Tunable Supramolecular Structures from a Gluconamide Containing Imidazole

Hafkamp, Rudi J. H.; Feiters, Martinus C.; Nolte, Roeland J. M.

doi:10.1002/anie.199409861

Cited by 26 publications

(12 citation statements)

References 25 publications

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“…For example, a number of synthetic chiral amphiphilic molecules have shown the ability of self‐assembling into helical ribbons in aqueous solutions. These include carbohydrate amphiphiles,5–8 amino‐acid‐based amphiphiles,9–13 peptide amphiphiles,14–17 diacetylenic lipids,18–20 gemini surfactants,21, 22 nucleotide‐based amphiphiles,23–25 and bile acids 26–29. Interest in the self‐assembly of helical ribbons is driven by not only the fundamental understanding of the relationship between molecular chirality and supramolecular chirality but also their material applications.…”

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confidence: 99%

Self‐Assembly of pH‐Switchable Spiral Tubes: Supramolecular Chemical Springs

Zhang

Zou

Tamhane

et al. 2010

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Spiral organic tubes are prepared by self‐assembly of lithocholic acid in aqueous solution at pH 12.0. The tubes can transition into a straight shape as the pH of solution is reduced to 7.4. The shape transition of the tubes is reversible as the pH of solution is adjusted back to 12.0 (see image). The pH‐switchable shape transition suggests that the self‐assembled organic tubes can act as a supramolecular chemical spring.

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confidence: 99%

Self‐Assembly of pH‐Switchable Spiral Tubes: Supramolecular Chemical Springs

Zhang

Zou

Tamhane

et al. 2010

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“…151,152 Welte and co-workers reported the first instance of gluconamide-derived gels (Fig. 151,152 Welte and co-workers reported the first instance of gluconamide-derived gels (Fig.…”

Section: Gluconamide Type Gelatorsmentioning

confidence: 99%

Multifarious facets of sugar-derived molecular gels: molecular features, mechanisms of self-assembly and emerging applications

2015

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The remarkable capability of nature to design and create excellent self-assembled nano-structures, especially in the biological world, has motivated chemists to mimic such systems with synthetic molecular and supramolecular systems. The hierarchically organized self-assembly of low molecular weight gelators (LMWGs) based on non-covalent interactions has been proven to be a useful tool in the development of well-defined nanostructures. Among these, the self-assembly of sugar-derived LMWGs has received immense attention because of their propensity to furnish biocompatible, hierarchical, supramolecular architectures that are macroscopically expressed in gel formation. This review sheds light on various aspects of sugar-derived LMWGs, uncovering their mechanisms of gelation, structural analysis, and tailorable properties, and their diverse applications such as stimuli-responsiveness, sensing, self-healing, environmental problems, and nano and biomaterials synthesis.

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“…43 They also synthesized a derivative of octyl-D-gluconamide containing a metal-coordinating imidazole group (9). 44 The protonated compound (pH 4.5) assembled into vesicles, while 9 formed long fibers and hollow tubules of pH 8.5. In a 1 : 4 copper complex at pH 8.5, helices with diameters of 330 nm were formed.…”

Section: Aldonamidesmentioning

confidence: 99%