Effect of headgroup chirality in nanoassemblies. Part 1. Self-assembly of D-isoascorbic acid derivatives in water

The Journal of Physical Chemistry. B
Moira AmbrosiPiero Baglioni

Abstract

L-(+)-Ascorbic acid and D-(-)-isoascorbic acid are epimers, with an opposite configuration at the C5 stereogenic chiral center. Single-chained surfactants that carry a L-ascorbic or d-isoascorbic acid residue as hydrophilic headgroup and an alkanoate tail as hydrophobic chain were synthesized. We refer to these as L-ASCn and D-ASCn, with n=8, 10, or 12. The role of the headgroup configuration in determining the nature of both the pure compounds and their nano assembly in aqueous dispersions were studied. Surface tension, infrared spectroscopy, differential scanning calorimetry, conductivity, small-angle X-ray scattering, and wide-angle X-ray diffractometry were used to characterize surfactant properties as a function of temperature and concentration. The L and D headgroup forms have significantly different hydration. This greatly affects the structure and stability of the aggregates in the micellar and coagel states.

References

Jan 23, 1968·Acta Crystallographica. Section B, Structural Science·J Hvoslef
Nov 15, 1968·Acta Crystallographica. Section B, Structural Science·J Hvoslef
Feb 15, 1997·Journal of Colloid and Interface Science·G Capuzzi Lo Nostro P
Dec 13, 2001·Chemical Reviews·J J CornelissenN A Sommerdijk
Feb 20, 2002·Chemical Reviews·Pierre Terech, Richard G. Weiss
Jul 13, 2002·Journal of Pharmaceutical Sciences·Santiago PalmaPierandrea Lo Nostro
Jun 1, 2006·Journal of the American Chemical Society·Moira AmbrosiPiero Baglioni
Jul 3, 2007·The Journal of Physical Chemistry. B·Richard S BlackburnStephen J Russell
Oct 30, 2007·International Journal of Pharmaceutics·Santiago PalmaDaniel Allemandi
Feb 9, 2008·Journal of the American Chemical Society·Cecilia BombelliClaudio Villani

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Citations

Mar 21, 2017·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Elia TempestiniPierandrea Lo Nostro
Mar 10, 2016·Physical Chemistry Chemical Physics : PCCP·Emiliano CarrettiPierandrea Lo Nostro
May 23, 2009·The Journal of Physical Chemistry. B·Pierandrea Lo NostroPiero Baglioni
Feb 22, 2014·The Journal of Physical Chemistry. B·Chiara VenturiniPiero Baglioni
Oct 20, 2018·Langmuir : the ACS Journal of Surfaces and Colloids·Lili ZhouYilin Wang
Sep 8, 2011·The Journal of Physical Chemistry. B·Christian DollePierandrea Lo Nostro

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