Search results for "Amphiphile"

Fragment condensation on solid-phase in the synthesis of an amphiphilic glycopeptide from the homophilic recognition domain of epithelial cadherin 1

1998

Abstract The lipo-glycopeptide 6 containing the homophilic recognition motif of mouse epithelial cadherin 1 was synthesised via a fragment condensation on a solid phase linked peptide using an allylic anchor and a pentafluorophenol-based coupling reagent.

Amphiphilic Polyethers of Controlled Chain Architecture

2003

The amphiphilic polymers, polymers which contain in their macromolecules both hydrophilic and hydrophobic units1, are the base for valuable materials due to their diversified interaction with liquids. So they may act as emulsifiers, compatibilizers, “smart” materials (responding to external stimuli)2 and many others. In order to control their properties, the hydrophilic — hydrophobic balance in the macromolecules has to be controlled. This balance depends not only upon the constitution of the chain repeating units, but also upon the art of their distribution in the chains (copolymers of controlled unit sequences), the chain topology, the size of the chains and many others. So a careful engi…

2020

The pH-responsive nature of two self-assembled NDI-peptide amphiphile conjugates is reported. The diethoxy substituted NDI showed a pH-dependent assembly behaviour, as expected. In contrast, the isopropylamino- and ethoxy-substituted NDI based supramolecular polymer was stable at acidic and basic aqueous conditions. This finding highlights how subtle changes in the molecular design of π-stacked chromophore-peptide conjugates have a drastic impact on their equilibrium structure and ultimately functional properties.

Molecular Recognition-Induced Function and Competitive Replacement by Hydrogen-Bonding Interactions:  Amphiphilic Barbituric Acid Derivatives, 2,4,6-…

1998

The phenomenon of molecular recognition inducing further function is common in nature. However, there are few synthetic systems which achieve this cascade type mechanism, and those are generally ca...

Conformational polymorphism and amphiphilic properties of resorcinarene octapodands

2010

o-Nitroaniline functionalized resorcinarene octapodands 1-5 with pendant methyl, ethyl, pentyl, nonyl or 1-decenyl groups, respectively, were synthesized and their structural properties investigated using X-ray crystallography and NMR spectroscopy. The upper rim of each podand is identical containing flexible side arms, in which rotation around the -OCH(2)CH(2)N- linkers create excellent possibilities for polymorphism. Two conformational polymorphs of acetone solvate of 2 were identified containing different side arm orientation and crystal packing. Compound 1 crystallized from acetone and nitromethane yielding two pseudopolymorphs with different packing motifs. The longer alkyl chains of 3…

Cover Feature: Mannose-Decorated Multicomponent Supramolecular Polymers Trigger Effective Uptake into Antigen-Presenting Cells (ChemBioChem 9/2018)

2018

A minimal hydrophobicity is needed to employ amphiphilic p(HPMA)-co-p(LMA) random copolymers in membrane research.

2014

Because a polymer environment might be milder than a detergent micelle, amphiphilic polymers have attracted attention as alternatives to detergents in membrane biochemistry. The polymer poly[N-(2-hydroxypropyl)-methacrylamid] [p(HPMA)] has recently been modified with hydrophobic lauryl methacrylate (LMA) moieties, resulting in the synthesis of amphiphilic p(HPMA)-co-p(LMA) polymers. p(HPMA)-co-p(LMA) polymers with a LMA content of 5 or 15% have unstable hydrophobic cores. This, on one hand, promotes interactions of the hydrophobic LMA moieties with membranes, resulting in membrane rupture, but at the same time prevents formation of a hydrophobic, membrane mimetic environment that is suffici…

Effects of KL4-Type Peptides on the Surface Activity and Stability of Pulmonary Surfactant Films as Evaluated in the Captive Bubble Surfactometer

2012

Although SP-B is the most critical protein in lung surfactant, recombinant or synthetic forms of SP-B as a basis for the development of therapeutic surfactants are still not available. An alternative is the design and production of peptides mimicking the structure and general properties of essential motifs in SP-B.In the present study the surface activity of different KL4-derived peptides, as sequence variations of the original peptide designed to replicate a general amphipathic motif of SP-B [1], has been assessed in the captive bubble surfactometer. The peptides were reconstituted in a surfactant lipid matrix: DPPC/POPC/POPG (50:25:15, w/w/w). This mixture was selected because it offers a…

Polymer-coated reversed-phase packings with controlled hydrophobic properties

1992

Abstract We have designed and synthesized novel reversed-phase packings of non-porous and porous polymethacrylate-coated silicas. By varying the hydrophobicity of the polymer coating, selective unfolding of polypeptides may be achieved, thus enabling manipulation of the chromatographic profile. This study characterizes these packings through their employment for separations of model synthetic peptides of defined secondary, tertiary and quaternary structure. Thus, the packings were applied to the reversed-phase separation α-helical amphipathic and non-amphipathic peptides of the same amino acid composition but different sequences. In addition, selective unfolding of model to-stranded α-helic…

Biocompatible polymeric micelles with polysorbate 80 for use in brain targeting.

2008

In this paper, the synthesis and characterization of novel amphiphilic graft copolymers based on an alpha,beta-poly(N-2-hydroxyethyl)-D, L-aspartamide (PHEA) backbone and D, L-polylactic acid (PLA) hydrophobic side chains are reported. These copolymers were obtained starting from PHEA-ethylenediamine (PHEA-EDA), which was functionalized with polysorbate 80 (PS(80)) and/or PLA in order to obtain the PHEA-EDA-PS(80)-PLA and PHEA-EDA-PLA samples, respectively. The degrees of derivatization, DD(PS80) and DD(PLA), of PHEA-EDA-PS80-PLA, calculated by (1)H-NMR, resulted in being 1.2 +/- 0.03 mol% and 0.54 +/- 0.05 mol%, respectively, while that of PHEA-EDA-PLA was found to be 0.60 +/- 0.05 mol%. S…