Category: 166821-88-1

Craig, Sandra published the artcileSynthesis and evaluation of aryl boronic acids as fluorescent artificial receptors for biological carbohydrates, Synthetic Route of 166821-88-1, the publication is Bioorganic Chemistry (2012), 137-142, database is CAplus and MEDLINE.

Carbohydrates in various forms play a vital role in numerous critical biol. processes. The detection of such saccharides can give insight into the progression of such diseases such as cancer. Boronic acids react with 1,2 and 1,3 diols of saccharides in non-aqueous or basic aqueous media. Herein, we describe the design, synthesis and evaluation of three bisboronic acid fluorescent probes, each having about ten linear steps in its synthesis. Among these compounds that were evaluated, 9b was shown to selectively label HepG2, liver carcinoma cell line within a concentration range of 0.5-10 μM in comparison to COS-7, a normal fibroblast cell line.

Bioorganic Chemistry published new progress about 166821-88-1. 166821-88-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester, name is 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C12H16BBrO2, Synthetic Route of 166821-88-1.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Gao, Xingming published the artcileA fluorescent bisboronic acid compound that selectively labels cells expressing oligosaccharide Lewis X, Computed Properties of 166821-88-1, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(12), 2501-2504, database is CAplus and MEDLINE.

Two fluorescent diboronic acid compounds with a dipeptide linker were synthesized as potential sensors for cell surface saccharide Lewis X (Le^X). Compound 6a (I) with a dipeptide (H-Asp-Ala-) as the linker was found to selectively label CHOFUT4 cells, which express Le^x, at micromolar concentrations, while non-Le^x-expressing control cells were not labeled.

Bioorganic & Medicinal Chemistry Letters published new progress about 166821-88-1. 166821-88-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester, name is 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C12H16BBrO2, Computed Properties of 166821-88-1.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wang, Kai published the artcileSynthesis of Diboronic Acid-Based Fluorescent Probes for the Sensitive Detection of Glucose in Aqueous Media and Biological Matrices, Related Products of bromides-buliding-blocks, the publication is ACS Sensors (2021), 6(4), 1543-1551, database is CAplus and MEDLINE.

Reliable and accurate glucose detection in biol. samples is of great importance in clin. diagnosis and medical research. Chem. probes are advantageous in simple operation and flexible design, especially for the development of fluorescent probes. Anthracene-based diboronic acid (P-DBA) has shown potential in glucose probing because of its high sensitivity. However, poor solubility limits its applications in aqueous media. In this work, we systemically modify P-DBA by introducing fluoro (F-), chloro (Cl-), methoxyl (MeO-), or cyano (CN-) substituents. Among these probes, the cyano-substituted probe (CN-DBA) displays the highest glucose-binding constant (6489.5 M^-1, 33% MeOH). More importantly, it shows good water solubility in the aqueous solution (0.5% MeOH), with ultrasensitive recognition with glucose (LOD = 1.51 μM) and robust sensing from pH 6.0 to 9.0. Based on these features, the CN-DBA is finally applied to detect glucose in cell lysates and plasma, with satisfactory recovery and precision. These results demonstrate that CN-DBA could serve as an accurate, sensitive fluorescent probe for glucose assays in biol. samples.

ACS Sensors published new progress about 166821-88-1. 166821-88-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester, name is 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C11H8O3, Related Products of bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Tan, Wei published the artcile4-N-Methyl-N’-(2-dihydroxyboryl-benzyl)amino benzonitrile and its boronate analogue sensing saccharides and fluoride ion, Category: bromides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(9), 2629-2633, database is CAplus and MEDLINE.

Two DMABN (4-N,N-dimethylaminobenzonitrile) derivatives were designed as new ratiometric fluorescent sensors for saccharides and fluoride ion (F^–), resp., based on the TICT (twisted intramol. charge transfer) mechanism.

Bioorganic & Medicinal Chemistry Letters published new progress about 166821-88-1. 166821-88-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester, name is 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C11H8O3, Category: bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Cary, Douglas R. published the artcileRhenium bipyridine complexes for the recognition of glucose, Recommanded Product: 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, the publication is Inorganic Chemistry (2002), 41(6), 1662-1669, database is CAplus and MEDLINE.

Bipyridine ligands containing pendant Me, amino, and amino-boronic acid groups were synthesized. Coordination complexes of these ligands with rhenium were prepared straightforwardly and in good yield. The fluorescence behavior of the Re complexes was studied as a function of pH and exposure to various concentrations of glucose. The Me bipyridine complex showed no change in fluorescence with pH, the amino derivative showed a rapid decrease from low pH to neutral, and the amino-boronate derivative showed little change from pH 4 to 10. Fluorescence quenching was observed at high pH as expected on the basis of a photoinduced electron transfer (PET) signaling mechanism. This behavior can be explained on the basis of the first oxidation and reduction potentials of these complexes. Glucose testing showed a significant dependence on the solvent system used. In pure methanol, the rhenium boronate complex exhibited a 55% fluorescence intensity increase upon increasing glucose concentration from 0 to 400 mg/dL. However, in 50 vol % methanol/phosphate buffered saline, none of the complexes showed significant response in the glucose range of physiol. interest.

Inorganic Chemistry published new progress about 166821-88-1. 166821-88-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester, name is 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C12H16BBrO2, Recommanded Product: 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Gao, Shouhai published the artcileBuilding fluorescent sensors for carbohydrates using template-directed polymerizations, Computed Properties of 166821-88-1, the publication is Bioorganic Chemistry (2001), 29(5), 308-320, database is CAplus and MEDLINE.

