Literature DB >> 24261969

Chirality sensing of amines, diamines, amino acids, amino alcohols, and α-hydroxy acids with a single probe.

Keith W Bentley1, Yea G Nam, Jaslynn M Murphy, Christian Wolf.   

Abstract

A stereodynamic probe for determination of the absolute configuration and enantiomeric composition of chiral amines, diamines, amino alcohols, amino acids, and α-hydroxy carboxylic acids is described. The chirality sensing is based on spontaneous asymmetric transformation of the first kind with stereolabile binaphtholate boron and zinc complexes. The substrate binding and chiral amplification processes yield a distinctive chiroptical sensor output at high wavelength that can be used for rapid and accurate ee detection of minute sample amounts.

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Year:  2013        PMID: 24261969     DOI: 10.1021/ja410428b

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


  15 in total

1.  Simultaneous chirality sensing of multiple amines by (19)F NMR.

Authors:  Yanchuan Zhao; Timothy M Swager
Journal:  J Am Chem Soc       Date:  2015-02-27       Impact factor: 15.419

2.  Chiral amine enantiomeric excess determination using self-assembled octahedral Fe(II)-imine complexes.

Authors:  Justin M Dragna; Alexandra M Gade; Lee Tran; Vince M Lynch; Eric V Anslyn
Journal:  Chirality       Date:  2015-02-09       Impact factor: 2.437

Review 3.  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

4.  Data-Driven Prediction of Circular Dichroism-Based Calibration Curves for the Rapid Screening of Chiral Primary Amine Enantiomeric Excess Values.

Authors:  James R Howard; Arya Bhakare; Zara Akhtar; Christian Wolf; Eric V Anslyn
Journal:  J Am Chem Soc       Date:  2022-09-06       Impact factor: 16.383

5.  A Racemic Naphthyl-Coumarin-Based Probe for Quantitative Enantiomeric Excess Analysis of Amino Acids and Enantioselective Sensing of Amines and Amino Alcohols.

Authors:  Jia-Yi Li; Li Wang; Li-Ping Yin; Xin-Meng Jiang; Kai Guo; Chun Zhang; Shan-Shan Yu; Xiao-Qi Yu; Qin Wang
Journal:  ChemistryOpen       Date:  2022-06       Impact factor: 2.630

6.  A rapid and sensitive method for chiroptical sensing of α-amino acids via click-like labeling with o-phthalaldehyde and p-toluenethiol.

Authors:  Bo Li; Jie Zhang; Li Li; Gong Chen
Journal:  Chem Sci       Date:  2020-12-22       Impact factor: 9.825

7.  Fluorescence detected circular dichroism (FDCD) for supramolecular host-guest complexes.

Authors:  Amrutha Prabodh; Yichuan Wang; Stephan Sinn; Paolo Albertini; Christian Spies; Eduard Spuling; Liu-Pan Yang; Wei Jiang; Stefan Bräse; Frank Biedermann
Journal:  Chem Sci       Date:  2021-06-09       Impact factor: 9.825

8.  Rapid organocatalytic chirality analysis of amines, amino acids, alcohols, amino alcohols and diols with achiral iso(thio)cyanate probes.

Authors:  Eryn Nelson; Jeffrey S S K Formen; C Wolf
Journal:  Chem Sci       Date:  2021-05-25       Impact factor: 9.825

9.  Construction of a tunable multi-enzyme-coordinate expression system for biosynthesis of chiral drug intermediates.

Authors:  Wei Jiang; Baishan Fang
Journal:  Sci Rep       Date:  2016-07-26       Impact factor: 4.379

10.  Miniature high-throughput chemosensing of yield, ee, and absolute configuration from crude reaction mixtures.

Authors:  Keith W Bentley; Peng Zhang; Christian Wolf
Journal:  Sci Adv       Date:  2016-02-12       Impact factor: 14.136

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