title: Synthesis and application of water-soluble, photoswitchable cyanine dyes for bioorthogonal labeling of cell-surface carbohydrates.
abstract: The synthesis of cyanine dyes addressing absorption wavelengths at 550 and 648 nm is reported. Alkyne functionalized dyes were used for bioorthogonal click reactions by labeling of metabolically incorporated sugar-azides on the surface of living neuroblastoma cells, which were applied to direct stochastic optical reconstruction microscopy (dSTORM) for the visualization of cell-surface glycans in the nm-range.
authors: Alexander
authors: A
authors: Mertsch
authors: Sebastian
authors: S
authors: Letschert
authors: Elisabeth
authors: E
authors: Memmel
authors: Markus
authors: M
authors: Sauer
authors: Jürgen
authors: J
authors: Seibel
mesh_terms: D000107:Acetylation; D001386:Azides / Q000737:chemistry; D001672:Biocompatible Materials / Q000737:chemistry; D002232:Carbocyanines / Q000138:chemical synthesis / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry*; D045744:Cell Line, Tumor; D002462:Cell Membrane / Q000737:chemistry; D057930:Click Chemistry; D004396:Coloring Agents / Q000138:chemical synthesis / Q000737:chemistry; D006595:Hexosamines / Q000737:chemistry; D006801:Humans; D008856:Microscopy, Fluorescence / Q000379:methods; D008956:Models, Chemical; D015394:Molecular Structure; D055668:Photochemical Processes; D012995:Solubility; D013053:Spectrophotometry; D013194:Staining and Labeling / Q000379:methods*; D014867:Water / Q000737:chemistry*
chemical_list: D001386:Azides; D001672:Biocompatible Materials; D002232:Carbocyanines; D002241:Carbohydrates; D004396:Coloring Agents; D006595:Hexosamines; C405953:N-azidoacetylmannosamine; D014867:Water