title: A novel reactive ester derivative of biotin with reduced membrane permeability for in vivo biotinylation experiments.
abstract: The in vivo perfusion of rodent models of disease with biotin derivatives and the subsequent comparative proteomic analysis of healthy and diseased tissues represent a promising methodology for the identification of vascular accessible biomarkers. A novel, triply charged biotinylation reagent, NHS-β-Ala-(L-Asp)(3)-biotin, was synthesized and validated in terms of its applicability for in vivo protein biotinylation. Compared to sulfo-NHS-LC-biotin, NHS-β-Ala-(L-Asp)(3)-biotin exhibited a reduced membrane permeability and a preferential labeling of proteins localized in compartments readily accessible in vivo from the vasculature.
authors.affiliation: Department of Chemistry and Applied Biosciences, ETH Zurich, Zurich, Switzerland.
authors.forename: Verena
authors.initials: V
authors.lastname: Strassberger
authors.forename: Sabrina
authors.initials: S
authors.lastname: Trüssel
authors.forename: Tim
authors.initials: T
authors.lastname: Fugmann
authors.forename: Dario
authors.initials: D
authors.lastname: Neri
authors.forename: Christoph
authors.initials: C
authors.lastname: Roesli
mesh_terms: D000818:Animals; D001710:Biotin / Q000031:analogs & derivatives* / Q000032:analysis / Q000737:chemistry; D019921:Biotinylation / Q000379:methods*; D002463:Cell Membrane Permeability; D007668:Kidney / Q000737:chemistry; D008099:Liver / Q000737:chemistry; D051379:Mice; D011506:Proteins / Q000032:analysis*; D013388:Succinimides / Q000737:chemistry
chemical_list: D011506:Proteins; D013388:Succinimides; C061443:sulfosuccinimidyl 6-(biotinamido)hexanoate; D001710:Biotin