The ability to custom-make fluorescent sensors for different analytes could have a tremendous impact in a variety of areas. Template-directed polymerization or mol. imprinting seems to be a promising approach for the preparation of high-affinity and specific binding sites for different template mols. However, the application of mol. imprinting in the preparation of fluorescent sensors has been hampered by the lack of suitable fluorescent tags, which would respond to the binding event with significant fluorescence intensity changes. We have designed and synthesized a fluorescent monomer (1) that allows for the preparation of fluorescent sensors of cis diols using mol. imprinting methods. This monomer has been used for the preparation of imprinted polymers as sensitive fluorescent sensors for d-fructose. The imprinted polymers prepared showed significant fluorescence intensity enhancement upon binding with the template carbohydrate. (c) 2001 Academic Press.

Bioorganic Chemistry published new progress about 166821-88-1. 166821-88-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester, name is 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C12H16BBrO2, Computed Properties of 166821-88-1.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Norrild, Jens Chr. published the artcileDesign, synthesis and structure of new potential electrochemically active boronic acid-based glucose sensors, Computed Properties of 166821-88-1, the publication is Journal of the Chemical Society, Perkin Transactions 2 (2002), 303-311, database is CAplus.

In the authors’ studies on new boronic acid based carbohydrate sensors three new boronic acids (2-FcCH₂NMeCH₂C₆H₄B(OH)₂ (3), 1,2-(2-(HO)₂BC₆H₄CH₂NMeCH₂)₂ferrocene (7) and 1,1′-(2-(HO)₂BC₆H₄CH₂NMeCH₂)₂ferrocene (11)) containing a ferrocene moiety were synthesized. Their design includes an intramol. B-N bonding motif to facilitate binding at physiol. pH. The authors report the synthesis of the compounds and studies on glucose complexation as studied by ¹³C NMR spectroscopy. The crystal structure of 2,4,6-tris[2-(N-ferrocenylmethyl-N-methylaminomethyl)phenyl]boroxin (13) (boroxin of boronic acid 3) (boroxin = cyclotriboroxane) was obtained and compared with structures obtained of 2,4,6-tris[2-(N,N-dimethylaminomethyl)phenyl]boroxin (14) and 2-(2-(dimethylaminomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (15). The structure of 13 shows the existence of intramol. B-N bonds in the solid phase.

Journal of the Chemical Society, Perkin Transactions 2 published new progress about 166821-88-1. 166821-88-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester, name is 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C12H16BBrO2, Computed Properties of 166821-88-1.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Patterson, Steven published the artcileFluorescence sensing of a ribonucleoside 5′-triphosphate, Product Details of C12H16BBrO2, the publication is Tetrahedron Letters (1997), 38(36), 6323-6326, database is CAplus.

Conjugation of a fluorescent saccharide sensor to poly(allylamine) produces a sensing compound with selectivity for ribonucleoside 5′-triphosphate. An association constant (log K_a) of 5.6 was determined for UTP in pH 7.3 phosphate solution (15 mM, 298 K), whereas log K_a was less than 2 for uridine, UMP, and UDP.

Tetrahedron Letters published new progress about 166821-88-1. 166821-88-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester, name is 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C12H16BBrO2, Product Details of C12H16BBrO2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Stones, Duane published the artcileModular solid-phase synthetic approach to optimize structural and electronic properties of oligo-boronic acid receptors and sensors for the aqueous recognition of oligosaccharides, COA of Formula: C12H16BBrO2, the publication is Chemistry – A European Journal (2004), 10(1), 92-100, database is CAplus and MEDLINE.

This article describes the design and optimization of the first entirely modular, parallel solid-phase synthetic approach for the generation of well-defined polyamine oligo-boronic acid receptors and fluorescence sensors for complex oligosaccharides. The synthetic approach allows an effective building of the receptor polyamine backbone, followed by the controlled diversification of the amine benzylic side chains. This approach enabled the testing, in a modular fashion, of the effect of different aryl-boronic acid units substituted with un-encumbering para electron-withdrawing or electron-donating groups. The feasibility of this approach toward automated synthesis was also investigated with the assembly of a sub-library of receptors by means of the Irori MiniKan technol. Several sub-libraries of anthracene-capped sensors containing two or three aryl-boronic acids were synthesized, and their binding to a series of model disaccharides was examined in neutral aqueous media. The calculation of association constants by fluorescence titrations confirmed that subtle changes in the structures of the inter-amine spacers in the polyamine backbone can have a significant effect on the stability of the resulting complexes. Most importantly, this study led to the determination of the preferred electronic characteristics for the aryl-boronate units, and suggests that a new generation of receptors containing very electron-poor aryl-boronic acids could lead to a significant improvement of binding affinities.

Chemistry – A European Journal published new progress about 166821-88-1. 166821-88-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester, name is 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C7H5Br2F, COA of Formula: C12H16BBrO2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Cooper, Christopher R. published the artcileSelective D-glucosamine hydrochloride fluorescence signaling based on ammonium cation and diol recognition, SDS of cas: 166821-88-1, the publication is Chemical Communications (Cambridge) (1997), 1419-1420, database is CAplus.

Fluorescent photoinduced electron transfer sensor with monoaza-18-crown-6 ether and boronic acid receptor units shows selective fluorescent enhancement with D-glucosamine hydrochloride in aqueous solution at pH 7.18.

Chemical Communications (Cambridge) published new progress about 166821-88-1. 166821-88-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester, name is 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C12H16BBrO2, SDS of cas: 166821-88-1.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary