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Nanoscale platelet formation by monounsaturated and saturated sophorolipids under basic pH conditions

(2015) CHEMISTRY-A EUROPEAN JOURNAL. 21(52). p.19265-19277
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Abstract
The self-assembly behavior of the yeast-derived bolaamphiphile sophorolipid (SL) is generally studied under acidic/neutral pH conditions, at which micellar and fibrillar aggregates are commonly found, according to the (un)saturation of the aliphatic chain: the cis form, which corresponds to the oleic acid form of SL, spontaneously forms micelles, whereas the saturated form, which corresponds to the stearic acid form of SL, preferentially forms chiral fibers. By using small-angle light and X-ray scattering (SLS, SAXS) combined with high-sensitivity transmission electron microscopy imaging under cryogenic conditions (cryo-TEM), the nature of the self-assembled structures formed by these two compounds above pH 10, which is the pH at which they are negatively charged due to the presence of a carboxylate group, has been explored. Under these conditions, these compounds self-assemble into nanoscale platelets, despite the different molecular structures. This work shows that the electrostatic repulsion forces generated by COO- mainly drive the self-assembly process at basic pH, in contrast with that found at pH below neutrality, at which self-assembly is driven by van der Waals forces and hydrogen bonding, and thus, is in agreement with previous findings on carbohydrate-based gemini surfactants.
Keywords
basicity, amphiphiles, micelles, nanostructures, self-assembly, ANGLE NEUTRON-SCATTERING, SUPRAMOLECULAR ASSEMBLIES, UNILAMELLAR VESICLES, AGGREGATION BEHAVIOR, BOLA-AMPHIPHILES, UNSYMMETRICAL BOLAAMPHIPHILES, BICELLAR SYSTEMS, SURFACE-CHARGE, BIOSURFACTANTS, MICELLES

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Citation

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Chicago
Cuvier, Anne-Sophie, Florence Babonneau, Jan Berton, Christian Stevens, Giulia C Fadda, Gérard Péhau-Arnaudet, Patrick Le Griel, Sylvain Prévost, Javier Perez, and Niki Baccile. 2015. “Nanoscale Platelet Formation by Monounsaturated and Saturated Sophorolipids Under Basic pH Conditions.” Chemistry-a European Journal 21 (52): 19265–19277.
APA
Cuvier, A.-S., Babonneau, F., Berton, J., Stevens, C., Fadda, G. C., Péhau-Arnaudet, G., Le Griel, P., et al. (2015). Nanoscale platelet formation by monounsaturated and saturated sophorolipids under basic pH conditions. CHEMISTRY-A EUROPEAN JOURNAL, 21(52), 19265–19277.
Vancouver
1.
Cuvier A-S, Babonneau F, Berton J, Stevens C, Fadda GC, Péhau-Arnaudet G, et al. Nanoscale platelet formation by monounsaturated and saturated sophorolipids under basic pH conditions. CHEMISTRY-A EUROPEAN JOURNAL. 2015;21(52):19265–77.
MLA
Cuvier, Anne-Sophie, Florence Babonneau, Jan Berton, et al. “Nanoscale Platelet Formation by Monounsaturated and Saturated Sophorolipids Under Basic pH Conditions.” CHEMISTRY-A EUROPEAN JOURNAL 21.52 (2015): 19265–19277. Print.
@article{7220817,
  abstract     = {The self-assembly behavior of the yeast-derived bolaamphiphile sophorolipid (SL) is generally studied under acidic/neutral pH conditions, at which micellar and fibrillar aggregates are commonly found, according to the (un)saturation of the aliphatic chain: the cis form, which corresponds to the oleic acid form of SL, spontaneously forms micelles, whereas the saturated form, which corresponds to the stearic acid form of SL, preferentially forms chiral fibers. By using small-angle light and X-ray scattering (SLS, SAXS) combined with high-sensitivity transmission electron microscopy imaging under cryogenic conditions (cryo-TEM), the nature of the self-assembled structures formed by these two compounds above pH 10, which is the pH at which they are negatively charged due to the presence of a carboxylate group, has been explored. Under these conditions, these compounds self-assemble into nanoscale platelets, despite the different molecular structures. This work shows that the electrostatic repulsion forces generated by COO- mainly drive the self-assembly process at basic pH, in contrast with that found at pH below neutrality, at which self-assembly is driven by van der Waals forces and hydrogen bonding, and thus, is in agreement with previous findings on carbohydrate-based gemini surfactants.},
  author       = {Cuvier, Anne-Sophie and Babonneau, Florence and Berton, Jan and Stevens, Christian and Fadda, Giulia C and P{\'e}hau-Arnaudet, G{\'e}rard and Le Griel, Patrick and Pr{\'e}vost, Sylvain and Perez, Javier and Baccile, Niki},
  issn         = {0947-6539},
  journal      = {CHEMISTRY-A EUROPEAN JOURNAL},
  keyword      = {basicity,amphiphiles,micelles,nanostructures,self-assembly,ANGLE NEUTRON-SCATTERING,SUPRAMOLECULAR ASSEMBLIES,UNILAMELLAR VESICLES,AGGREGATION BEHAVIOR,BOLA-AMPHIPHILES,UNSYMMETRICAL BOLAAMPHIPHILES,BICELLAR SYSTEMS,SURFACE-CHARGE,BIOSURFACTANTS,MICELLES},
  language     = {eng},
  number       = {52},
  pages        = {19265--19277},
  title        = {Nanoscale platelet formation by monounsaturated and saturated sophorolipids under basic pH conditions},
  url          = {http://dx.doi.org/10.1002/chem.201502933},
  volume       = {21},
  year         = {2015},
}

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