Boronic acid-promoted site-selective Fischer esterifications of sugar alcohols

2019 ◽  
Vol 21 (19) ◽  
pp. 5363-5367
Author(s):  
Sanjay Manhas ◽  
Yu Chen Lin ◽  
Grace Wang ◽  
Luke T. Kyne ◽  
Mark S. Taylor
Keyword(s):  
Fatty Acids ◽  
Boronic Acid ◽  
Phenylboronic Acid ◽  
Sugar Alcohols ◽  
Site Selective ◽  
Direct Condensation

Phenylboronic acid mediates selective monoesterifications of sugar alcohols by direct condensation with fatty acids, providing access to useful, bio-derived amphiphiles.

Site-selective Alkane Dehydrogenation of Fatty Acids

2011 ◽  
Author(s):  
James P. Stambuli ◽  
S. M. Whittemore
Keyword(s):  
Fatty Acids ◽  
Alkane Dehydrogenation ◽  
Site Selective

scholarly journals Adsorption and Release of Rose Bengal on Layer-by-Layer Films of Poly(Vinyl Alcohol) and Poly(Amidoamine) Dendrimers Bearing 4-Carboxyphenylboronic Acid

Polymers ◽  
2020 ◽  
Vol 12 (8) ◽  
pp. 1854 ◽  
Author(s):  
Kentaro Yoshida ◽  
Akane Yamaguchi ◽  
Hiroki Midorikawa ◽  
Toshio Kamijo ◽  
Tetsuya Ono ◽  
...  
Keyword(s):  
Rose Bengal ◽  
Boronic Acid ◽  
Vinyl Alcohol ◽  
Acidic Solution ◽  
Phenylboronic Acid ◽  
Poly Vinyl Alcohol ◽  
Basic Solution ◽  
Layer By Layer ◽  
Lbl Films ◽  
H2o2 Solution

Phenylboronic acid-bearing polyamidoamine dendrimer (PBA-PAMAM)/poly(vinyl alcohol) (PVA) multilayer films were prepared through the layer-by-layer (LbL) deposition of PBA-PAMAM solution and PVA solution. PBA-PAMAM/PVA films were constructed successfully through the formation of boronate ester bonds between the boronic acid moiety in PBA and 1,3-diol units in PVA. When the (PBA-PAMAM/PVA)5 films were immersed in rose bengal (RB) solution, RB was adsorbed onto the LbL films. The amount of RB adsorbed was higher in the LbL films immersed in acidic solution than in basic solution. The release of RB from the LbL films was also promoted in the basic solution, while it was suppressed in the acidic solution. The boronic acid ester is oxidized to phenol by hydrogen peroxide (H2O2) and the carbon-boron bond is cleaved, so that the (PBA-PAMAM/PVA)5 films can be decomposed by immersion in H2O2 solution. Therefore, when RB-adsorbed (PBA-PAMAM/PVA)5 films were immersed in H2O2 solution, the release of RB was moderately promoted when the solution was weakly acidic.

scholarly journals Discovery of 2-[5-(4-Fluorophenylcarbamoyl)pyridin-2-ylsulfanylmethyl]phenylboronic Acid (SX-517): Noncompetitive Boronic Acid Antagonist of CXCR1 and CXCR2

2014 ◽  
Vol 57 (20) ◽  
pp. 8378-8397 ◽  
Author(s):  
Dean Y. Maeda ◽  
Angela M. Peck ◽  
Aaron D. Schuler ◽  
Mark T. Quinn ◽  
Liliya N. Kirpotina ◽  
...  
Keyword(s):  
Boronic Acid ◽  
Phenylboronic Acid ◽  
Acid Antagonist

scholarly journals Site-selective redox isomerizations of furanosides using a combined arylboronic acid/photoredox catalyst system

2020 ◽  
Vol 11 (6) ◽  
pp. 1531-1537 ◽  
Author(s):  
Victoria Dimakos ◽  
Daniel Gorelik ◽  
Hsin Y. Su ◽  
Graham E. Garrett ◽  
Gregory Hughes ◽  
...  
Keyword(s):  
Hydrogen Atom ◽  
Ribonucleotide Reductase ◽  
Boronic Acid ◽  
Catalyst System ◽  
Hydrogen Atom Transfer ◽  
Synthetic Analog ◽  
Arylboronic Acid ◽  
System P ◽  
Combined Action ◽  
Site Selective

The combined action of boronic acid, photoredox catalyst and hydrogen atom transfer mediator enables the transformation of furanosides to 2-keto-3-deoxyfuranosides, a synthetic analog of the process catalyzed by the ribonucleotide reductase enzymes.

scholarly journals Recent Advances in Phenylboronic Acid-Based Gels with Potential for Self-Regulated Drug Delivery

Molecules ◽  
2019 ◽  
Vol 24 (6) ◽  
pp. 1089 ◽  
Author(s):  
Chenyu Wang ◽  
Bozhong Lin ◽  
Haopeng Zhu ◽  
Fei Bi ◽  
Shanshan Xiao ◽  
...  
Keyword(s):  
Drug Delivery ◽  
Physicochemical Properties ◽  
Boronic Acid ◽  
Drug Delivery Systems ◽  
Phenylboronic Acid ◽  
3D Structure ◽  
Three Dimensional ◽  
Drug Carriers ◽  
Delivery Systems ◽  
Diabetes Therapy

Glucose-sensitive drug platforms are highly attractive in the field of self-regulated drug delivery. Drug carriers based on boronic acid (BA), especially phenylboronic acid (PBA), have been designed for glucose-sensitive self-regulated insulin delivery. The PBA-functionalized gels have attracted more interest in recent years. The cross-linked three-dimensional (3D) structure endows the glucose-sensitive gels with great physicochemical properties. The PBA-based platforms with cross-linked structures have found promising applications in self-regulated drug delivery systems. This article summarizes some recent attempts at the developments of PBA-mediated glucose-sensitive gels for self-regulated drug delivery. The PBA-based glucose-sensitive gels, including hydrogels, microgels, and nanogels, are expected to significantly promote the development of smart self-regulated drug delivery systems for diabetes therapy.

Phenylboronic acid-functionalized core–shell magnetic composite nanoparticles as a novel protocol for selective enrichment of fructose from a fructose–glucose aqueous solution

2017 ◽  
Vol 41 (22) ◽  
pp. 13399-13407 ◽  
Author(s):  
Lei Gu ◽  
Yun Wang ◽  
Juan Han ◽  
Lei Wang ◽  
Xu Tang ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Magnetic Nanoparticles ◽  
Boronic Acid ◽  
Phenylboronic Acid ◽  
Sample Solution ◽  
Core Shell ◽  
Magnetic Composite ◽  
Selective Enrichment ◽  
Functionalized Magnetic Nanoparticles ◽  
First Time

We developed an efficient and mild method for the preparation of boronic acid-functionalized magnetic nanoparticles (MNPs), and the selective separation of fructose from a sample solution was demonstrated for the first time.

The ortho-substituent on 2,4-bis(trifluoromethyl)phenylboronic acid catalyzed dehydrative condensation between carboxylic acids and amines

2018 ◽  
Vol 54 (43) ◽  
pp. 5410-5413 ◽  
Author(s):  
Ke Wang ◽  
Yanhui Lu ◽  
Kazuaki Ishihara
Keyword(s):  
Carboxylic Acids ◽  
Boron Atom ◽  
Boronic Acid ◽  
Phenylboronic Acid ◽  
Acid Catalyzed ◽  
Ortho Substituent

The ortho-substituent of boronic acid plays a key role in preventing the coordination of amines to the boron atom.

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