Boronic acid-containing hydrogels: synthesis and their applications

Guan, Ying; Zhang, Yongjun

doi:10.1039/c3cs60152h

Cited by 391 publications

(289 citation statements)

References 146 publications

(272 reference statements)

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“…At acidic pH (< 7.0), the uncharged trigonal planar form of the PBA does not readily complex with glucose. [24] However, above the p K a point of the PBA (~8.6–8.8), its charged tetrahedral state reversibly binds to glucose. Hydrogel fibers consisting of 3-APBA (15 mol%) and PEGDA (3–4 mol%) were fabricated and tested in the presence of glucose in PBS (pH 7.4, 100.0 mmol L −1 , 24 °C).…”

Section: Hydrogel Optical Fiber Sensorsmentioning

confidence: 99%

Glucose‐Sensitive Hydrogel Optical Fibers Functionalized with Phenylboronic Acid

et al. 2017

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Optical fibers are widely used in biomedical applications for sensing, imaging, and therapies. Unlike existing solid-state optical fibers, soft polymer and hydrogel fibers offer physical and chemical properties well suited for functionalization with biomolecules and long-term implantation in the body. Here, hydrogel optical fibers are fabricated with glucose-sensitive moieties and the swelling-induced sensing is demonstrated. The core of the fiber is made of poly(acrylamide-co-poly(ethylene glycol) diacrylate) (p(AM-co-PEGDA)) hydrogel functionalized with phenylboronic acid. The complexation of the phenylboronic acid and cis diols of glucose molecules lowers the apparent pKa of the hydrogel network and increases the concentration of the boronate anions that enhances the Donnan osmotic pressure to swell and change the physical size of the hydrogel optical fiber. This mechanism is reversible through ester group dynamic covalent binding of the phenylboronic acid with glucose molecules. Dynamic changes in the effective RI of the hydrogel optical fiber are measured through light propagation loss. The sensor sensitivity to glucose concentration is 1.2 mmol L−1 over a physiological range of 1–12 mmol L−1. The biocompatible hydrogel optical fibers may be subcutaneously implanted for continuous monitoring of interstitial glucose concentrations.

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Section: Hydrogel Optical Fiber Sensorsmentioning

confidence: 99%

Glucose‐Sensitive Hydrogel Optical Fibers Functionalized with Phenylboronic Acid

et al. 2017

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“…7,8 Recently, numerous new types of boronic acid sensors have been fabricated to detect blood glucose concentrations, [9][10][11][12][13] ionic compounds, [14][15][16][17] traces of water in solvents, 18,19 hydrogen peroxide (H 2 O 2 ), [20][21][22] catecholamines, 23 as well as using boronic acids as biochemical tools for various applications, including tumor cell imaging, 24,25 enzyme inhibitors 26 and cell delivery systems. 27 Therefore, the boron-based uorescent sensor is still hot in today's research.…”

Section: 5mentioning

confidence: 99%

Recent development of boronic acid-based fluorescent sensors

et al. 2018

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As Lewis acids, boronic acids can bind with 1,2-or 1,3-diols in aqueous solution reversibly and covalently to form five or six cyclic esters, thus resulting in significant fluorescence changes. Based on this phenomenon, boronic acid compounds have been well developed as sensors to recognize carbohydrates or other substances. Several reviews in this area have been reported before, however, novel boronic acid-based fluorescent sensors have emerged in large numbers in recent years. This paper reviews new boronbased sensors from the last five years that can detect carbohydrates such as glucose, ribose and sialyl Lewis A/X, and other substances including catecholamines, reactive oxygen species, and ionic compounds. And emerging electrochemically related fluorescent sensors and functionalized boronic acid as new materials including nanoparticles, smart polymer gels, and quantum dots were also involved.By summarizing and discussing these newly developed sensors, we expect new inspiration in the design of boronic acid-based fluorescent sensors.

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“…Boronic acid derivatives have been used to bind with AGEs and other chemical moieties of this class to reproducibly create fluorescent contrast [29][30][31] in previous experimental work, unrelated to X-ray diffraction. Danslyated boronic acids have been used in determining the concentration of glycation mediated crosslinks in globular and fibrillar proteins and fats have been developed and commonly adopted [32].…”

Section: Detection Of Agesmentioning

confidence: 99%

X-Ray Diffraction Detects D-Periodic Location of Native Collagen Crosslinks In Situ and Those Resulting from Non- Enzymatic Glycation

Madhurapantula¹,

Orgel²

2018

Accelerator Physics - Radiation Safety and Applications

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Synchrotron based X-ray diffraction experiments can be highly effective in the study of mammalian connective tissues and related disease. It has been employed here to observe changes in the structure of Extra-Cellular Matrix (ECM), induced in an ex vivo tissue based model of the disease process underlying diabetes. Pathological changes to the structure and organization of the fibrillar collagens within the ECM, such as the formation of nonenzymatic crosslinks in diabetes and normal aging, have been shown to play an important role in the progression of such maladies. However, without direct, quantified and specific knowledge of where in the molecular packing these changes occur, development of therapeutic interventions has been impeded. In vivo, the result of non-enzymatic glycosylation i.e. glycation, is the formation of sugar-mediated crosslinks, aka advanced glycation end-products (AGEs), within the native D-periodic structure of type I collagen. The locations for the formation of these crosslinks have, until now, been inferred from indirect or comparatively low resolution data under conditions likely to induce experimental artifacts. We present here X-ray diffraction derived data, collected from whole hydrated and intact isomorphously derivatized tendons, that indicate the location of both native (existing) and AGE crosslinks in situ of D-periodic fibrillar collagen.

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Boronic acid-containing hydrogels: synthesis and their applications

Cited by 391 publications

References 146 publications

Glucose‐Sensitive Hydrogel Optical Fibers Functionalized with Phenylboronic Acid

Glucose‐Sensitive Hydrogel Optical Fibers Functionalized with Phenylboronic Acid

Recent development of boronic acid-based fluorescent sensors

X-Ray Diffraction Detects D-Periodic Location of Native Collagen Crosslinks In Situ and Those Resulting from Non- Enzymatic Glycation

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