Vesicles and other supramolecular systems from biocompatible synthetic glycolipids with hydrocarbon and/or fluorocarbon chains

Guedj, Camille; Pucci, Bernard; Zarif, Leila; Coulomb, Claude; Riess, Jean G.; Pavia, A. A.

doi:10.1016/0009-3084(94)90099-x

Cited by 31 publications

(17 citation statements)

References 23 publications

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“…Since the early 1980s, the synthesis and self-assembly of fluorinated lipids have been of continuous interest, especially because of the increased stability of the vesicles thus formed [49,50,51] that became suitable for drug-delivery applications [52]. The shape of the vesicles was visualized by negative stain, freeze–fracture, and cryoTEM [52,53,54,55].…”

Section: (Cryo)tem Of Self-assembled Fluorinated Amphiphilesmentioning

confidence: 99%

(Cryo)Transmission Electron Microscopy of Phospholipid Model Membranes Interacting with Amphiphilic and Polyphilic Molecules

Meister

Blume

2017

Polymers

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Lipid membranes can incorporate amphiphilic or polyphilic molecules leading to specific functionalities and to adaptable properties of the lipid bilayer host. The insertion of guest molecules into membranes frequently induces changes in the shape of the lipid matrix that can be visualized by transmission electron microscopy (TEM) techniques. Here, we review the use of stained and vitrified specimens in (cryo)TEM to characterize the morphology of amphiphilic and polyphilic molecules upon insertion into phospholipid model membranes. Special emphasis is placed on the impact of novel synthetic amphiphilic and polyphilic bolalipids and polymers on membrane integrity and shape stability.

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Section: (Cryo)tem Of Self-assembled Fluorinated Amphiphilesmentioning

confidence: 99%

(Cryo)Transmission Electron Microscopy of Phospholipid Model Membranes Interacting with Amphiphilic and Polyphilic Molecules

Meister

Blume

2017

Polymers

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“…Hybrid anionic surfactants containing fluorocarbon and hydrocarbon chains have already been prepared and studied . Such hybrid compounds tend to form supramolecular assemblies, some of which have potential biological applications . Recently, hybrid bola-amphiphiles have been synthesized to study the “flip-flop” behavior of spin label in vesicles .…”

mentioning

confidence: 99%

Synthesis and Preliminary Assessments of Ethyl-Terminated Perfluoroalkyl Nonionic Surfactants Derived from Tris(hydroxymethyl)acrylamidomethane

et al. 1999

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We describe the synthesis and preliminary physicochemical and biological assessments of a new class of nonionic hybrid hydrofluoro amphiphiles derived from tris(hydroxymethyl)aminomethane (THAM). The synthesis of the hydrophobic tail of these amphiphiles is based on the preparation of an asymmetrical hydrofluorocarbon derivative containing an ethyl segment, a fluorocarbon core, and an ethyl thiol moiety. This molecule led to either THAM galactosylated monoadducts or telomers. These amphiphiles exhibit neither detergency toward cell membranes nor membrane protein denaturation.

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“…The formation of vesicles was observed by Transmission Electron Microscopy (TEM) according to the negative staining method and by Freeze fracture Electron Microscopy (FFEM) as previously described. 23 The samples were examined using a Philips CM 10 microscope (TEM) or a Zeiss EM 912 electron microscope (Zeiss, Iena, Germany) (FFEM). Steady-state fluorescence measurements.…”

Section: Identification Of Vesicles By Transmission Electronmentioning

confidence: 99%

Synthesis and aggregation behaviour of symmetric glycosylated bolaamphiphiles in water

Polidori¹,

Wathier²,

Fabiano³

et al. 2006

Arkivoc

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This work is dedicated to the Professor Armand Lattes for his great contribution to the organic and supramolecular chemistry AbstractThe synthesis of a new family of symmetric bolaamphiphiles derived from tris(hydroxymethyl)aminomethane (Tris) is described. The specific glycosylation of Tris hydroxyl groups allows modulation of their polar head volumes. Symmetric bolaamphiphiles were prepared by grafting the Tris moieties onto a hydrophobic chain through urea or amide bonds and a glycyl linker. Moreover, the introduction of phenyl groups or a perfluoroalkyl chain afforded increased rigidity of the hydrophobic spacer arm. A diluted water suspension of these amphiphiles did not show a supramolecular organisation any larger than micellar-type aggregates

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Vesicles and other supramolecular systems from biocompatible synthetic glycolipids with hydrocarbon and/or fluorocarbon chains

Cited by 31 publications

References 23 publications

(Cryo)Transmission Electron Microscopy of Phospholipid Model Membranes Interacting with Amphiphilic and Polyphilic Molecules

(Cryo)Transmission Electron Microscopy of Phospholipid Model Membranes Interacting with Amphiphilic and Polyphilic Molecules

Synthesis and Preliminary Assessments of Ethyl-Terminated Perfluoroalkyl Nonionic Surfactants Derived from Tris(hydroxymethyl)acrylamidomethane

Synthesis and aggregation behaviour of symmetric glycosylated bolaamphiphiles in water

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