Synthesis and Self-Assembly Properties of Bola-Amphiphilic Glycosylated Lipopeptide-Type Supramolecular Hydrogels Showing Colour Changes Along with Gel–Sol Transition

Supramolecular hydrogels formed by self-assembly of low-molecular-weight amphiphiles (hydrogelators) have attracted significant attention, as smart and soft materials. However, most of the observed stimuli-responsive behaviour of these supramolecular hydrogels are limited to gel–sol transitions. In this study, we present bola-amphiphilic glycosylated lipopeptide-type supramolecular hydrogelators that exhibit reversible thermochromism along with a gel–sol transition. The bola-amphiphiles have mono-, di-, tri- or tetra-phenylalanine (F) as a short peptide moiety. We investigate and discuss the effects of the number of F residues on the gelation ability and the morphology of the self-assembled nanostructures.

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Recent Advances on Supramolecular Gels: From Stimuli-Responsive Gels to Co-Assembled and Self-Sorted Systems

Organic Materials ◽

10.1055/s-0040-1722263 ◽

2021 ◽

Vol 03 (01) ◽

pp. 025-040

Author(s):

Chih-Wei Chu ◽

Christoph A. Schalley

Keyword(s):

Self Assembly ◽

Dynamic Properties ◽

Soft Materials ◽

The Self ◽

Low Molecular Weight ◽

Multicomponent Systems ◽

Stimuli Responsive ◽

Recent Advances ◽

Supramolecular Gels ◽

Low Molecular Weight Gelators

Gels prepared from low-molecular-weight gelators (LMWGs) represent versatile soft materials. Self-assembly of LMWGs forms nanofibers and above critical gelation concentrations, the entanglement of which leads to self-supporting gels. Owing to the dynamic properties of the self-assembly process, stimuli-responsive LMWGs have prospered in the last decade. In addition, incorporating multiple LMWGs into one system brings the opportunity to achieve sophisticated designs and functions. This review covers recent advances in the field of supramolecular gels, from stimuli-responsive gelators to multicomponent systems that are self-sorting and/or co-assembling.

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Nanoscale metallogel via self-assembly of self-assembled trinuclear coordination rings: multi-stimuli-responsive soft materials

Dalton Transactions ◽

10.1039/c4dt03715d ◽

2015 ◽

Vol 44 (34) ◽

pp. 15181-15188 ◽

Cited By ~ 23

Author(s):

Sudhakar Ganta ◽

Dillip Kumar Chand

Keyword(s):

Self Assembly ◽

Soft Materials ◽

The Self ◽

Stimuli Responsive ◽

Self Assembled

A multi-stimuli-responsive metallogel is obtained by the self-assembly of an already self-assembled trinuclear palladium(ii) based coordination ring of the rare M3L6 composition.

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Ferro-self-assembly: magnetic and electrochemical adaptation of a multiresponsive zwitterionic metalloamphiphile showing a shape-hysteresis effect

Chemical Science ◽

10.1039/d0sc05249c ◽

2021 ◽

Vol 12 (1) ◽

pp. 270-281

Author(s):

Stefan Bitter ◽

Moritz Schlötter ◽

Markus Schilling ◽

Marina Krumova ◽

Sebastian Polarz ◽

...

Keyword(s):

Magnetic Field ◽

Light Scattering ◽

Dynamic Light Scattering ◽

Real Time ◽

Self Assembly ◽

Hysteresis Effect ◽

The Self ◽

Self Organization ◽

Stimuli Responsive ◽

Optical Birefringence

The self-organization properties of a stimuli responsive amphiphile can be altered by subjecting the paramagnetic oxidized form to a magnetic field of 0.8 T and monitored in real time by coupling optical birefringence with dynamic light scattering.

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ChemInform Abstract: The Importance of the Self-Assembly Process to Control Mechanical Properties of Low Molecular Weight Hydrogels

ChemInform ◽

10.1002/chin.201336240 ◽

2013 ◽

Vol 44 (36) ◽

pp. no-no

Author(s):

Jaclyn Raeburn ◽

Andre Zamith Cardoso ◽

Dave J. Adams

Keyword(s):

Mechanical Properties ◽

Molecular Weight ◽

Self Assembly ◽

The Self ◽

Low Molecular Weight ◽

Assembly Process

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Chirality, Gelation Ability and Crystal Structure: Together or Apart? Alkyl Phenyl Ethers of Glycerol as Simple LMWGs

Symmetry ◽

10.3390/sym13040732 ◽

2021 ◽

Vol 13 (4) ◽

pp. 732

Author(s):

Alexander A. Bredikhin ◽

Aidar T. Gubaidullin ◽

Zemfira A. Bredikhina ◽

Robert R. Fayzullin ◽

Olga A. Lodochnikova

Keyword(s):

