Sulfur speciation defined subcellular localization of coumarin derivatives: Correlation of structural relationship to biological behaviors

doi:10.1016/j.cclet.2017.10.007

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	Sulfur speciation defined subcellular localization of coumarin derivatives: Correlation of structural relationship to biological behaviors
	Yin, Hao-Yan; Tang, Juan; Zhang, Jun-Long
刊名	CHINESE CHEMICAL LETTERS
	2018-02-01
卷号	29 期号:2 页码:267-270
关键词	Fluorescent Imaging Sulfur Speciation Subcellular Localization Sulfonium Mitochondria Targeting Electrostatic Surface Potential
ISSN号	1001-8417
DOI	10.1016/j.cclet.2017.10.007
英文摘要	Targeted-delivery is of great importance to molecular probes and drugs for cell biology study. Herein we reported 11 sulfur-containing coumarins as cell imaging probes. Different sulfur speciation of the 4 representative coumarins SC1-SC4 renders them significantly different subcellular localizations and cellular uptake pathways: SC1 containing thioether group located in lysosomes, while sulfoxide and sulfone compounds SC2 and SC3 distributed in the whole cell. Furthermore, the cationic sulfonium containing compound SC4 was internalized by clathrin-mediated endocytosis and localized at mitochondria. By analyzing the molecular parameters of all 11 coumarins, we found that different sulfur speciation affected their lipophilicity and electrostatic surface potential. These two key factors play roles in altering biological behaviors of the coumarins. The results revealed the importance of sulfur speciation on the physicochemical properties and thus subcellular localization of bioprobes. This is useful for designing new functional bioprobes. (C) 2017 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
语种	英语
出版者	ELSEVIER SCIENCE INC
WOS记录号	WOS:000424180600007
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/45747]
专题	中国科学院化学研究所
通讯作者	Zhang, Jun-Long
作者单位	Peking Univ, Coll Chem & Mol Engn, State Key Lab Rare Earth Mat Chem & Applicat, Beijing Natl Lab Mol Sci, Beijing 100871, Peoples R China
推荐引用方式 GB/T 7714	Yin, Hao-Yan,Tang, Juan,Zhang, Jun-Long. Sulfur speciation defined subcellular localization of coumarin derivatives: Correlation of structural relationship to biological behaviors[J]. CHINESE CHEMICAL LETTERS,2018,29(2):267-270.
APA	Yin, Hao-Yan,Tang, Juan,&Zhang, Jun-Long.(2018).Sulfur speciation defined subcellular localization of coumarin derivatives: Correlation of structural relationship to biological behaviors.CHINESE CHEMICAL LETTERS,29(2),267-270.
MLA	Yin, Hao-Yan,et al."Sulfur speciation defined subcellular localization of coumarin derivatives: Correlation of structural relationship to biological behaviors".CHINESE CHEMICAL LETTERS 29.2(2018):267-270.