Unfolding of Tryptophanoctyl Ester and Elastic Deformation of Host Micelles via RR' N ⋅⋅⋅π Interaction: Conceivable Relevance to Wrapping Process of Receptor Mediated Endocytosis.

The interfacial properties of the mixed amphiphiles are modified by a stronger cation-π interaction between the quaternary ammonium head group of CTAB and the π-face of TROE, compared to the tyrosine analogue (TYOE). This eventually triggers a morphology transition through elastic deformation of the spherical micelles of CTAB to cylindrical/wormlike micelles. The unfolding of TROE and the molecular interactions in the nanoenvironment have been recognized by NMR spectroscopy and the physical characteristics of the entangled wormlike micelles are investigated by high resolution transmission electron microscopy (HRTEM), whereas the complex fluidic feature is examined by dynamic rheological measurements. Morphology tuning of the soft nanoaggregates of zwitterionic dodecylphosphocholine by the tryptophan analogue via choline-π interaction has unique biological consequences and we consider the significance of such interactions in facilitating endocytosis of a virion/nano particle(NP) in terms of a quantitative model. The implication in future research on drug development strategies is discussed.