“Janus” dendrimers: syntheses and properties

Caminade, Anne‐Marie; Laurent, Régis; Delavaux‐Nicot, Béatrice; Majoral, Jean‐Pierre

doi:10.1039/c1nj20458k

Cited by 149 publications

(127 citation statements)

References 67 publications

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“…4–6 As the word “Janus” describes, JDs are two-faced molecules in that they consist of two structurally and functionally different branches. 7 Like lipids, the JDs described here are amphipathic, bearing both hydrophobic and hydrophilic branches. The range of structures produced via JD self-assembly, along with the fact that JDs are stable and biocompatible, suggests that they can model membrane rearrangements, including those induced by external stimuli.…”

Section: Introductionmentioning

confidence: 96%

Dendrimersomes Exhibit Lamellar-to-Sponge Phase Transitions

et al. 2018

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Lamellar to nonlamellar membrane shape transitions play essential roles in key cellular processes, such as membrane fusion and fission, and occur in response to external stimuli, including drug treatment and heat. A subset of these transitions can be modeled by means of thermally inducible amphiphile assemblies. We previously reported on mixtures of hydrogenated, fluorinated, and hybrid Janus dendrimers (JDs) that self-assemble into complex dendrimersomes (DMSs), including dumbbells, and serve as promising models for understanding the complexity of biological membranes. Here we show, by means of a variety of complementary techniques, that DMSs formed by single JDs or by mixtures of JDs undergo a thermally induced lamellar-to-sponge transition. Consistent with the formation of a three- dimensional bilayer network, we show that DMSs become more permeable to water-soluble fluorophores after transitioning to the sponge phase. These DMSs may be useful not only in modeling isotropic membrane rearrangements of biological systems but also in drug delivery since nonlamellar delivery vehicles can promote endosomal disruption and cargo release.

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Section: Introductionmentioning

confidence: 96%

Dendrimersomes Exhibit Lamellar-to-Sponge Phase Transitions

et al. 2018

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“…Experimentally several synthetic routes have been proposed to functionalise dendrimers with different chemical groups and some of them allow even the selective functionalization of only one side to the molecule. 12,13 These latter types of synthetic procedures allow the preparation of amphiphilic "Janus" dendrimers, where the specific chemical blocks are attached only to part of the end--monomers breaking the symmetry of the macromolecule. 13 However, due to the difficulties encountered in their synthesis, there are a relatively limited number of examples of Janus dendrimers when compared to the symmetrical ones.…”

Section: Introductionmentioning

confidence: 99%

How stable are amphiphilic dendrimers at the liquid–liquid interface?

Cheung

Carbone

2013

Soft Matter

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“…The introduction of different dendrons in fact facilitates the design of the dendrimeric macromolecule in order to achieve the best combination of functions in the final material. [4] Block codendrimers have been widely investigated in the design of new liquid crystals, [5][6][7] self-assembled amphiphilic materials [8][9][10][11] and biomaterials, especially for drug delivery. [12,13] Liquid-crystal dendrimers in comparison with low molecular weight mesogens provide a highly congested environment that restricts the mobility of the mesogenic units of the molecules and thus favours enhancement of the microsegregation that leads to a finer control of mesomorphic behaviour.…”

Section: Introductionmentioning

confidence: 99%

Functional Carbazole Liquid‐Crystal Block Codendrimers with Optical and Electronic Properties

Gracia

Feringán

Serrano

et al. 2014

Chemistry A European J

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The synthesis and characterisation of a family of block codendrimers consisting of highly versatile mesogenic and carbazole-containing 2,2-bis(hydroxymethyl)propionic acid (bis-MPA) dendrons are reported. The liquid-crystal behaviour was investigated by means of differential scanning calorimetry, polarised-light optical microscopy and X-ray diffraction. Depending on the chemical structure of the constituent dendrons, the codendrimers show lamellar or columnar mesophases. On the basis of the experimental results, models both at the molecular level and in the mesophase are proposed. The physical properties of the block codendrimers derived from the presence of the carbazole moiety in their structure were investigated: photoluminescence in solution and in the mesophase, electrochemical behaviour and hole transport. Electrodeposition of carbazole dendrons afforded a globular supramolecular conformation in which the mesogenic molecular side plays a key role.

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“Janus” dendrimers: syntheses and properties

Cited by 149 publications

References 67 publications

Dendrimersomes Exhibit Lamellar-to-Sponge Phase Transitions

Dendrimersomes Exhibit Lamellar-to-Sponge Phase Transitions

How stable are amphiphilic dendrimers at the liquid–liquid interface?

Functional Carbazole Liquid‐Crystal Block Codendrimers with Optical and Electronic Properties

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