Synthesis of 5-Thio-alpha-GalCer Analogues with Fluorinated Acyl Chain on Lipid Residue and Their Biological Evaluation

CORC > 生态环境研究中心 > 中国科学院生态环境研究中心 > 环境化学与生态毒理学国家重点实验室

	Synthesis of 5-Thio-alpha-GalCer Analogues with Fluorinated Acyl Chain on Lipid Residue and Their Biological Evaluation
	He, Peng ; Zhao, Chuanfang ; Lu, Jiao ; Zhang, Yang ; Fang, Min ; Du, Yuguo
刊名	ACS MEDICINAL CHEMISTRY LETTERS
	2019-02
卷号	10 期号:2 页码:221-225
关键词	alpha-GalCer iNKT cells antitumor activity fluorinated 5-thio-alpha-GalCers
ISSN号	1948-5875
英文摘要	Invariant natural killer T (iNKT) cells are a subclass of T cells that initiates the secretion of T helper 1 and 2 cytokines after recognizing CD1d protein presented glycolipid antigens. In this Letter, we designed and synthesized a novel series of CD1d ligand alpha-galactosylceramides (alpha-GalCers) in which the acyl chain backbone of the lipid was incorporated with fluorine atoms. The in vivo evaluation of immunostimulatory activities revealed that the synthesized alpha-5-thio-galactopyr-anosyl-N-perfluorooctanoyl phytosphingosine exhibited a remarkable potency toward selectively enhancing T(H)1 cytokine production with the IFN gamma/IL-4 ratio of 9/1, while its perfluorotetradecanoyl counterpart showed T(H)2 profile with an IFN gamma/IL-4 ratio of 0.59/1. The analogues synthesized here would be used as probes to study lipid-protein interactions in alpha-GalCer/CD1d complexes.
内容类型	期刊论文
源URL	[http://ir.rcees.ac.cn/handle/311016/43030]
专题	生态环境研究中心_环境化学与生态毒理学国家重点实验室
作者单位	1.Chinese Acad Sci, Res Ctr Ecoenvironm Sci, State Key Lab Environm Chem & Ecotoxicol, Beijing 100085, Peoples R China 2.Univ Chinese Acad Sci, Sch Chem Sci, Beijing 100049, Peoples R China 3.Chinese Acad Sci, Inst Microbiol, CAS Key Lab Pathogen Microbiol & Immunol, Beijing 100101, Peoples R China 4.Jiangxi Normal Univ, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China
推荐引用方式 GB/T 7714	He, Peng,Zhao, Chuanfang,Lu, Jiao,et al. Synthesis of 5-Thio-alpha-GalCer Analogues with Fluorinated Acyl Chain on Lipid Residue and Their Biological Evaluation[J]. ACS MEDICINAL CHEMISTRY LETTERS,2019,10(2):221-225.
APA	He, Peng,Zhao, Chuanfang,Lu, Jiao,Zhang, Yang,Fang, Min,&Du, Yuguo.(2019).Synthesis of 5-Thio-alpha-GalCer Analogues with Fluorinated Acyl Chain on Lipid Residue and Their Biological Evaluation.ACS MEDICINAL CHEMISTRY LETTERS,10(2),221-225.
MLA	He, Peng,et al."Synthesis of 5-Thio-alpha-GalCer Analogues with Fluorinated Acyl Chain on Lipid Residue and Their Biological Evaluation".ACS MEDICINAL CHEMISTRY LETTERS 10.2(2019):221-225.