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Issue 60, 2014
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Differences in heterocycle basicity distinguish homocysteine from cysteine using aldehyde-bearing fluorophores

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Abstract

We report the detection of homocysteine over cysteine based upon characteristic differences between 5- and 6-membered heterocyclic amines formed upon reaction with aldehyde-bearing compounds. Homocysteine-derived thiazinane-4-carboxylic acids are more basic than cysteine-derived thiazolidines-4-carboxylic acids. Fluorescence enhancement in response to homocysteine is achieved by tuning pH and excitation wavelength.

Graphical abstract: Differences in heterocycle basicity distinguish homocysteine from cysteine using aldehyde-bearing fluorophores

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Article information


Submitted
10 May 2014
Accepted
10 Jun 2014
First published
10 Jun 2014

Chem. Commun., 2014,50, 8219-8222
Article type
Communication
Author version available

Differences in heterocycle basicity distinguish homocysteine from cysteine using aldehyde-bearing fluorophores

A. Barve, M. Lowry, J. O. Escobedo, K. T. Huynh, L. Hakuna and R. M. Strongin, Chem. Commun., 2014, 50, 8219
DOI: 10.1039/C4CC03527E

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