Literature DB >> 17279806

Which is reactive in alkaline solution, boronate ion or boronic acid? Kinetic evidence for reactive trigonal boronic acid in an alkaline solution.

Satoshi Iwatsuki1, Shihoko Nakajima, Masahiko Inamo, Hideo D Takagi, Koji Ishihara.   

Abstract

That boronic acid is a reactive species toward a diol moiety even in an alkaline solution and that the boronate ion is not very reactive were demonstrated by the estimated upper limit of the rate constants for the reactions of some boronic acids with 2,2'-biphenol and 2,3-dihydroxynaphthalene in a neutral-alkaline solution, which will correct a common misunderstanding in boron chemistry and would renew the idea of effective boronic acid sensor design for carbohydrates.

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Year:  2007        PMID: 17279806     DOI: 10.1021/ic0615372

Source DB:  PubMed          Journal:  Inorg Chem        ISSN: 0020-1669            Impact factor:   5.165


  5 in total

1.  Assessment of glycoprotein interactions with 4-[(2-aminoethyl)carbamoyl]phenylboronic acid surfaces using surface plasmon resonance spectroscopy.

Authors:  Jennifer Macalindong De Guzman; Steven A Soper; Robin L McCarley
Journal:  Anal Chem       Date:  2010-10-04       Impact factor: 6.986

2.  Ring Structure and Aromatic Substituent Effects on the pK a of the Benzoxaborole Pharmacophore.

Authors:  John W Tomsho; Arnab Pal; Dennis G Hall; Stephen J Benkovic
Journal:  ACS Med Chem Lett       Date:  2011-10-19       Impact factor: 4.345

Review 3.  Carbohydrate recognition by boronolectins, small molecules, and lectins.

Authors:  Shan Jin; Yunfeng Cheng; Suazette Reid; Minyong Li; Binghe Wang
Journal:  Med Res Rev       Date:  2010-03       Impact factor: 12.944

4.  On the Rate of Boronate Ester Formation in ortho-Aminomethyl Functionalized Phenyl Boronic Acids.

Authors:  Byron E Collins; Pedro Metola; Eric V Anslyn
Journal:  Supramol Chem       Date:  2013-01-21       Impact factor: 1.688

5.  Chemoselective oxidation of aryl organoboron systems enabled by boronic acid-selective phase transfer.

Authors:  John J Molloy; Thomas A Clohessy; Craig Irving; Niall A Anderson; Guy C Lloyd-Jones; Allan J B Watson
Journal:  Chem Sci       Date:  2016-10-27       Impact factor: 9.825

  5 in total

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