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(M-ACRYLAMIDOPHENYL)BORONIC ACID is a glucose-sensitive acrylamide monomer that contains a boronic acid group. It is commonly used for intelligent polymer solutions and gels, drug delivery systems, sensors, actuator systems, and bioreactors due to its unique properties and reactivity.

99349-68-5

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99349-68-5 Usage

Uses

Used in Chemical Synthesis:
(M-ACRYLAMIDOPHENYL)BORONIC ACID is used as a reactant in the Suzuki reaction, a widely used cross-coupling reaction in organic chemistry for the formation of carbon-carbon bonds.
Used in Intelligent Polymer Solutions and Gels:
(M-ACRYLAMIDOPHENYL)BORONIC ACID is used as a functional monomer for the development of intelligent polymer solutions and gels that can respond to changes in glucose levels, making them suitable for various applications in the biomedical and pharmaceutical industries.
Used in Drug Delivery Systems:
(M-ACRYLAMIDOPHENYL)BORONIC ACID is used as a component in drug delivery systems, where its glucose sensitivity allows for the controlled and targeted release of therapeutic agents in response to changes in glucose levels.
Used in Sensor Development:
(M-ACRYLAMIDOPHENYL)BORONIC ACID is used as a key component in the development of sensors that can detect and measure glucose levels, which is crucial for monitoring and managing diabetes and other conditions.
Used in Actuator Systems:
(M-ACRYLAMIDOPHENYL)BORONIC ACID is used as a component in actuator systems, where its glucose-sensitive properties enable the design of systems that can respond to changes in glucose levels, leading to potential applications in robotics and other fields.
Used in Bioreactors:
(M-ACRYLAMIDOPHENYL)BORONIC ACID is used in bioreactors, where its glucose sensitivity can be utilized to control and optimize the growth and production of cells and microorganisms, leading to improved efficiency and productivity in bioprocessing.

Check Digit Verification of cas no

The CAS Registry Mumber 99349-68-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,9,3,4 and 9 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 99349-68:
(7*9)+(6*9)+(5*3)+(4*4)+(3*9)+(2*6)+(1*8)=195
195 % 10 = 5
So 99349-68-5 is a valid CAS Registry Number.

99349-68-5 Well-known Company Product Price

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  • Aldrich

  • (771465)  3-(Acrylamido)phenylboronic acid  98%

  • 99349-68-5

  • 771465-1G

  • 1,230.84CNY

  • Detail

99349-68-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name (3-Acrylamidophenyl)boronic acid

1.2 Other means of identification

Product number -
Other names [3-(prop-2-enoylamino)phenyl]boronic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:99349-68-5 SDS

99349-68-5Relevant academic research and scientific papers

Glucose-responsive gel from phenylborate polymer and poly(vinyl alcohol): Prompt response at physiological pH through the interaction of berate with amino group in the gel

Hisamitsu, Issei,Kataoka, Kazunori,Okano, Teruo,Sakurai, Yasuhisa

, p. 289 - 293 (1997)

Purpose. To design glucose-responsive gels based on the complexation between polymers having phenylboronic acid groups and poly (vinyl alcohol). Specifically, high-glucose sensitivity at physiological pH was achieved through the interaction of phenylborate with amino groups. Method. Terpolymers of m-acrylamidophenylbotonic acid, N,N-dimethylaminopropylacrylamide (DMAPAA), and N,N-dimethylacrylamide were prepared. DMAPAA was introduced in the terpolymer to stabilize phenylborate-polyol complex at physiological pH. The effect of amino groups on complex stabilization was estimated from viscosity as well as UV spectrum measurements. Results. A good correlation was observed between complexation rate and fraction of phenylborate as well as DMAPAA in the terpolymers. In line with this increased complexation rate, UV difference spectra measurement revealed that ionization of phenylboronic acid was facilitated in the terpolymer due to the interaction with DMAPAA. Further, sensitive change in the complexation rate was demonstrated with a variation in glucose concentration, which is in sharp contrast with the poor glucose-sensitivity of the polymer without DMAPAA. Conclusions. The introduction of an amino group into phenylborate polymers was quite effective for increasing the complexation ability and the glucose responsivity at physiological pH. These results suggest the feasibility of this complex-gel system in designing a self-regulated insulin-releasing device.

Glucose-sensitive holographic sensors for monitoring bacterial growth

Lee, Mei-Ching,Kabilan, Satyamoorthy,Hussain, Abid,Yang, Xiaoping,Blyth, Jeff,Lowe, Christopher R.

, p. 5748 - 5755 (2004)

A glucose sensor comprising a reflection hologram incorporated into a thin, acrylamide hydrogel film bearing the cis-diol binding ligand, 3-acrylamidophenylboronic acid (3-APB), is described. The diffraction wavelength (color) of the hologram changes as t

Facile fabrication of dextran-based fluorescent nanogels as potential glucose sensors

Zhou, Shuyan,Min, Xue,Dou, Hongjing,Sun, Kang,Chen, Chun-Yen,Chen, Chao-Tsen,Zhang, Zhaofeng,Jin, Yuqing,Shen, Zunli

, p. 9473 - 9475 (2013)

Glucose-responsive nanogels based on dextran and poly(3- acrylamidophenylboronic acid) (PAAPBA) were fabricated by a facile self-assembly assisted (SAA) strategy. Further introduction of the fluorescent agent 2-[4-(3-hydroxy-4-oxo-4H-chromen-2-yl)phenoxy]

Autonomous and Continuous Stimuli-Responsive Polymer Surface for Antibacterial Application through Enzymatic Self-Propagating Reactions

Ding, Chao,Yan, Zhengqing,Ren, Jinsong,Qu, Xiaogang

, p. 14883 - 14888 (2017)

Stimuli-responsive polymer materials inspired by biological materials have invoked increasing research interest; however, they still suffer from limitations such as finite amplified responses and poor sensitivity of the unstimulated parts. Herein, a new strategy for creating H+-responsive polymer surfaces that are capable of transforming specific local fleeting stimuli into global macroscopic changes is described. The introduction of self-propagating reactions into the polymer-surface systems endows them with excellent stimuli-amplifying properties and response of the unstimulated parts. On the basis of this design, a polymer and enzymatic reaction were employed to enable a specific response to a stimulus and then lead to macroscopic changes of the surface. It is further shown that the prepared H+-responsive polymer surfaces can be employed for antibacterial application. This work provides a good example of achieving autonomously reconfigurable materials that respond to local fleeting stimuli.

Triply-responsive boronic acid block copolymers: Solution self-assembly induced by changes in temperature, pH, or sugar concentration

Roy, Debashish,Cambre, Jennifer N.,Sumerlin, Brent S.

, p. 2106 - 2108 (2009)

Boronic acid-containing block copolymers capable of solution self-assembly into micelles and reverse micelles in response to changes in temperature, pH, and sugar concentration were prepared by reversible addition-fragmentation chain transfer (RAFT) polym

Sugar-responsive block copolymers by direct RAFT polymerization of unprotected boronic acid monomers

Roy, Debashish,Cambre, Jennifer N.,Sumerlin, Brent S.

, p. 2477 - 2479 (2008)

Novel sugar-responsive block copolymers were prepared by RAFT block copolymerization of unprotected boronic acid monomers, providing a direct route to supramolecular assemblies that dissociate upon the addition of glucose. The Royal Society of Chemistry.

Boronic ester-based self-healing hydrogels formed by using intermolecular B-N coordination

Han, Yugui,Liu, Yigang,Liu, Yusheng,Tan, Yebang,Wang, Qiuxia

, (2020)

The copolymer poly(acrylamide-co-2-acrylamido glucose) (PA) and poly(acrylamide-co-N-acryloyl-3-aminophenylboronic acid-co-N-(3-dimethylaminopropyl) acrylamide) (PB) were separately prepared by radical polymerization, and the hydrogel was readily construc

A β-Lactamase-Imprinted Responsive Hydrogel for the Treatment of Antibiotic-Resistant Bacteria

Li, Wen,Dong, Kai,Ren, Jinsong,Qu, Xiaogang

, p. 8049 - 8053 (2016)

Antibiotics play important roles in infection treatment and prevention. However, the effectiveness of antibiotics is now threatened by the prevalence of drug-resistant bacteria. Furthermore, antibiotic abuse and residues in the environment cause serious h

Tailoring uptake and release of ATP by dendritic glycopolymer/PNIPAAm hydrogel hybrids: First approaches towards multicompartment release systems

Polikarpov, Nikita,Appelhans, Dietmar,Welzel, Petra,Kaufmann, Anika,Dhanapal, Pranav,Bellmann, Cornelia,Voit, Brigitte

, p. 438 - 451 (2012)

A multicompartment release system is described which combines the advantages of dendritic architectures and hydrogels to enhance the desired delivery features in complex biological compartments. Here, a hydrogel hosts dendritic glycopolymers as nanocontai

Therapeutic nanoplatforms with bacteria-specific activation for directional transport of antibiotics

Yu, Yunjian,Zhang, Tianqi,Dai, Xijuan,Dai, Xiaomei,Wei, Xiaosong,Zhang, Xinge,Li, Chaoxing

, p. 12754 - 12757 (2018)

An entirely new strategy is explored for directional transport delivery of antibiotics to bacteria utilizing a bacteria-activated nanoplatform. The nanoplatform can effectively prevent the premature leakage of the therapeutic payload, but release was triggered when the nanoplatforms adhere to bacteria, promising potential applications for the delivery of a wide-range of antimicrobials.

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