One Measurement to Determine Them All

  • Author: Sarah Millar
  • Published Date: 03 December 2014
  • Source / Publisher: Chemistry – A European Journal/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
thumbnail image: One Measurement to Determine Them All

Related Societies

Generally, two independent measurements are needed to obtain the enantiomeric composition and concentration of an unknown sample of a chiral compound because both can influence the response of an enantioselective fluorescent sensor. For application in high-throughput chiral assays, it is highly desirable for both parameters to be simultaneously determined by a single measurement.


Lin Pu, Sichuan University, Chengdu, China, and colleagues have developed a convenient method to simultaneously determine the concentration and enantiomeric composition of functional chiral amines. The team achieved this by using a combination of chiral and achiral fluorescent probes with ZnII, where the chiral probe was a 1,1'-bi-2-naphthol (BINOL)-based chiral aldehyde, and the achiral probe was the readily available salicylaldehyde.


In the presence of ZnII, the chiral aldehyde showed a highly enantioselective fluorescent response toward functional chiral amines at λ > 500 nm. The combination of salicylaldehyde and ZnII gave the same fluorescent enhancement for both amine enantiomers at λ = 447 nm, allowing the total concentration of the amino alcohol to be measured. Because salicylaldehyde exhibits a fluorescent response at a much shorter wavelength than the BINOL-based chiral aldehyde, a 3D plot could be generated of the fluorescent intensities at both wavelengths against the total concentration. This plot corrects the small effect the enantiomeric purity has on the fluorescent intensity, i.e., the total concentration measurement, at λ = 447 nm.


The method can thus be used to determine both the concentration and enantiomeric composition of functional chiral amines such as amino alcohols, diamines, and amino acids by a single fluorescent measurement.


 

Article Views: 3026

Sign in Area

Please sign in below

Additional Sign In options

Please note that to comment on an article you must be registered and logged in.
Registration is for free, you may already be registered to receive, e.g., the newsletter. When you register on this website, please ensure you view our terms and conditions. All comments are subject to moderation.

Article Comments - To add a comment please sign in

If you would like to reuse any content, in print or online, from ChemistryViews.org, please contact us first for permission and consult our permission guidance prior to making your request

Follow on Facebook Follow on Twitter Follow on YouTube Follow on LinkedIn Follow on Instagram RSS Sign up for newsletters

Magazine of Chemistry Europe (16 European Chemical Societies) published by Wiley-VCH