pH-triggered formation of nanoribbons from yeast-derived glycolipid biosurfactants

In the present paper, we show that the saturated form of acidic sophorolipids, a family of industrially scaled bolaform microbial glycolipids, unexpectedly forms chiral nanofibers only at pH below 7.5. In particular, we illustrate that this phenomenon derives from a subtle cooperative effect of mole...

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Bibliographic Details
Published in:Soft matter 2014-06, Vol.10 (22), p.3950-3959
Main Authors: Cuvier, Anne-Sophie, Berton, Jan, Stevens, Christian V, Fadda, Giulia C, Babonneau, Florence, Van Bogaert, Inge N A, Soetaert, Wim, Pehau-Arnaudet, Gérard, Baccile, Niki
Format: Article
Language:English
Subjects:
Chemical Sciences
Circular Dichroism
Glycolipids - chemistry
Glycolipids - metabolism
Hydrogen Bonding
Hydrogen-Ion Concentration
Hydrophobic and Hydrophilic Interactions
Material chemistry
Molecular Conformation
Nanofibers - chemistry
Nanotubes, Carbon - chemistry
Nanotubes, Carbon - ultrastructure
Saccharomyces cerevisiae - metabolism
Static Electricity
Stereoisomerism
Surface-Active Agents - chemistry
Surface-Active Agents - metabolism
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Summary:In the present paper, we show that the saturated form of acidic sophorolipids, a family of industrially scaled bolaform microbial glycolipids, unexpectedly forms chiral nanofibers only at pH below 7.5. In particular, we illustrate that this phenomenon derives from a subtle cooperative effect of molecular chirality, hydrogen bonding, van der Waals forces and steric hindrance. The pH-responsive behaviour was shown by Dynamic Light Scattering (DLS), pH-titration and Field Emission Scanning Electron Microscopy (FE-SEM) while the nanoscale chirality was evidenced by Circular Dichroism (CD) and cryo Transmission Electron Microscopy (cryo-TEM). The packing of sophorolipids within the ribbons was studied using Small Angle Neutron Scattering (SANS), Wide Angle X-ray Scattering (WAXS) and 2D (1)H-(1)H through-space correlations via Nuclear Magnetic Resonance under very fast (67 kHz) Magic Angle Spinning (MAS-NMR).
ISSN:1744-683X
1744-6848
DOI:10.1039/c4sm00111g