Selective Sensing of Ammonium Ion Over Other Biologically Important Ammonia Derivatives by a Coumarin‐Based ϵ‐Amino Ester,ChemistrySelect

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Selective Sensing of Ammonium Ion Over Other Biologically Important Ammonia Derivatives by a Coumarin‐Based ϵ‐Amino Ester
ChemistrySelect ( IF 1.9 ) Pub Date : 2018-01-09 , DOI: 10.1002/slct.201702068
Apurba Pramanik ₁ , Mazharul Abbasi ₂ , Krishnendu Maji ₁ , Sujay Kumar Nandi ₁ , Rupak Datta ₂ , Debasish Haldar ₁

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Ammonium ions are a waste product of the amino acids metabolism of animals and finally converted to urea in liver. Specific sensing of ammonium ion may helpful for diagnosis of liver malfunction. An efficient coumarin‐based ϵ‐amino ester has been synthesized and the specific sensing of ammonium ion has been investigated. From single crystal X‐ray diffraction analysis, the amide group is out of the plane of the central aromatic core of the compound but the ester group is co‐planar and the compound self‐assembled to form supramolecular duplex‐like structure. The coumarin‐based ϵ‐amino ester successfully discriminates ammonium ion over other biologically important ammonia derivative such as D‐ glucosamine, ATP, glycine, L‐glutamic acid, L‐aspertic acid and urea. The coumarin‐based ϵ‐amino ester shows excellent selectivity as turn‐off optical sensor for ammonium ion. Further the biocompatibility of the coumarin‐based ϵ‐amino ester was studied by DNA binding assay and cellular uptake by mouse macrophage cell line RAW264.7.

中文翻译：

基于香豆素的ϵ-氨基酯对其他生物重要的氨衍生物的铵离子选择性传感

铵离子是动物氨基酸代谢的废物，最终在肝脏中转化为尿素。铵离子的特异性感测可能有助于诊断肝功能不全。合成了一种有效的基于香豆素的β-氨基酯，并研究了铵离子的特异性传感。通过单晶X射线衍射分析，酰胺基不在化合物中心芳香核的平面内，而酯基是共平面的，并且该化合物自组装形成超分子双链状结构。基于香豆素的α-氨基酯成功地区分了铵离子，而不是其他生物上重要的氨衍生物，如D-氨基葡萄糖，ATP，甘氨酸，L-谷氨酸，L-松香酸和尿素。基于香豆素的β-氨基酯具有出色的选择性，可作为铵离子的关闭光学传感器。此外，通过DNA结合测定和小鼠巨噬细胞RAW264.7细胞对细胞摄取的研究，研究了基于香豆素的β-氨基酯的生物相容性。

更新日期：2018-01-09

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