Literature DB >> 18714996

Using enantioselective indicator displacement assays to determine the enantiomeric excess of alpha-amino acids.

Diana Leung1, J Frantz Folmer-Andersen, Vincent M Lynch, Eric V Anslyn.   

Abstract

Enantioselective indicator displacement assays (eIDAs) were used for the determination of enantiomeric excess (ee) of alpha-amino acids as an alternative to the labor-intensive technique of chromatography. In this study, eIDAs were implemented by the use of two chiral receptors [(Cu(II)(1)](2+), [Cu(II)(2)](2+)) in conjunction with the indicator chrome azurol S. The two receptors were able to enantioselectively discriminate 13 of the 17 analyzed alpha-amino acids. Enantiomeric excess calibration curves were made using both receptors and then used to analyze true test samples to check the system's ability to determine ee accurately. The proposed method uses a conventional UV-vis spectrophotometer to monitor the colorimetric signal, which allows for a potential high-throughput screening (HTS) method for determining ee. The techniques created consistently produced results accurate enough for rapid preliminary determination of ee.

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Year:  2008        PMID: 18714996     DOI: 10.1021/ja803806c

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  15 in total

1.  In situ assembly of octahedral Fe(II) complexes for the enantiomeric excess determination of chiral amines using circular dichroism spectroscopy.

Authors:  Justin M Dragna; Gennaro Pescitelli; Lee Tran; Vincent M Lynch; Eric V Anslyn; Lorenzo Di Bari
Journal:  J Am Chem Soc       Date:  2012-02-22       Impact factor: 15.419

2.  Enhanced enantioselective recognition with diastereoisomeric BINOL based chiral fluorescent boronic acid sensors.

Authors:  Qiuting Li; Huimin Guo; Yubo Wu; Xin Zhang; Yifan Liu; Jianzhang Zhao
Journal:  J Fluoresc       Date:  2011-06-03       Impact factor: 2.217

3.  Rapid determination of enantiomeric excess of α-chiral cyclohexanones using circular dichroism spectroscopy.

Authors:  Diana Leung; Eric V Anslyn
Journal:  Org Lett       Date:  2011-04-12       Impact factor: 6.005

4.  Synthesis of ethynylated phenothiazine based fluorescent boronic acid probes.

Authors:  Yubo Wu; Huimin Guo; Jingyin Shao; Xin Zhang; Shaomin Ji; Jianzhang Zhao
Journal:  J Fluoresc       Date:  2011-01-07       Impact factor: 2.217

5.  A simple method for the determination of enantiomeric excess and identity of chiral carboxylic acids.

Authors:  Leo A Joyce; Marc S Maynor; Justin M Dragna; Gabriella M da Cruz; Vincent M Lynch; James W Canary; Eric V Anslyn
Journal:  J Am Chem Soc       Date:  2011-08-03       Impact factor: 15.419

6.  Enthalpy vs Entropy Driven Complexation of Homoallylic Alcohols by Rh(I) Complexes.

Authors:  Sung Ok Kang; Vincent M Lynch; Victor W Day; Eric V Anslyn
Journal:  Organometallics       Date:  2011-10-25       Impact factor: 3.876

Review 7.  Molecular Probes, Chemosensors, and Nanosensors for Optical Detection of Biorelevant Molecules and Ions in Aqueous Media and Biofluids.

Authors:  Joana Krämer; Rui Kang; Laura M Grimm; Luisa De Cola; Pierre Picchetti; Frank Biedermann
Journal:  Chem Rev       Date:  2022-01-07       Impact factor: 60.622

8.  A facile circular dichroism protocol for rapid determination of enantiomeric excess and concentration of chiral primary amines.

Authors:  Sonia Nieto; Justin M Dragna; Eric V Anslyn
Journal:  Chemistry       Date:  2010-01-04       Impact factor: 5.236

9.  A fluorogenic aldehyde bearing a 1,2,3-triazole moiety for monitoring the progress of aldol reactions.

Authors:  Hai-Ming Guo; Fujie Tanaka
Journal:  J Org Chem       Date:  2009-03-20       Impact factor: 4.354

10.  The In Situ Enzymatic Screening (ISES) Approach to Reaction Discovery and Catalyst Identification.

Authors:  Robert A Swyka; David B Berkowitz
Journal:  Curr Protoc Chem Biol       Date:  2017-12-14
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