Issue 8, 2017

Selective signalling of sialic acid in solution by circularly polarised luminescence spectroscopy using a dynamically racemic europium(iii) complex

Abstract

A europium complex bearing a phenylboronic acid group has been created that binds reversibly in methanol to sialic acid and lactic acid, as signalled by changes in the Eu total emission spectrum and the induction of strong circularly polarised luminescence. An analogue lacking the boronate moiety displays no spectral response towards sialic acid. The CPL signature is distinctive for sialic acid, and differs from that observed with methyl sialate and N-acetyl glucosamine. A hypothetical binding model is promulgated, where binding of the amide carbonyl to the Eu centre occurs at the same time as the terminal diol group of the glycerol moiety chelates to the boron atom.

Graphical abstract: Selective signalling of sialic acid in solution by circularly polarised luminescence spectroscopy using a dynamically racemic europium(iii) complex

Article information

Article type
Paper
Submitted
11 11 2016
Accepted
14 12 2016
First published
16 1 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 4531-4540

Selective signalling of sialic acid in solution by circularly polarised luminescence spectroscopy using a dynamically racemic europium(III) complex

E. R. Neil and D. Parker, RSC Adv., 2017, 7, 4531 DOI: 10.1039/C6RA26662B

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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