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p-Octiphenyl β-Barrels with Ion Channel and Esterase Activity

Published in Organic Letters. 2001, vol. 3, no. 26, p. 4229-4232
Abstract Design, synthesis, and esterase and ion channel activity of a novel barrel-stave supramolecule with hydrophobic exterior and histidine-rich interior are reported. Voltage-dependent binding of pyrenyl-8-oxy-1,3,6-trisulfonates by histidines within p-octiphenyl beta-barrels (and not monomers) via ionic (and not hydrophobic) interactions (K(D), K(I), K(M) < 1 microM) is the basis for superb esterolytic proficiency up to (k(cat)/K(M))/k(uncat) = 9.6 x 10(5) in water and bilayer membranes. The conductance of labile ion channels formed in planar bilayer membranes is shown to be reduced by 8-hydroxypyrene-1,3,6-trisulfonate on the single- and multichannel level.
PMID: 11784184
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BAUMEISTER, Bodo, SAKAI, Naomi, MATILE, Stefan. p-Octiphenyl β-Barrels with Ion Channel and Esterase Activity. In: Organic Letters, 2001, vol. 3, n° 26, p. 4229-4232. doi: 10.1021/ol016914n https://archive-ouverte.unige.ch/unige:6956

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Deposited on : 2010-06-18

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