title: Glycan tagging to produce bioactive ligands for a surface plasmon resonance study via immobilization on different surfaces.
abstract: Suitable glycan derivatives will find immediate application in the study of their interactions. Here, we present an efficient synthetic strategy to introduce a fluorescent tag functionalized with an amino group into a model disaccharide structure (lactose). This strategy led to the maintenance of bioactivity, checked by the study of the interaction of this bioconjugate with a plant lectin (mistletoe lectin 1) by NMR spectroscopy, computational docking, and surface plasmon resonance (SPR). To demonstrate the versatility of this approach, we immobilized the new glycan derivatives on different surfaces, and a comparative analysis is presented and can be successfully used for biomimetic carbohydrate-protein interaction studies on the SPR biochip.
authors.affiliation: Departamento de Quimica Organica y Farmaceutica, Universidad Complutense de Madrid, Spain.
authors.forename: F Javier
authors.initials: FJ
authors.lastname: Muñoz
authors.forename: José
authors.initials: J
authors.lastname: Pérez
authors.forename: Angel
authors.initials: A
authors.lastname: Rumbero
authors.forename: J Ignacio
authors.initials: JI
authors.lastname: Santos
authors.forename: F Javier
authors.initials: FJ
authors.lastname: Cañada
authors.forename: Sabine
authors.initials: S
authors.lastname: André
authors.forename: Hans-Joachim
authors.initials: HJ
authors.lastname: Gabius
authors.forename: Jesús
authors.initials: J
authors.lastname: Jiménez-Barbero
authors.forename: José V
authors.initials: JV
authors.lastname: Sinisterra
authors.forename: María J
authors.initials: MJ
authors.lastname: Hernáiz
mesh_terms: D015081:2-Naphthylamine / Q000031:analogs & derivatives / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D007785:Lactose / Q000737:chemistry; D008024:Ligands; D008968:Molecular Conformation; D037121:Plant Lectins / Q000378:metabolism; D011134:Polysaccharides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D054788:Ribosome Inactivating Proteins / Q000378:metabolism; D054790:Ribosome Inactivating Proteins, Type 2; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D013379:Substrate Specificity; D020349:Surface Plasmon Resonance / Q000379:methods*; D013499:Surface Properties; D014118:Toxins, Biological / Q000378:metabolism
chemical_list: D005456:Fluorescent Dyes; D008024:Ligands; D037121:Plant Lectins; D011134:Polysaccharides; D054790:Ribosome Inactivating Proteins, Type 2; D014118:Toxins, Biological; C488865:VAA-I protein, Viscum album; C510889:1,5-diaminonaphthalene; D015081:2-Naphthylamine; D054788:Ribosome Inactivating Proteins; D007785:Lactose