Synthesis of New BAPTA Calcium Chelators |
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Authors: | Huai Zhen He Lei Lei Jian Li Li Zhen Shi |
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Affiliation: | 1. Key Laboratory of Synthetic and Natural Functional Molecular Chemistry, Education Ministry , Department of Chemistry, Northwest University , Xi'an, China selenaorganic@163.com;3. Key Laboratory of Synthetic and Natural Functional Molecular Chemistry, Education Ministry , Department of Chemistry, Northwest University , Xi'an, China |
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Abstract: | A series of new 1,2-bis-(2-aminophenoxyethane) N,N,N′,N′-tetraacetic acid (BAPTA) chelators were designed and synthesized to form novel and improved fluorescent indicators. Substituted 2-nitrophenol, acting as the material, reacted in five steps to give BAPTA-derived chelators. The Ca2+ affinity of BAPTA chelators could increase significantly by addition of electron-donating groups and decrease by electron-withdrawing groups. Compounds 3a–e were treated with iron powder instead of hydrogenation, obtaining a satisfying yield. The structures of all compounds were characterized by infrared, 1H NMR, and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) spectra. |
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Keywords: | BAPTA chelator ion indicator synthesis |
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