Development of an Amino Sugar-Based Supramolecular Hydrogelator with Reduction Responsiveness

10.26434/chemrxiv.14152316 ◽

2021 ◽

Author(s):

Sayuri L. Higashi ◽

Masato Ikeda

Keyword(s):

Molecular Weight ◽

Molecular Design ◽

Soft Materials ◽

Amino Sugar ◽

Low Molecular Weight ◽

Stimuli Responsive ◽

Supramolecular Hydrogel ◽

Self Assembling ◽

Hydrogel Formation

Stimuli-responsive supramolecular hydrogels are a newly emerging class of aqueous soft materials with a wide variety of bioapplications. Here we report a reduction-responsive supramolecular hydrogel constructed from a markedly simple low-molecular-weight hydrogelator, which is developed on the basis of modular molecular design containing a hydrophilic amino sugar and a reduction-responsive nitrophenyl group. The hydrogel formation ability differs significantly between glucosamine- and galactosamine-based self-assembling molecules, which are epimers at the C4 position, and only the glucosamine-based derivative can act as a hydrogelator.

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Recently Developed Carbohydrate Based Gelators and Their Applications

Gels ◽

10.3390/gels7010024 ◽

2021 ◽

Vol 7 (1) ◽

pp. 24

Author(s):

Joedian Morris ◽

Jonathan Bietsch ◽

Kristen Bashaw ◽

Guijun Wang

Keyword(s):

Molecular Weight ◽

Environmental Remediation ◽

Rational Design ◽

Materials Science ◽

Structural Features ◽

Low Molecular Weight ◽

Stimuli Responsive ◽

Ion Sensing ◽

Self Assembling ◽

Low Molecular Weight Gelators

Carbohydrate based low molecular weight gelators have been an intense subject of study over the past decade. The self-assembling systems built from natural products have high significance as biocompatible materials and renewable resources. The versatile structures available from naturally existing monosaccharides have enriched the molecular libraries that can be used for the construction of gelators. The bottom-up strategy in designing low molecular weight gelators (LMWGs) for a variety of applications has been adopted by many researchers. Rational design, along with some serendipitous discoveries, has resulted in multiple classes of molecular gelators. This review covers the literature from 2017–2020 on monosaccharide based gelators, including common hexoses, pentoses, along with some disaccharides and their derivatives. The structure-based design and structure to gelation property relationships are reviewed first, followed by stimuli-responsive gelators. The last section focuses on the applications of the sugar based gelators, including their utilization in environmental remediation, ion sensing, catalysis, drug delivery and 3D-printing. We will also review the available LMWGs and their structure correlations to the desired properties for different applications. This review aims at elucidating the design principles and structural features that are pertinent to various applications and hope to provide certain guidelines for researchers that are working at the interface of chemistry, biochemistry, and materials science.

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Micelles formed by self-assembling of low molecular weight phosphorylcholine-containing poly(L-lactide)

Polymers for Advanced Technologies ◽

10.1002/pat.2054 ◽

2011 ◽

Vol 23 (10) ◽

pp. 1357-1361 ◽

Cited By ~ 1

Author(s):

Yuanwei Chen ◽

Jing Chen ◽

Yanjun Liu ◽

Xianglin Luo ◽

Suming Li

Keyword(s):

Molecular Weight ◽

Low Molecular Weight ◽

Self Assembling

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Pteridine derivatives: novel low-molecular-weight organogelators and their piezofluorochromism

New Journal of Chemistry ◽

10.1039/c9nj05922a ◽

2020 ◽

Vol 44 (8) ◽

pp. 3382-3391

Author(s):

Shenzheng Xu ◽

Xiaoyu Jia ◽

Jiaxin Lu ◽

Lianyou Zheng ◽

Kuo Lv ◽

...

Keyword(s):

Molecular Weight ◽

Organic Solvents ◽

Low Molecular Weight ◽

Self Assembling ◽

Conjugated Compounds ◽

Low Molecular Weight Organogelators ◽

Pteridine Derivatives

Here, π-conjugated compounds based on pteridine derivatives were synthesized and their self-assembling behaviors in a variety of organic solvents and piezofluorochromism were studied.

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