TY - JOUR
T1 - Tuning the Effects of Bacterial Membrane Permeability through Photo-Isomerization of Antimicrobial Cationic Amphiphiles
AU - Salta, Joana
AU - Benhamou, Raphael I.
AU - Herzog, Ido M.
AU - Fridman, Micha
N1 - Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2017/9/18
Y1 - 2017/9/18
N2 - Several important antimicrobial drugs act by permeabilizing cell membranes. In this study, we showed that the intensity of membrane permeability caused by antimicrobial cationic amphiphiles can be modified not only by their concentration but also through light-induced isomerization of their lipid segment. Two types of photo-isomerizable cationic amphiphiles were developed and the effects of photo-isomerization on bacterial growth and membrane permeability were evaluated. One photo-isomer inhibited cell growth and division, whereas the other photo-isomer led to a rapid and lethal bacterial membrane-disrupting effect. The switch from “on” to “off” can be obtained by either the cis- or trans-isomer depending on the bacterial strain and the type of cationic amphiphile. These cationic amphiphiles offer a novel tool for research and industrial applications that require light-controlled bacterial membrane permeabilization.
AB - Several important antimicrobial drugs act by permeabilizing cell membranes. In this study, we showed that the intensity of membrane permeability caused by antimicrobial cationic amphiphiles can be modified not only by their concentration but also through light-induced isomerization of their lipid segment. Two types of photo-isomerizable cationic amphiphiles were developed and the effects of photo-isomerization on bacterial growth and membrane permeability were evaluated. One photo-isomer inhibited cell growth and division, whereas the other photo-isomer led to a rapid and lethal bacterial membrane-disrupting effect. The switch from “on” to “off” can be obtained by either the cis- or trans-isomer depending on the bacterial strain and the type of cationic amphiphile. These cationic amphiphiles offer a novel tool for research and industrial applications that require light-controlled bacterial membrane permeabilization.
KW - antimicrobial
KW - cationic amphiphiles
KW - light-induced switching
KW - membrane-permeabilizing molecules
KW - photoisomerization
UR - http://www.scopus.com/inward/record.url?scp=85029596539&partnerID=8YFLogxK
U2 - 10.1002/chem.201703010
DO - 10.1002/chem.201703010
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AN - SCOPUS:85029596539
SN - 0947-6539
VL - 23
SP - 12724
EP - 12728
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 52
ER -