Study on the Binding Interaction of the α,α′,δ,δ′-Tetramethylcucurbit[6]uril With Biogenic Amines in Solution and the Solid State

1H NMR spectroscopy and MALDI-TOF mass spectrometry were utilized to examine the binding interaction of α,α′,δ,δ′-tetramethylcucurbit[6]uril (TMeQ[6]) and six biogenic amines (spermine, spermidine, 2-phenethylamine, tyramine, histamine, and tryptamine). Their 1H NMR spectra both at pD = 7 and pD = 3...

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Main Authors: Liguo Yang, Jinglan Kan, Xin Wang, Yonghui Zhang, Zhu Tao, Qingyun Liu, Fang Wang, Xin Xiao
Format: Article
Language:English
Published: Frontiers Media S.A. 2018-07-01
Series:Frontiers in Chemistry
Subjects:
Online Access:https://www.frontiersin.org/article/10.3389/fchem.2018.00289/full
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spelling doaj-1b0f0599e1de4236b170df6c820070e42020-11-24T21:32:59ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462018-07-01610.3389/fchem.2018.00289380326Study on the Binding Interaction of the α,α′,δ,δ′-Tetramethylcucurbit[6]uril With Biogenic Amines in Solution and the Solid StateLiguo Yang0Jinglan Kan1Xin Wang2Yonghui Zhang3Zhu Tao4Qingyun Liu5Fang Wang6Xin Xiao7College of Chemistry and Environmental Engineering, Anyang Institute of Technology, Anyang, ChinaKey Laboratory of Molecular and Nano Probes, Ministry of Education, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, College of Chemistry, Chemical Engineering and Materials Science, Shandong Normal University, Jinan, ChinaCollege of Chemistry and Environmental Engineering, Anyang Institute of Technology, Anyang, ChinaCollege of Chemistry and Environmental Engineering, Anyang Institute of Technology, Anyang, ChinaKey Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang, ChinaCollege of Chemistry and Environmental Engineering, Shandong University of Science and Technology, Qingdao, ChinaCollege of Chemistry and Environmental Engineering, Anyang Institute of Technology, Anyang, ChinaKey Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang, China1H NMR spectroscopy and MALDI-TOF mass spectrometry were utilized to examine the binding interaction of α,α′,δ,δ′-tetramethylcucurbit[6]uril (TMeQ[6]) and six biogenic amines (spermine, spermidine, 2-phenethylamine, tyramine, histamine, and tryptamine). Their 1H NMR spectra both at pD = 7 and pD = 3 revealed that four biogenic amines (spermine, spermidine, 2-phenethylamine, and histamine) can fit in the TMeQ[6] cavity, respectively, and other biogenic amines were located outside of the TMeQ[6] portal. In addition, a solid-state evaluation with single-crystal X-ray diffraction analysis showed the binding interaction of spermine, spermidine, 2-phenethylamine, and tyramine with TMeQ[6].https://www.frontiersin.org/article/10.3389/fchem.2018.00289/fullbiogenic aminescucurbit[6]urilcrystal structureNMR spectrahost-guest interactions
collection DOAJ
language English
format Article
sources DOAJ
author Liguo Yang
Jinglan Kan
Xin Wang
Yonghui Zhang
Zhu Tao
Qingyun Liu
Fang Wang
Xin Xiao
spellingShingle Liguo Yang
Jinglan Kan
Xin Wang
Yonghui Zhang
Zhu Tao
Qingyun Liu
Fang Wang
Xin Xiao
Study on the Binding Interaction of the α,α′,δ,δ′-Tetramethylcucurbit[6]uril With Biogenic Amines in Solution and the Solid State
Frontiers in Chemistry
biogenic amines
cucurbit[6]uril
crystal structure
NMR spectra
host-guest interactions
author_facet Liguo Yang
Jinglan Kan
Xin Wang
Yonghui Zhang
Zhu Tao
Qingyun Liu
Fang Wang
Xin Xiao
author_sort Liguo Yang
title Study on the Binding Interaction of the α,α′,δ,δ′-Tetramethylcucurbit[6]uril With Biogenic Amines in Solution and the Solid State
title_short Study on the Binding Interaction of the α,α′,δ,δ′-Tetramethylcucurbit[6]uril With Biogenic Amines in Solution and the Solid State
title_full Study on the Binding Interaction of the α,α′,δ,δ′-Tetramethylcucurbit[6]uril With Biogenic Amines in Solution and the Solid State
title_fullStr Study on the Binding Interaction of the α,α′,δ,δ′-Tetramethylcucurbit[6]uril With Biogenic Amines in Solution and the Solid State
title_full_unstemmed Study on the Binding Interaction of the α,α′,δ,δ′-Tetramethylcucurbit[6]uril With Biogenic Amines in Solution and the Solid State
title_sort study on the binding interaction of the α,α′,δ,δ′-tetramethylcucurbit[6]uril with biogenic amines in solution and the solid state
publisher Frontiers Media S.A.
series Frontiers in Chemistry
issn 2296-2646
publishDate 2018-07-01
description 1H NMR spectroscopy and MALDI-TOF mass spectrometry were utilized to examine the binding interaction of α,α′,δ,δ′-tetramethylcucurbit[6]uril (TMeQ[6]) and six biogenic amines (spermine, spermidine, 2-phenethylamine, tyramine, histamine, and tryptamine). Their 1H NMR spectra both at pD = 7 and pD = 3 revealed that four biogenic amines (spermine, spermidine, 2-phenethylamine, and histamine) can fit in the TMeQ[6] cavity, respectively, and other biogenic amines were located outside of the TMeQ[6] portal. In addition, a solid-state evaluation with single-crystal X-ray diffraction analysis showed the binding interaction of spermine, spermidine, 2-phenethylamine, and tyramine with TMeQ[6].
topic biogenic amines
cucurbit[6]uril
crystal structure
NMR spectra
host-guest interactions
url https://www.frontiersin.org/article/10.3389/fchem.2018.00289/full
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