Department of Chemistry, Georgetown University, 37th and O Streets, Washington, DC, 20057, USA.
Angew Chem Int Ed Engl. 2017 Jun 12;56(25):7276-7281. doi: 10.1002/anie.201701188. Epub 2017 May 16.
The appearance of d-amino acids in mammals and humans has important implications in the life sciences. d/l-Amino acid mixtures play a key role in human physiology and pathology; thus, the introduction of artificial receptors for the real-time quantification of both the concentration and d/l composition of amino acids is very promising for the study of biological processes and for the diagnosis and treatment of diseases. We now report a sensing assay that is compatible with aqueous solutions and allows fast determination of the absolute configuration, enantiomeric composition, and overall amount of cysteine at micromolar concentrations. The method relies on fast UV and CD measurements, which provide accurate stereochemical information on samples covering a wide concentration range and drastically different d/l-cysteine ratios in simulated body fluids. Competition experiments show that other amino acids and biothiols do not interfere with the cysteine-targeted sensing.
在生命科学中，D-氨基酸在哺乳动物和人类中的出现具有重要意义。D/L-氨基酸混合物在人类生理学和病理学中起着关键作用；因此，引入人工受体来实时定量氨基酸的浓度和 D/L 组成对于研究生物过程以及诊断和治疗疾病非常有前景。我们现在报告了一种与水溶液兼容的传感测定法，可快速测定半胱氨酸的绝对构型、对映体组成和微摩尔浓度下的总量。该方法依赖于快速的 UV 和 CD 测量，可提供涵盖广泛浓度范围和模拟体液中差异极大的 D/L-半胱氨酸比的样品的准确立体化学信息。竞争实验表明，其他氨基酸和生物硫醇不会干扰针对半胱氨酸的传感。