Self Assembly ◽

Chiral Recognition ◽

Soft Materials ◽

Gelling Agent ◽

Low Molecular Weight ◽

X Ray Diffraction ◽

X Ray ◽

Different Types ◽

Low Molecular Weight Gelators ◽

Phenyl Ethers

Chiral recognition plays an important role in the self-assembly of soft materials, in particular supramolecular organogels formed by low molecular weight gelators (LMWGs). Out of 14 pairs of the studied racemic and enantiopure samples of alkyl-substituted phenyl ethers of glycerol, only eight enantiopure diols form the stable gels in nonane. The formation of gels from solutions was studied by polarimetry, and their degradation with the formation of xerogels was studied by the PXRD method. The revealed crystalline characteristics of all studied xerogels corresponded to those for crystalline samples of the parent gelators. In addition to those previously investigated, crystalline samples of enantiopure para-n-alkylphenyl glycerol ethers [alkyl = pentyl (5), hexyl (6), heptyl (7), octyl (8), nonyl (9)] and racemic 3-(3,5-dimethylphenoxy)propane-1,2-diol (rac-14) have been examined by single crystal X-ray diffraction analysis. Among 22 samples of compounds 1-14 studied by SC-XRD, seven different types of supramolecular motifs are identified, of which only two are realized in crystals of supramolecular gelators. An attempt was made to relate the ability to gel formation with the characteristics of the supramolecular motif of a potential gelling agent, and the frequency of formation of the motif, required for gelation, with the chiral characteristics of the sample.

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Amplified Analysis of Low-Molecular-Weight Substrates or Proteins by the Self-Assembly of DNAzyme−Aptamer Conjugates

Journal of the American Chemical Society ◽

10.1021/ja070180d ◽

2007 ◽

Vol 129 (18) ◽

pp. 5804-5805 ◽

Cited By ~ 275

Author(s):

Di Li ◽

Bella Shlyahovsky ◽

Johann Elbaz ◽

Itamar Willner

Keyword(s):

Molecular Weight ◽

Self Assembly ◽

The Self ◽

Low Molecular Weight

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Chapter 12. Responsive Materials by the Self-assembly of Low Molecular Weight Gelators

Smart Materials Series - Chemoresponsive Materials ◽

10.1039/9781782622420-00332 ◽

2015 ◽

pp. 332-363 ◽

Cited By ~ 1

Author(s):

Emily R. Draper ◽

Dave J. Adams

Keyword(s):

Molecular Weight ◽

Self Assembly ◽

The Self ◽

Low Molecular Weight ◽

Responsive Materials ◽

Low Molecular Weight Gelators

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Stimuli-responsive Supramolecular Gels Based on the Self-Assembly of stigmasterol-ferrocene derivative

Colloids and Interface Science Communications ◽

10.1016/j.colcom.2020.100321 ◽

2020 ◽

Vol 39 ◽

pp. 100321

Author(s):

Jiacheng Wang ◽

Min Chen ◽

Haitian Zhao ◽

Hua Zhang ◽

Xin Yang

Keyword(s):

Self Assembly ◽

The Self ◽

Stimuli Responsive ◽

Ferrocene Derivative ◽

Supramolecular Gels

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Ferro-Self-Assembly: Magnetic and Electrochemical Adaptation of a Multiresponsive Zwitterionic Metalloamphiphile Showing a Shape-Hysteresis Effect

10.26434/chemrxiv.12370406 ◽

2020 ◽

Author(s):

Stefan Bitter ◽

Moritz Schlötter ◽

Markus Schilling ◽

Rainer Winter ◽

Sebastian Polarz

Keyword(s):

Magnetic Field ◽

External Magnetic Field ◽

Self Assembly ◽

Hysteresis Effect ◽

The Self ◽

Stimuli Responsive ◽

Tubular Aggregates ◽

Optical Birefringence ◽

Sufficient Concentration

We report on a novel multi-stimuli-responsive amphiphile, 1-(Z)-heptenyl-1’-dimethylammonium-methyl-(3-sulfopropyl)ferrocene (6), whose self-assembly properties can be altered by three different stimuli, namely: (i) the addition of external salts which serve to unfold the sultone headgroup, thus triggering self-assembly of 6 into vesicles; (ii) oxidation to 6+, which changes the lipophilic ferrocene to a hydrophilic ferrocenium entity, thereby broadening the size-distribution of the aggregates; and (iii) exposition of 6+ to an external magnetic field of 0.8 T. Under thease conditions and at sufficient concentration, 6+ forms large, tubular aggregates with lengths of up to 15 µm, which persist for over 5 min after the field is switched off again. 6+ is thus the first amphiphile to exhibit a shape-hysteresis effect. The self-assembly/disassembly processes and their dynamics were studied live and in situ by optical birefringence measurements coupled to light scattering.

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