Issue 11, 2017

Reversible covalent interactions of β-aminoboronic acids with carbohydrate derivatives

Abstract

β-Aminoalkylboronic acids are capable of binding to carbohydrate derivatives through reversible covalent interactions. An anthracene-bearing β-aminoboronic acid has been synthesized, enabling determinations of association constants for binding of sugars by fluorescence spectroscopy. The diol-binding properties of β-aminoboronic acids are also useful in catalysis: one such compound displays remarkably high activity for regioselective O-acylation of a pyranoside derivative.

Graphical abstract: Reversible covalent interactions of β-aminoboronic acids with carbohydrate derivatives

Supplementary files

Article information

Article type
Communication
Submitted
04 Dec 2016
Accepted
10 Jan 2017
First published
20 Jan 2017

Chem. Commun., 2017,53, 1809-1812

Reversible covalent interactions of β-aminoboronic acids with carbohydrate derivatives

G. E. Garrett, D. B. Diaz, A. K. Yudin and M. S. Taylor, Chem. Commun., 2017, 53, 1809 DOI: 10.1039/C6CC09640A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements