pH-Dependent Chiral Recognition of D- and L-Arginine Derived Polyamidoamino Acids by Self-assembled Sodium Deoxycholate.

摘要: D- and L-arginine-based polyamidoamino acids, called L-ARGO7, retain the chirality acid/base properties of parent α-amino acids show pH-dependent self-structuring in water. The ability ARGO7 chiral isomers to selectively interact with biomolecules and/or surfaces was studied by choosing sodium deoxycholate (NaDC) as a model biomolecule for its self-assembly into globular micelles, showing enantio-selectivity. To this purpose, mixtures NaDC D-, L- or D,L-ARGO7, respectively, water were analysed circular dichroism (CD) spectroscopy small-angle neutron scattering (SANS) at different levels acidity expressed terms pD concentrations. Differences CD spectra indicated discrimination NaDC/ARGO7 gel phase (pD 7.30) but not solution 9.06). SANS measurements confirmed large scale structural perturbation induced yet no modulation structure phase. Together, these techniques shed light on mechanism which stereoisomers modify morphology micelles function pH. This work demonstrates chirality-dependent interactions that drive evolution behaviour NaDC, opening way designing novel smart drug delivery systems.