title: A strategy for the selective imaging of glycans using caged metabolic precursors.
abstract: Glycans can be imaged by metabolic labeling with azidosugars followed by chemical reaction with imaging probes; however, tissue-specific labeling is difficult to achieve. Here we describe a strategy for the use of a caged metabolic precursor that is activated for cellular metabolism by enzymatic cleavage. An N-azidoacetylmannosamine derivative caged with a peptide substrate for the prostate-specific antigen (PSA) protease was converted to cell-surface azido sialic acids in a PSA-dependent manner. The approach has applications in tissue-selective imaging of glycans for clinical and basic research purposes.
authors.affiliation: Department of Chemistry and Howard Hughes Medical Institute, University of California, Berkeley, California 94720, USA.
authors.forename: Pamela V
authors.initials: PV
authors.lastname: Chang
authors.forename: Danielle H
authors.initials: DH
authors.lastname: Dube
authors.forename: Ellen M
authors.initials: EM
authors.lastname: Sletten
authors.forename: Carolyn R
authors.initials: CR
authors.lastname: Bertozzi
mesh_terms: D000818:Animals; D016466:CHO Cells; D002851:Chromatography, High Pressure Liquid; D006224:Cricetinae; D003412:Cricetulus; D011134:Polysaccharides / Q000378:metabolism*; D017430:Prostate-Specific Antigen / Q000378:metabolism*
chemical_list: D011134:Polysaccharides; D017430:Prostate-Specific Antigen