The Development of Photometric Sensors for Boronic Acids

Springsteen, Greg; Ballard, C. Eric; Gao, Shouhai; Wang, Wei; Wang, Binghe

doi:10.1006/bioo.2001.1217

Cited by 21 publications

(11 citation statements)

References 38 publications

(35 reference statements)

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“…Julian Adams presciently selected boronic acid as the bortezomib warhead due to its ability to greatly enhance potency and specificity in comparison with older agents such as peptidyl-aldehydes (148, 149). However, boronates also interact with compounds that contain 1,2- or 1,3-diols to form cyclic moieties (150) in which the boronic acid is no longer free to bind the proteasome. Consistent with this possibility, vitamin C, a 1,2-diol, has been described to bind and inactivate bortezomib, thereby reducing its pre-clinical anti-cancer activity (151).…”

Section: Interactions Between Bortezomib and Dietary Supplementsmentioning

confidence: 99%

Proteasome inhibitors in the treatment of multiple myeloma

2009

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Targeting intracellular protein turnover by inhibiting the ubiquitin-proteasome pathway as a strategy for cancer therapy is a new addition to our chemotherapeutic armamentarium, and has seen its greatest successes against multiple myeloma. The first-in-class proteasome inhibitor bortezomib was initially approved for treatment of patients in the relapsed/refractory setting as a single agent, and was recently shown to induce even greater benefits as part of rationally-designed combinations that overcome chemoresistance. Modulation of proteasome function is also a rational approach to achieve chemosensitization to other anti-myeloma agents, and bortezomib has now been incorporated into the front-line setting. Bortezomib-based induction regimens are able to achieve higher overall response rates and response qualities than was the case with prior standards of care, and unlike these older approaches, maintain efficacy in patients with clinically- and molecularly-defined high-risk disease. Second-generation proteasome inhibitors with novel properties, such as NPI-0052 and carfilzomib, are entering the clinical arena, and showing evidence of anti-myeloma activity. In this spotlight review, we provide an overview of the current state of the art use of bortezomib and other proteasome inhibitors against multiple myeloma, and highlight areas for future study that will further optimize our ability to benefit patients with this disease.

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Section: Interactions Between Bortezomib and Dietary Supplementsmentioning

confidence: 99%

Proteasome inhibitors in the treatment of multiple myeloma

2009

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“…Compound 1 could be coupled with either the monosaccharide (glucose) or the polysaccharide (dextran) converting to boronate ester, and the luminescence intensities increased to 40 or 50% when the concentration of carbohydrate units in solution was 10 times higher than that of boronic acid. Their association constants with saccharides were estimated to be 3.3 Â 10 3 and 4.9 Â 10 3 M À1 based on the relation between the luminescence intensity and the concentration of carbohydrate units (Table 2) [19]. The selectivity was 1.5 for dextran over glucose.…”

Section: Resultsmentioning

confidence: 99%

“…Boronic acid derivatives are attractive because of their high affinity with diolcontaining compounds to convert to boronate esters [15][16][17][18], and the conversions are generally accompanied with obvious luminescence spectral changes [19][20][21][22][23][24][25][26]. The boronic acids also display different affinities with various carbohydrates, allowing for selective detection.…”

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confidence: 99%

Complexation of polysaccharide and monosaccharide with thiolate boronic acid capped on silver nanoparticle

Zhang

Geddes

Lakowicz

2004

Analytical Biochemistry

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Synthesized thiolate boronic acid was found to complex with both a polysaccharide (dextran) and a monosaccharide (glucose) with similar affinities but displayed more affinity with dextran than with glucose when capped as a ligand on silver nanoparticle. Coupling on multiple sites of dextran, the silver particles were aggregated. The aggregated particles displayed a decrease of absorbance at 397 nm and an increase at 640 nm. Luminescence intensity displayed an upward deviation increase with the concentration of dextran. The luminescence spectral change was ascribed to surface-enhanced fluorescence by the enhanced field from the aggregated metallic particles.

