PubMed:29986387 JSONTXT

{"target":"https://pubannotation.org/docs/sourcedb/PubMed/sourceid/29986387","sourcedb":"PubMed","sourceid":"29986387","text":"Synthesis of a Novel Fluorescent Ruthenium Complex with an Appended Ac₄GlcNAc Moiety by Click Reaction.\nThe O-linked \u0026beta;-N-acetylglucosamine (O-GlcNAc) modification is an abundant post-translational modification in eukaryotic cells, which plays a fundamental role in the activity of many cells and is associated with pathologies like type II diabetes, Alzheimer\u0026rsquo;s disease or some cancers. However, the precise connexion between O-GlcNAc-modified proteins and their function in cells is largely undefined for most cases. Confocal microscopy is a powerful and effective tool for in-cell elucidation of the function of biological molecules. Chemical labeling of non-ultraviolet or non-fluorescent carbohydrates with fluorescent tag is an essential step that makes intra-cellular microscopic inspection possible. Here we report a strategy based on the 1,3-dipolar cycloaddition, called click chemistry, between unnatural N-acetylglucosamine (GlcNAc) analogues Ac₄GlcNAc (substituted with an azido group) and the corresponding fluorescent tag Ru(bpy)₂(Phen-alkyne)Cl₂ (4) to synthesize the fluorescent dye Ru(bpy)₂(Phen-Ac₄GlcNAc)Cl₂ (5) under mild and neutral reaction conditions. Moreover, 5 showed good stability, desirable fluorescence characteristics, and exhibited rather low levels of cytotoxicity against sensitive MCF-7 cells. Additionally, we have achieved successful fluorescent imaging of 5 transported in living MCF-7 cells. Cell images displayed that proteins are potentially labelled with 5 in the cytoplasm.","tracks":[{"project":"ngly1-sample5","denotations":[{"id":"T1","span":{"begin":68,"end":77},"obj":"chem:24139"},{"id":"T2","span":{"begin":124,"end":143},"obj":"chem:24139"},{"id":"T3","span":{"begin":147,"end":153},"obj":"chem:24139"},{"id":"T4","span":{"begin":439,"end":445},"obj":"chem:24139"},{"id":"T5","span":{"begin":926,"end":954},"obj":"chem:24139"}],"attributes":[{"subj":"T1","pred":"source","obj":"ngly1-sample5"},{"subj":"T2","pred":"source","obj":"ngly1-sample5"},{"subj":"T3","pred":"source","obj":"ngly1-sample5"},{"subj":"T4","pred":"source","obj":"ngly1-sample5"},{"subj":"T5","pred":"source","obj":"ngly1-sample5"}]},{"project":"NGLY1-deficiency","denotations":[{"id":"PD-NGLY1-deficiency-B_T1","span":{"begin":71,"end":77},"obj":"chem:24139"},{"id":"PD-NGLY1-deficiency-B_T2","span":{"begin":124,"end":143},"obj":"chem:24139"},{"id":"PD-NGLY1-deficiency-B_T3","span":{"begin":147,"end":153},"obj":"chem:24139"},{"id":"PD-NGLY1-deficiency-B_T4","span":{"begin":439,"end":445},"obj":"chem:24139"},{"id":"PD-NGLY1-deficiency-B_T5","span":{"begin":926,"end":945},"obj":"chem:24139"},{"id":"PD-NGLY1-deficiency-B_T6","span":{"begin":947,"end":953},"obj":"chem:24139"},{"id":"PD-NGLY1-deficiency-B_T7","span":{"begin":968,"end":974},"obj":"chem:24139"},{"id":"PD-NGLY1-deficiency-B_T8","span":{"begin":1127,"end":1133},"obj":"chem:24139"},{"id":"T1","span":{"begin":71,"end":77},"obj":"chem:24139"},{"id":"T2","span":{"begin":124,"end":143},"obj":"chem:24139"},{"id":"T3","span":{"begin":147,"end":153},"obj":"chem:24139"},{"id":"T4","span":{"begin":439,"end":445},"obj":"chem:24139"},{"id":"T5","span":{"begin":926,"end":945},"obj":"chem:24139"},{"id":"T6","span":{"begin":947,"end":953},"obj":"chem:24139"},{"id":"T7","span":{"begin":968,"end":974},"obj":"chem:24139"},{"id":"T8","span":{"begin":1127,"end":1133},"obj":"chem:24139"}],"namespaces":[{"prefix":"hgnc","uri":"https://www.genenames.org/data/gene-symbol-report/#!/hgnc_id/HGNC:"},{"prefix":"omim","uri":"https://www.omim.org/entry/"},{"prefix":"chem","uri":"https://pubchem.ncbi.nlm.nih.gov/compound/"}],"attributes":[{"subj":"PD-NGLY1-deficiency-B_T1","pred":"source","obj":"NGLY1-deficiency"},{"subj":"PD-NGLY1-deficiency-B_T2","pred":"source","obj":"NGLY1-deficiency"},{"subj":"PD-NGLY1-deficiency-B_T3","pred":"source","obj":"NGLY1-deficiency"},{"subj":"PD-NGLY1-deficiency-B_T4","pred":"source","obj":"NGLY1-deficiency"},{"subj":"PD-NGLY1-deficiency-B_T5","pred":"source","obj":"NGLY1-deficiency"},{"subj":"PD-NGLY1-deficiency-B_T6","pred":"source","obj":"NGLY1-deficiency"},{"subj":"PD-NGLY1-deficiency-B_T7","pred":"source","obj":"NGLY1-deficiency"},{"subj":"PD-NGLY1-deficiency-B_T8","pred":"source","obj":"NGLY1-deficiency"},{"subj":"T1","pred":"source","obj":"NGLY1-deficiency"},{"subj":"T2","pred":"source","obj":"NGLY1-deficiency"},{"subj":"T3","pred":"source","obj":"NGLY1-deficiency"},{"subj":"T4","pred":"source","obj":"NGLY1-deficiency"},{"subj":"T5","pred":"source","obj":"NGLY1-deficiency"},{"subj":"T6","pred":"source","obj":"NGLY1-deficiency"},{"subj":"T7","pred":"source","obj":"NGLY1-deficiency"},{"subj":"T8","pred":"source","obj":"NGLY1-deficiency"}]}],"config":{"attribute types":[{"pred":"source","value type":"selection","values":[{"id":"ngly1-sample5","color":"#93eca2","default":true},{"id":"NGLY1-deficiency","color":"#ec939d"}]}]}}