RRC ID 83327
著者 Kizuka Y, Funayama S, Shogomori H, Nakano M, Nakajima K, Oka R, Kitazume S, Yamaguchi Y, Sano M, Korekane H, Hsu TL, Lee HY, Wong CH, Taniguchi N.
タイトル High-Sensitivity and Low-Toxicity Fucose Probe for Glycan Imaging and Biomarker Discovery.
ジャーナル Cell Chem Biol
Abstract Fucose, a terminal sugar in glycoconjugates, critically regulates various physiological and pathological phenomena, including cancer development and inflammation. However, there are currently no probes for efficient labeling and detection of this sugar. We chemically synthesized a novel series of alkynyl-fucose analogs as probe candidates and found that 7-alkynyl-fucose gave the highest labeling efficiency and low cytotoxicity. Among the fucose analogs, 7-alkynyl-fucose was the best substrate against all five fucosyltransferases examined. We confirmed its conversion to the corresponding guanosine diphosphate derivative in cells and found that cellular glycoproteins were labeled much more efficiently with 7-alkynyl-fucose than with an existing probe. 7-Alkynyl-fucose was detected in the N-glycan core by mass spectrometry, and 7-alkynyl-fucose-modified proteins mostly disappeared in core-fucose-deficient mouse embryonic fibroblasts, suggesting that this analog mainly labeled core fucose in these cells. These results indicate that 7-alkynyl-fucose is a highly sensitive and powerful tool for basic glycobiology research and clinical application for biomarker discovery.
巻・号 23(7)
ページ 782-792
公開日 2016-7-21
DOI 10.1016/j.chembiol.2016.06.010
PII S2451-9456(16)30203-3
PMID 27447047
MeSH Animals Biomarkers, Tumor / analysis* Cell Proliferation / drug effects Cell Survival / drug effects Cells, Cultured Dose-Response Relationship, Drug Fucose / analogs & derivatives Fucose / chemistry Fucose / pharmacology* Humans Mice Mice, Inbred C57BL Molecular Probes / chemical synthesis Molecular Probes / chemistry Molecular Probes / pharmacology* Polysaccharides / analysis*
IF 6.762
リソース情報
遺伝子材料 pcDNA6-mycHisA/mouse FUT2 (RDB20904) pcDNA6-mycHisA/mouse FUT4 (RDB20905)