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Titolo:
Electrostatics of cell membrane recognition: Structure and activity of neutral and cationic rigid push-pull rods in isoelectric, anionic, and polarized lipid bilayer membranes
Autore:
Sakai, N; Gerard, D; Matile, S;
Indirizzi:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva, Switzerland Univ Geneva Geneva Switzerland CH-1211 Chem, CH-1211 Geneva, Switzerland
Titolo Testata:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
fascicolo: 11, volume: 123, anno: 2001,
pagine: 2517 - 2524
SICI:
0002-7863(20010321)123:11<2517:EOCMRS>2.0.ZU;2-N
Fonte:
ISI
Lingua:
ENG
Soggetto:
ARTIFICIAL ION CHANNELS; PHOSPHOLIPID-BILAYERS; NATURAL ANTIBIOTICS; POTASSIUM CHANNEL; COUPLING REACTION; ACID; PEPTIDES; ANTIBACTERIAL; SELECTIVITY; DERIVATIVES;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
54
Recensione:
Indirizzi per estratti:
Indirizzo: Sakai, N Univ Geneva, Dept Organ Chem, CH-1211 Geneva, Switzerland Univ Geneva Geneva Switzerland CH-1211 1211 Geneva, Switzerland
Citazione:
N. Sakai et al., "Electrostatics of cell membrane recognition: Structure and activity of neutral and cationic rigid push-pull rods in isoelectric, anionic, and polarized lipid bilayer membranes", J AM CHEM S, 123(11), 2001, pp. 2517-2524

Abstract

Design, synthesis, and structural and functional studies of rigid-rod ionophores of different axial electrostatic asymmetry are reported. The employed design strategy emphasized presence of(a) a rigid scaffold to minimize the conformational complexity, (b) a unimolecular ion-conducting pathway to minimize the suprastructural complexity and monitor the function, (c) an extended fluorophore to monitor structure, (d) variable axial rod dipole, and (e) variable terminal charges to create axial asymmetry. Studies in isoelectric, anionic, and polarized bilayer membranes confirmed a general increasein activity of uncharged rigid push-pull rods in polarized bilayers. The similarly increased activity of cationic rigid push-pull rods with an electrostatic asymmetry comparable to that of cr-helical bee toxin melittin (positive charge near negative axial dipole terminus) is shown by fluorescence-depth quenching experiments to originate from the stabilization of, transmembrane rod orientation by the membrane potential. The reduced activity of rigid push-pull rods having an electrostatic asymmetry comparable to that in or-helical natural antibiotics (a positive charge near the positive axial dipole terminus) is shown by structural studies to originate from rod "ejection" by membrane potentials comparable to that found in mammalian plasma membranes. This structural evidence for cell membrane recognition by asymmetric rods is unprecedented and of possible practical importance with regard to antibiotic resistance.

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Documento generato il 04/07/20 alle ore 20:47:16