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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.

SUBMITTER: Chang PV

PROVIDER: S-EPMC2907715 | biostudies-other | 2010 Jul

REPOSITORIES: biostudies-other

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

Chang Pamela V PV Dube Danielle H DH Sletten Ellen M EM Bertozzi Carolyn R CR

Journal of the American Chemical Society 20100701 28

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 ...[more]

PMID: 20568764

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