Thixotropic and self-healing triggered reversible rheology switching in a peptide-based organogel with a cross-linked nano-ring pattern

Yu, Xudong; Cao, Xinhua; Chen, Liming; Lan, Haichuang; Liu, Bin; Yi, Tao

doi:10.1039/c2sm07309a

Cited by 106 publications

(62 citation statements)

References 57 publications

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“…These values are on par with previously reported self-healing hydrogels/organogels. 4,6,7 Even though the mechano-responsive property of the ALS aquagel can be well explained by previous experiments, the injectable nature of the aquagels can be best confirmed by the time dependent step-strain rheological experiment in Fig. 7b.…”

Section: Micro-morphological Observationmentioning

confidence: 65%

Supramolecular association of 2D alumino-siloxane aquagel building blocks to 3D porous cages and its efficacy for topical and injectable delivery of fluconazole, an antifungal drug

et al. 2015

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The supramolecular assembly of stimuli-responsive gels is renowned in organic, polymeric and biological systems, but it is seldom reported in inorganic gel systems. Here we report the inorganic system aluminosiloxane (ALS) aquagel by sol-gel synthesis that shows a unique mechano-responsive property with an impressive recovery rate. An assembly of 2D nanoribbon/tape like structural architectures was distinctively identified as the primary building block of the aquagel structure. This fascinating 2D architecture selfassembled into a well-defined 3D porous aquagel cage via weak supramolecular interactions. This is identified to be an excellently mechanically stable, injectable and non-cytotoxic medium for drug delivery applications. The ALS aquagel can also overcome the untoward effects caused by photoinitiators, chemical cross-linking agents and organic solvents in organo/polymeric gels when it is used for biomedical applications. Herein, we successfully utilized the ALS inorganic aquagel for the encapsulation and sustained release of fluconazole (FLZ), an antifungal drug, for the first time. The FLZ loaded aquagel showed good antifungal susceptibility against various fungi species, such as Candida albicans, Candida tropicalis and Trichophyton rubrum. The FLZ-ALS aquagel showed an eight-fold enhancement in antifungal susceptibility against the most threatening Candida fungi species when compared to the marketed formulation.

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Section: Micro-morphological Observationmentioning

confidence: 65%

Supramolecular association of 2D alumino-siloxane aquagel building blocks to 3D porous cages and its efficacy for topical and injectable delivery of fluconazole, an antifungal drug

et al. 2015

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“…In the absence of tartaric acid, a weak negative and broad band at 400 nm in the CD spectrum of the gel 1 indicated a helical conformation in the sol-gel process in Figure 2. The negative peak at 400 nm might correspond to the molecular self-assembly induced chirality on the naphthalimide group [19,20]. When 0.5 eq of L-TA was added to gel 1, the negative band at 400 nm was obviously strengthened, indicating that L-TA was able to enhance chirality in compound 1.…”

Section: Resultsmentioning

confidence: 97%

Formation and regulation of supramolecular chirality in organogel via addition of tartaric acid

et al. 2012

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A new 1,8-naphthalimide derivative was prepared in which the C-4 position was substituted by pyridin-4-ol. This derivative shows good gelation property that can gelate most of polar solvents. As an achiral molecule, helical fibre morphology was observed when the compound gelated acetone solvent. When 0.5 eq of D-tartaric acid or L-tartaric acid was added to the gel, the helical morphology was changed from left-handed to right-handed structure. This result was further proved by circular dichroism measurement. FT-IR experiment showed the formation of intermolecular H-bond between the gelator and tartaric acid. The photophysical properties of gelator had no difference before and after addition of tartaric acid; whereas the lamellar structure was varied by addition of tartaric acid.

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“…[43][44][45] We have reported a series of 1,8-naphthalimide derivatives containing a cholesterol group as gelators which are sensitive to ultrasound irradiation. [15][16][17][18] However, the practical application of these soft gels is still limited. Inspired by the concept of visual recognition, herein, we have incorporated a 2-butenedioic acid derivative into a 4-amino-1,8-naphthalimide-based gel molecule (N1 in Scheme 1A) to generate a novel fluorescent gelator that can form a stable gel accelerated by ultrasound (S-gel), together with in situ fluorescence quenching.…”

Section: Introductionmentioning

confidence: 99%

Visual Recognition of Aliphatic and Aromatic Amines Using a Fluorescent Gel: Application of a Sonication-Triggered Organogel

Pang

Lan

et al. 2015

ACS Appl. Mater. Interfaces

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110

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A naphthalimide-based fluorescent gelator (N1) containing an alkenyl group has been designed and characterized. This material is able to gelate alcohols via a precipitate-to-gel transformation when triggered with ultrasound for less than 2 min (S-gel). The gelation process in n-propanol was studied by means of absorption, fluorescence, and IR spectra, scanning electron microscopy (SEM) images, and X-ray diffraction patterns. The fluorescence intensity of N1 decreased during the gelation process in a linear relationship with the sonication time. The S-gel of N1 could be used to sense aliphatic and aromatic amines by measuring the change in the signal output. For example, the addition of propylamine to the S-gel of N1 resulted in a dramatic enhancement of the fluorescence intensity, accompanied by a gel-to-sol transition. On the contrary, when the S-gel of N1 was treated with aromatic amines such as aniline, fluorescence was quenched and there was no gel collapse. The sensing mechanisms were studied by (1)H NMR, small-angle X-ray scattering, SEM and spectroscopic experiments. It is proposed that isomerization of the alkenyl group of N1 from the trans to cis form occurs when the S-gel is treated with propylamine, resulting in a gel-sol transition. However, the aromatic aniline molecules prefer to insert into the gel networks of N1 via hydrogen-bonding and charge-transfer interactions, maintaining the gel state. As potential applications, testing strips of N1 were prepared to detect aniline.

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Thixotropic and self-healing triggered reversible rheology switching in a peptide-based organogel with a cross-linked nano-ring pattern

Cited by 106 publications

References 57 publications

Supramolecular association of 2D alumino-siloxane aquagel building blocks to 3D porous cages and its efficacy for topical and injectable delivery of fluconazole, an antifungal drug

Supramolecular association of 2D alumino-siloxane aquagel building blocks to 3D porous cages and its efficacy for topical and injectable delivery of fluconazole, an antifungal drug

Formation and regulation of supramolecular chirality in organogel via addition of tartaric acid

Visual Recognition of Aliphatic and Aromatic Amines Using a Fluorescent Gel: Application of a Sonication-Triggered Organogel

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