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π-π 堆积作用的金属酚氧自由基配合物。

π-π Stacking Interaction of Metal Phenoxyl Radical Complexes.

机构信息

Center for Integrative Quantum Beam Science (CIQuS), Institute of Materials Structure Science (IMSS), High Energy Accelerator Research Organization (KEK), 1-1 Oho, Tsukuba 305-0801, Ibaraki, Japan.

Graduate School of Science and Engineering, Ibaraki University, Bunkyo, Mito 310-8512, Ibaraki, Japan.

出版信息

Molecules. 2022 Feb 8;27(3):1135. doi: 10.3390/molecules27031135.

DOI:10.3390/molecules27031135
PMID:35164397
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8840625/
Abstract

π-π stacking interaction is well-known to be one of the weak interactions. Its importance in the stabilization of protein structures and functionalization has been reported for various systems. We have focused on a single copper oxidase, galactose oxidase, which has the π-π stacking interaction of the alkylthio-substituted phenoxyl radical with the indole ring of the proximal tryptophan residue and catalyzes primary alcohol oxidation to give the corresponding aldehyde. This stacking interaction has been considered to stabilize the alkylthio-phenoxyl radical, but further details of the interaction are still unclear. In this review, we discuss the effect of the π-π stacking interaction of the alkylthio-substituted phenoxyl radical with an indole ring.

摘要

π-π 堆积相互作用是众所周知的弱相互作用之一。已报道其在各种系统中稳定蛋白质结构和功能化方面的重要性。我们专注于单个铜氧化酶,半乳糖氧化酶,其具有烷基硫取代的苯氧自由基与邻近色氨酸残基的吲哚环的 π-π 堆积相互作用,并催化伯醇氧化生成相应的醛。这种堆积相互作用被认为可以稳定烷基硫代苯氧自由基,但相互作用的细节尚不清楚。在这篇综述中,我们讨论了烷基硫代苯氧自由基与吲哚环的 π-π 堆积相互作用的影响。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/185120803edb/molecules-27-01135-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/dcca8ee9c941/molecules-27-01135-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/28fdcb655950/molecules-27-01135-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/6adc61e5cead/molecules-27-01135-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/4ffa220fdc1a/molecules-27-01135-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/7c8fb5372731/molecules-27-01135-g002.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/3d7c026373e4/molecules-27-01135-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/f04eeb637b8b/molecules-27-01135-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/cc7805985e3e/molecules-27-01135-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/79c8212a6cca/molecules-27-01135-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/3fb6c99a60d9/molecules-27-01135-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/a621b8c9ba7e/molecules-27-01135-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/30ab5a6618b3/molecules-27-01135-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/8852be2dc82d/molecules-27-01135-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/bb49fe693eb2/molecules-27-01135-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/b9153fb68dce/molecules-27-01135-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/185120803edb/molecules-27-01135-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/dcca8ee9c941/molecules-27-01135-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/28fdcb655950/molecules-27-01135-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/6adc61e5cead/molecules-27-01135-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/4ffa220fdc1a/molecules-27-01135-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/7c8fb5372731/molecules-27-01135-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/f2efaee02198/molecules-27-01135-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/3d7c026373e4/molecules-27-01135-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/f04eeb637b8b/molecules-27-01135-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/cc7805985e3e/molecules-27-01135-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/79c8212a6cca/molecules-27-01135-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/3fb6c99a60d9/molecules-27-01135-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/a621b8c9ba7e/molecules-27-01135-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/30ab5a6618b3/molecules-27-01135-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/8852be2dc82d/molecules-27-01135-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/bb49fe693eb2/molecules-27-01135-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/b9153fb68dce/molecules-27-01135-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3239/8840625/185120803edb/molecules-27-01135-g014.jpg

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3
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4
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