scholarly journals Rapid formation of a stable boron–nitrogen heterocycle in dilute, neutral aqueous solution for bioorthogonal coupling reactions

2015 ◽  
Vol 51 (95) ◽  
pp. 16992-16995 ◽  
Author(s):  
Ozlem Dilek ◽  
Zhen Lei ◽  
Kamalika Mukherjee ◽  
Susan Bane

Reaction of 2-formylphenylboronic acid with an aromatic hydrazine does not product the expected hydrazone, but rather a boron-containing aromatic heterocycle. The characteristics of the reaction are highly desirable for bioconjugations.

2019 ◽  
Vol 30 (5) ◽  
pp. 1554-1564 ◽  
Author(s):  
Tak Ian Chio ◽  
Han Gu ◽  
Kamalika Mukherjee ◽  
L. Nathan Tumey ◽  
Susan L. Bane

2007 ◽  
Vol 17 (5) ◽  
pp. 460-465 ◽  
Author(s):  
Fang-Ying Wu ◽  
Yong-Qiang Zhao ◽  
Zhao-Jun Ji ◽  
Yu-Mei Wu

1952 ◽  
Vol 30 (3) ◽  
pp. 169-176 ◽  
Author(s):  
A. M. Eastham ◽  
G. A. Latremouille

The rates of reaction of halide ions with ethylene oxide in neutral aqueous solution and the rate of hydrolysis of ethylene oxide in acid solution have been measured and the activation energies determined. From these data and from the ratio of glycol to chlorohydrin formed when ethylene oxide reacts with excess aqueous hydrogen halide, the rates of the acid-catalyzed addition of halide ions to ethylene oxide at 25 °C. have been estimated.


Gels ◽  
2019 ◽  
Vol 5 (2) ◽  
pp. 27 ◽  
Author(s):  
Demetra Giuri ◽  
Nicola Zanna ◽  
Claudia Tomasini

We prepared the small pseudopeptide Lau-l-Dopa(OBn)2-d-Oxd-OBn (Lau = lauric acid; l-Dopa = l-3,4-dihydroxyphenylalanine; d-Oxd = (4R,5S)-4-methyl-5-carboxyl-oxazolidin-2-one; Bn = benzyl) through a number of coupling reactions between lauric acid, protected l-Dopa and d-Oxd with an excellent overall yield. The ability of the product to form supramolecular organogels has been tested with different organic solvents of increasing polarity and compared with the results obtained with the small pseudopeptide Fmoc-l-Dopa(OBn)2-d-Oxd-OBn. The mechanical and rheological properties of the organogels demonstrated solvent-dependent properties, with a storage modulus of 82 kPa for the ethanol organogel. Finally, to have a preliminary test of the organogels’ ability to adsorb pollutants, we treated a sample of the ethanol organogel with an aqueous solution of Rhodamine B (RhB) for 24 h. The water solution slowly lost its pink color, which became trapped in the organogel.


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