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“…The lone pair electrons of unprotonated amines in dendron moiety could be transferred to anthracenyl moieties by the photo-induced electron transfer (PET) mechanism. 22,23 Then the electron is transferred from amine to silver ion through anthracenyl group, inducing the photopromotion of nanoparticle fabrication.…”

Section: Effects Of Stabilizer and Generation On Photo-promoting Fabrmentioning

confidence: 99%

Photo-promoting Fabrication of Silver Nanoparticles in the Presence of Anthracenyl-Focal PAMAM Dendrons

Hirano

Imae

Yanagimoto

et al. 2006

Polym J

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ABSTRACT:Silver nanoparticles protected by first to third generation poly(amido amine) dendrons with an anthracenyl-focal point were fabricated by photo-promotion of silver ions in aqueous dendron solutions. The reaction solutions colored from light to deep brown and displayed a broad plasmon band at 450 nm, indicating the formation of silver nanoparticles. The formation of particles progressed with time, although it slowed down at the light-shielding (dark) condition. The light-promoted electron transfer from amine groups of dendron to silver ions through anthracenyl moiety might concern to the formation of silver nanoparticles. According to the images of transmission electron microscopy, the shape of nanoparticles was not only spherical (15-20 nm in size) but also polygonal (20-35 nm in size). It was confirmed from the crystallographic analysis of electron diffraction patterns that the polygon was a hexagonalclose-packing (hcp) single crystal, whereas the crystal structure of spherical nanoparticles was face-centered-cubic (fcc). The reaction was fastest when the second generation dendron was used, indicating the competition of increasing number of amine groups and reducing efficiency of photo-promoted electron transfer with generation. [DOI 10.1295/polymj.38.44] KEY WORDS Poly(amido amine) Dendron / Anthracene / Anthracenyl-focal Poly(amido amine) Dendron / Silver Nanoparticle / Nanoparticle / Photo-induction / Photo-fabrication / Transmission Electron Microscopy / Electron Diffraction / Hexagonal-close-packing / Face-centered-cubic / Dendrimers are synthesized stepwise through branching points and spacers, resulting in the spherical shape. From their structural characteristics like a lot of terminal groups and internal voids, the unique applications of dendrimers are prospective. Especially, poly(amido amine) (PAMAM) dendrimers with simple hydrophilic terminal groups are water-soluble and nontoxic, indicating bio-compatible. Utilizing the PAMAM dendrimers as a protector, metal and metalderivative nanoparticles with small size and narrow size distribution were synthesized. [1][2][3][4][5][6][7][8][9][10][11][12] Then the protection by PAMAM dendrimers may develop the advanced application of nanoparticles as medical materials like therapeutic reagents besides industrial materials.Water-dispersible gold and silver nanoparticles with small sizes (less than 10 nm) were synthesized by the reduction of metal ions in the presence of PAMAM dendrimers.3-9 While in almost of investigations, metal nanoparticles were reduced with the aid of reducer, gold and silver nanoparticles were prepared by reducing the metal salt in PAMAM dendrimer solutions under UV, X-ray, or laser irradiation or heating. 3,4,[6][7][8] Particle sizes and their dispersion in water depended on the generation of dendrimers and the mixing ratio of metal ion and dendrimer.In the present work, the fabrication of silver nanoparticles without coexistence of common reducer has been reported. The silver nanoparticles were prepared with a photochemical me...

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The Development of Photometric Sensors for Boronic Acids

Cited by 21 publications

References 38 publications

Proteasome inhibitors in the treatment of multiple myeloma

Proteasome inhibitors in the treatment of multiple myeloma

Complexation of polysaccharide and monosaccharide with thiolate boronic acid capped on silver nanoparticle

Photo-promoting Fabrication of Silver Nanoparticles in the Presence of Anthracenyl-Focal PAMAM Dendrons

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