A strategy for the selective imaging of glycans using caged metabolic precursors

Authors

Pamela V. Chang, University of California, Berkeley
Danielle H. Dube, Lawrence Berkeley National Laboratory
Ellen M. Sletten, University of California, Berkeley
Carolyn R. Bertozzi, University of California, Berkeley

Document Type

Article

Publication Date

7-21-2010

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. © 2010 American Chemical Society.

Recommended Citation

Chang, Pamela V.; Dube, Danielle H.; Sletten, Ellen M.; and Bertozzi, Carolyn R., "A strategy for the selective imaging of glycans using caged metabolic precursors" (2010). Chemistry Faculty Publications. 12.
https://digitalcommons.bowdoin.edu/chemistry-faculty-publications/12