scholarly journals Synthesis and self-assembly of 1-deoxyglucose derivatives as low molecular weight organogelators

2011 ◽  
Vol 7 ◽  
pp. 234-242 ◽  
Author(s):  
Guijun Wang ◽  
Hao Yang ◽  
Sherwin Cheuk ◽  
Sherman Coleman
Keyword(s):  
Molecular Weight ◽  
Self Assembly ◽  
Aqueous Ethanol ◽  
Soft Materials ◽  
Low Molecular Weight ◽  
Aqueous Mixtures ◽  
Acyl Chains ◽  
Low Molecular Weight Gelators ◽  
Low Molecular Weight Organogelators

Low molecular weight gelators are an important class of molecules. The supramolecular gels formed by carbohydrate derived low molecular weight gelators are interesting soft materials that show great potential for many applications. Previously, we have synthesized a series of methyl 4,6-O-benzylidene-α-D-glucopyranoside derivatives and found that several of them are good gelators for water, aqueous mixtures of DMSO, or aqueous mixtures of ethanol. The gelation efficiency of these glycolipid derivatives is dependent upon the structures of their acyl chains. In order to understand the influence of the anomeric position of the sugar headgroup towards self-assembly, we synthesized a series of 1-deoxyglucose analogs, and examined their gelation properties in several solvents. Several long chain esters, including diacetylene containing esters, and aryl esters exhibited gelation in ethanol, aqueous ethanol, or aqueous DMSO. The synthesis and characterization of these novel analogs are reported.

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

Symmetry ◽  
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.

Access to Metastable Gel States Using Seeded Self‐Assembly of Low‐Molecular‐Weight Gelators

2019 ◽  
Vol 58 (12) ◽  
pp. 3800-3803 ◽  
Author(s):  
Yiming Wang ◽  
Robin M. de Kruijff ◽  
Matija Lovrak ◽  
Xuhong Guo ◽  
Rienk Eelkema ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Self Assembly ◽  
Low Molecular Weight ◽  
Low Molecular Weight Gelators

scholarly journals Thermally tunable selective formation of self-assembled fibers into two orthogonal directions in oriented liquid-crystalline smectic templates

2020 ◽  
Vol 56 (69) ◽  
pp. 9954-9957
Author(s):  
Daisuke Yamaguchi ◽  
Yuka Ikemoto ◽  
Takashi Kato
Keyword(s):  
Molecular Weight ◽  
Self Assembly ◽  
Liquid Crystalline ◽  
Layered Structures ◽  
Low Molecular Weight ◽  
Smectic A ◽  
Orthogonal Grid ◽  
Self Assembled ◽  
Low Molecular Weight Gelators ◽  
Selective Formation

Two orthogonal (grid-like) and one directional fibrous structures are selectively formed through anisotropic self-assembly of low-molecular-weight gelators in liquid-crystalline smectic A templates depending on thermally tuned layered structures.

Access to Metastable Gel States Using Seeded Self‐Assembly of Low‐Molecular‐Weight Gelators

2019 ◽  
Vol 131 (12) ◽  
pp. 3840-3843 ◽  
Author(s):  
Yiming Wang ◽  
Robin M. de Kruijff ◽  
Matija Lovrak ◽  
Xuhong Guo ◽  
Rienk Eelkema ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Self Assembly ◽  
Low Molecular Weight ◽  
Low Molecular Weight Gelators

l-Cysteine/AgNO2 low molecular weight gelators: self-assembly and suppression of MCF-7 breast cancer cells

Soft Matter ◽  
2020 ◽  
Vol 16 (42) ◽  
pp. 9669-9673
Author(s):  
Dmitry V. Vishnevetskii ◽  
Arif R. Mekhtiev ◽  
Tatyana V. Perevozova ◽  
Dmitry V. Averkin ◽  
Alexandra I. Ivanova ◽  
...  
Keyword(s):  
Breast Cancer ◽  
Molecular Weight ◽  
Cancer Cells ◽  
Self Assembly ◽  
Breast Cancer Cells ◽  
Low Molecular Weight ◽  
Human Breast ◽  
Selective Toxicity ◽  
Low Molecular Weight Gelators ◽  
Mcf 7

We present a method for the preparation of a new hydrogel based on low molecular weight gelators that exhibits selective toxicity towards MCF-7 human breast cancer cells.

Low-Molecular-Weight Gelators: Elucidating the Principles of Gelation Based on Gelator Solubility and a Cooperative Self-Assembly Model

2008 ◽  
Vol 130 (28) ◽  
pp. 9113-9121 ◽  
Author(s):  
Andrew R. Hirst ◽  
Ian A. Coates ◽  
Thomas R. Boucheteau ◽  
Juan F. Miravet ◽  
Beatriu Escuder ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Self Assembly ◽  
Low Molecular Weight ◽  
Assembly Model ◽  
Low Molecular Weight Gelators

Bis-triazologlycolipid mimetics – low molecular weight organogelators

2014 ◽  
Vol 38 (7) ◽  
pp. 3015-3021 ◽  
Author(s):  
Arasappan Hemamalini ◽  
Thangamuthu Mohan Das
Keyword(s):  
Molecular Weight ◽  
Self Assembly ◽  
Click Reaction ◽  
Regioselective Synthesis ◽  
Low Molecular Weight ◽  
Low Molecular Weight Organogelators

A facile regioselective synthesis of bis-triazologlycolipids, a class of organogelators, has been accomplished by “Click reaction”. The morphology and self-assembly of the gelators were examined by FESEM and HRTEM analysis.

β-Galactosidase instructed self-assembly of supramolecular bolaamphiphiles hydrogelators

Soft Matter ◽  
2020 ◽  
Vol 16 (33) ◽  
pp. 7648-7651 ◽  
Author(s):  
Julie Baillet ◽  
Alexandra Gaubert ◽  
Julien Verget ◽  
Laurent Latxague ◽  
Philippe Barthélémy
Keyword(s):  
Molecular Weight ◽  
Self Assembly ◽  
Supramolecular Assemblies ◽  
Low Molecular Weight ◽  
Low Molecular Weight Gelators

β-Galactosidase instructed supramolecular assemblies of Low Molecular Weight Gelators (LMWGs) derived from glyconucleo-bolaamphiphiles have been designed.

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