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...
Main Authors: | , , , , , , , |
---|---|
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 |
id |
doaj-1b0f0599e1de4236b170df6c820070e4 |
---|---|
record_format |
Article |
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 |
work_keys_str_mv |
AT liguoyang studyonthebindinginteractionoftheaaddtetramethylcucurbit6urilwithbiogenicaminesinsolutionandthesolidstate AT jinglankan studyonthebindinginteractionoftheaaddtetramethylcucurbit6urilwithbiogenicaminesinsolutionandthesolidstate AT xinwang studyonthebindinginteractionoftheaaddtetramethylcucurbit6urilwithbiogenicaminesinsolutionandthesolidstate AT yonghuizhang studyonthebindinginteractionoftheaaddtetramethylcucurbit6urilwithbiogenicaminesinsolutionandthesolidstate AT zhutao studyonthebindinginteractionoftheaaddtetramethylcucurbit6urilwithbiogenicaminesinsolutionandthesolidstate AT qingyunliu studyonthebindinginteractionoftheaaddtetramethylcucurbit6urilwithbiogenicaminesinsolutionandthesolidstate AT fangwang studyonthebindinginteractionoftheaaddtetramethylcucurbit6urilwithbiogenicaminesinsolutionandthesolidstate AT xinxiao studyonthebindinginteractionoftheaaddtetramethylcucurbit6urilwithbiogenicaminesinsolutionandthesolidstate |
_version_ |
1725955296733429760 |