Chiral Amine Enantiomeric Excess Determination Using Self-Assembled Octahedral Fe(II)-Imine Complexes

被引:14
作者
Dragna, Justin M. [1 ]
Gade, Alexandra M. [2 ]
Tran, Lee [2 ]
Lynch, Vince M. [2 ]
Anslyn, Eric V. [2 ]
机构
[1] Water Lens LLC, Houston, TX USA
[2] Univ Texas Austin, Dept Chem, Austin, TX 78712 USA
基金
美国国家卫生研究院;
关键词
enantiomeric excess determination; circular dichroism spectroscopy; Schiff base; chemosensor; UV-vis spectroscopy; iron coordination compounds; CIRCULAR-DICHROISM SPECTROSCOPY; RAPID-DETERMINATION; CARBOXYLIC-ACIDS; PROTOCOL; CYCLODEXTRINS; ALCOHOLS; IDENTITY; ASSAYS;
D O I
10.1002/chir.22426
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A receptor assembly composed of iron(II) triflate and pyridine-2,6-dicarbaldehyde was used to determine the enantiomeric excess (ee) of alpha-chiral primary amines using circular dichroism spectroscopy. The alpha chiral amines condense with the dialdehyde to form a diimine, which forms a 2:1 octahedral complex with iron(II). The ee values of unknown concentrations of alpha-chiral amines were determined by constructing calibration curves for each amine and then measuring the ellipticity at 600nm. This improves our previously reported assay for ee determination of chiral primary amines by further increasing the wavelength at which CD is measured and reducing the absolute error of the assay. Chirality 27:294-298, 2015. 2015 Wiley Periodicals, Inc.
引用
收藏
页码:294 / 298
页数:5
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