,
Wang Shu,
Bazan Guillermo C.
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201701146
Subject(s) - antimicrobial , photodynamic therapy , conjugated system , chemistry , membrane , intercalation (chemistry) , combinatorial chemistry , biochemistry , organic chemistry , polymer
A membrane‐intercalating conjugated oligoelectrolyte (COE), PTTP , was designed and synthesized with the goal of providing red‐shifted absorption spectra relative to previously synthesized COE analogs. Specifically, electron‐rich and electron‐poor subunits were introduced in the conjugated backbone to modulate the band gap. PTTP exhibits maxima of absorption at 507 nm and of emission at 725 nm. PTTP can also efficiently function to generate singlet oxygen in situ (Φ Δ ≈20 %) and has appropriate topology and dimensions to interact with lipid membranes. The resulting rapid membrane insertion and sensitizing ability provide PTTP with a highly efficient antibacterial capability under a low light dose (0.6 J cm −2 ) toward Gram‐negative bacteria E. coli, making it a remarkably efficient optically mediated antimicrobial agent.