Redox‐Active Dynamic Self‐Supporting Thixotropic 3D‐Printable G‐Quadruplex Hydrogels

Biswas, Ajay; Maiti, Sayan; Kalaskar, Deepak M.; Das, Apurba K.

doi:10.1002/asia.201801409

Cited by 18 publications

(16 citation statements)

References 40 publications

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“…The formation of boronate ester was confirmed with the help of 11 B nuclear magnetic resonance (NMR). The boron peak shifts to the upfield region in 11 B NMR after the formation of esters . In the 11 B NMR spectrum, the signal for free 1-NapBA in D 2 O appears at a δ value of 31.26 ppm (Figure a).…”

Section: Resultsmentioning

confidence: 97%

“…Recently, a hemin-incorporated guanosine and KB(OH) 4 -based flexible and printable hydrogel has been used as a flexible bioelectronic device for glucose sensing . G-quadruplex hydrogel has also been used as an ideal bioink for 3D printing . The incorporation of bioactive aldehydes, ketones, and antibiotics and the slow release of the components from the guanosine hydrazide-based G-quadruplex hydrogels have been reported .…”

Section: Introductionmentioning

confidence: 99%

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Engineered Dynamic Boronate Ester-Mediated Self-Healable Biocompatible G-Quadruplex Hydrogels for Sustained Release of Vitamins

et al. 2020

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Injectable, self-healable, and biocompatible dynamic hydrogels prepared from the molecular self-assembly and reversible covalent bond formation of low-molecular-weight hydrogelators are increasing in the field of drug delivery. Herein, we report the formation of G-quadruplex hydrogels via the multicomponent self-assembly and reversible bond formation between guanosine (G) and 1-naphthaleneboronic acid in the presence of the monovalent cation K + . The cation-templated stacking interaction of G4 quartets and the formation of dynamic cyclic boronate esters are responsible for the construction of dynamic Gquadruplex assembly. The in situ-synthesized dynamic cyclic boronate esters are well characterized by 11 B nuclear magnetic resonance and Fourier transform infrared spectroscopy methods. The formation and morphology of the G-quadruplex hydrogel are well supported by several spectroscopic and microscopic techniques. The injectability and self-healing ability of the G-quadruplex hydrogel are also investigated. The in vivo cytotoxicity of the G-quadruplex hydrogel is extensively evaluated over different cell lines (HeLa, MCF-7, and HEK293) to observe the biostability and broad-spectrum biocompatibility of the hydrogel. Further, this injectable, biocompatible G-quadruplex hydrogel has been used for encapsulation and sustained release of two important vitamins (B 2 and B 12 ) over 40 h at physiological pH (7.46) and temperature (37 °C) without the influence of any external stimuli.

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Section: Resultsmentioning

confidence: 97%

Section: Introductionmentioning

confidence: 99%

Engineered Dynamic Boronate Ester-Mediated Self-Healable Biocompatible G-Quadruplex Hydrogels for Sustained Release of Vitamins

et al. 2020

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“…In the presence of suitable metal ions, GB could self-assemble into G-quadruplex gels. Since dynamic borate ester can impart injectable and thixotropic properties, many analogous GB gels have been prepared with wide applications such as three-dimensional (3D) printing, drug delivery, catalysis, and electrochemical sensing (36)(37)(38)(39)(40)(41)(42)(43)(44)(45). Inspired by their excellent biomaterial and biomedical applications, we investigated the effects of the monovalent ion K + , and the three divalent ions Ca 2+ , Sr 2+ , and Ba 2+ on the stacking modes of G-quartets.…”

Section: Resultsmentioning

confidence: 99%

Metal ions confinement defines the architecture of G-quartet, G-quadruplex fibrils and their assembly into nematic tactoids

Sánchez‐Ferrer

Bagnani

et al. 2020

Proc. Natl. Acad. Sci. U.S.A.

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G-quadruplex, assembled from a square array of guanine (G) molecules, is an important structure with crucial biological roles in vivo but also a versatile template for ordered functional materials. Although the understanding of G-quadruplex structures is the focus of numerous studies, little is known regarding the control of G-quartet stacking modes and the spontaneous orientation of G-quadruplex fibrils. Here, the effects of different metal ions and their concentrations on stacking modes of G-quartets are elucidated. Monovalent cations (typically K+) facilitate the formation of G-quadruplex hydrogels with both heteropolar and homopolar stacking modes, showing weak mechanical strength. In contrast, divalent metal ions (Ca2+, Sr2+, and Ba2+) at given concentrations can control G-quartet stacking modes and increase the mechanical rigidity of the resulting hydrogels through ionic bridge effects between divalent ions and borate. We show that for Ca2+ and Ba2+ at suitable concentrations, the assembly of G-quadruplexes results in the establishment of a mesoscopic chirality of the fibrils with a regular left-handed twist. Finally, we report the discovery of nematic tactoids self-assembled from G-quadruplex fibrils characterized by homeotropic fibril alignment with respect to the interface. We use the Frank–Oseen elastic energy and the Rapini–Papoular anisotropic surface energy to rationalize two different configurations of the tactoids. These results deepen our understanding of G-quadruplex structures and G-quadruplex fibrils, paving the way for their use in self-assembly and biomaterials.

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“…Self-healing physical polymeric hydrogels with low mechanical stability and strength can be used for 3D printing [135, 136]. The 3D printing process is driven by self-healable and highly thixotropic property as well as the injectability of the gel, providing inspiration for 3D bioprinting in the application of low-molecular-weight-biocompatible hydrogels.…”

Section: Self-healing Supramolecular Guanosine-derived Hydrogelmentioning

confidence: 99%

The Development and Lifetime Stability Improvement of Guanosine-Based Supramolecular Hydrogels through Optimized Structure

Miao

Lin

Hong

et al. 2019

BioMed Research International

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Guanosine is an important building block for supramolecular gels owing to the unique self-assembly property that results from the unique hydrogen bond acceptors and donor groups. Guanosine-derived supramolecular hydrogels have promise in the fields of drug delivery, targeted release, tissue engineering applications, etc. However, the property of poor longevity and the need for excess cations hinder the widespread applications of guanosine hydrogels. Although guanosine-derived supramolecular hydrogels have been reviewed previously by Dash et al., the structural framework of this review is different, as the modification of guanosine is described at the molecular level. In this review, we summarize the development and lifetime stability improvement of guanosine-based supramolecular hydrogels through optimized structure and elaborate on three aspects: sugar modification, base modification, and binary gels. Additionally, we introduce the concept and recent research progress of self-healing gels, providing inspiration for the development of guanosine-derived supramolecular hydrogels with longer lifespans, unique physicochemical properties, and biological activities.

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Redox‐Active Dynamic Self‐Supporting Thixotropic 3D‐Printable G‐Quadruplex Hydrogels

Cited by 18 publications

References 40 publications

Engineered Dynamic Boronate Ester-Mediated Self-Healable Biocompatible G-Quadruplex Hydrogels for Sustained Release of Vitamins

Engineered Dynamic Boronate Ester-Mediated Self-Healable Biocompatible G-Quadruplex Hydrogels for Sustained Release of Vitamins

Metal ions confinement defines the architecture of G-quartet, G-quadruplex fibrils and their assembly into nematic tactoids

The Development and Lifetime Stability Improvement of Guanosine-Based Supramolecular Hydrogels through Optimized Structure

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