Synthesis and Th1-immunostimulatory activity of α-galactosylceramide analogues bearing a halogen-containing or selenium-containing acyl chain

Autor:	Michio Murata, Shunsuke Kita, Katsumi Maenaka, Shinya Hanashima, Hiroki Kusaka, Md. Imran Hossain, Hiroshi Tsuchikawa, Sébastien Lethu, Takuto Nomura
Rok vydání:	2016
Předmět:	Glycosylation Stereochemistry Galactosylceramides Proton Magnetic Resonance Spectroscopy Clinical Biochemistry Pharmaceutical Science chemistry.chemical_element chemical and pharmacologic phenomena 010402 general chemistry Crystallography X-Ray 01 natural sciences Biochemistry Mass Spectrometry chemistry.chemical_compound Mice Selenium Halogens Drug Discovery Animals Carbon-13 Magnetic Resonance Spectroscopy Molecular Biology Alkyl chemistry.chemical_classification biology 010405 organic chemistry Ligand Organic Chemistry Natural killer T cell 0104 chemical sciences carbohydrates (lipids) Mice Inbred C57BL chemistry CD1D Halogen biology.protein Molecular Medicine Cytokines Natural Killer T-Cells lipids (amino acids peptides and proteins) Female Spleen
Zdroj:	Bioorganicmedicinal chemistry. 24(16)
ISSN:	1464-3391
Popis:	A novel series of CD1d ligand α-galactosylceramides (α-GalCers) were synthesized by incorporation of the heavy atoms Br and Se in the acyl chain backbone of α-galactosyl-N-cerotoylphytosphingosine. The synthetic analogues are potent CD1d ligands and stimulate mouse invariant natural killer T (iNKT) cells to selectively enhance Th1 cytokine production. These synthetic analogues would be efficient X-ray crystallographic probes to disclose precise atomic positions of alkyl carbons and lipid-protein interactions in KRN7000/CD1d complexes.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::9b18f156842ab804a957889f350da17b https://pubmed.ncbi.nlm.nih.gov/27325450 Zobrazit plný text záznamu Full Text from ScienceDirect