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Influence of the nature of the aromatic side-chain on the conductance of the channel of linear gramicidin: study of a series of 9,11,13,15-Tyr(O-protected) derivatives

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Abstract

This paper describes the single channel properties of a series of synthetic analogues of gramicidin A, where all four tryptophans are replaced either by tyrosine or by several O-protected (benzyl, methyl, ethyl or t-butyl) derivatives. It is shown that, although all analogues bear similar dipole moment on their side-chains, the conductance depends on the hydrophobicity of these protecting groups. An analysis of the conductance data suggests that the conductance is governed by the binding process and a possible explanation, based on conformational considerations, is proposed.

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Abbreviations

GA:

X=tryptophane

GM:

X=phenylalanine

GN:

X=naphthylalanine

GQ8:

X=8-quinolylalanine

GQ4:

X=4-quinolylalanine

GT:

X=tyrosine

GTBzl:

X=O-benzyltyrosine

GTMe:

X=O-methyltyrosine

GTEt:

X=O-ethyltyrosine

GTBu:

X=O-t-butyltyrosine

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Benamar, D., Daumas, P., Trudelle, Y. et al. Influence of the nature of the aromatic side-chain on the conductance of the channel of linear gramicidin: study of a series of 9,11,13,15-Tyr(O-protected) derivatives. Eur Biophys J 22, 145–150 (1993). https://doi.org/10.1007/BF00196918

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  • DOI: https://doi.org/10.1007/BF00196918

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