Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 13, Pages 4281-4285Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201814266
Keywords
click chemistry; enzymes; fluorescent probes; glycobiology; sialic acids
Categories
Funding
- CNRS (ATIP-Avenir program)
- French State through the Investments for the Future Programme IdEx Bordeaux [ANR-10IDEX-03-02]
- Laboratory of Excellence TRAIL [ANR-10-LABX-57]
- US National Institutes of Health [P41GM103390, P01GM107012, R01GM130915]
- EraNet Neuron TRAINS
Ask authors/readers for more resources
The metabolic oligosaccharide engineering (MOE) strategy using unnatural sialic acids has recently enabled the visualization of the sialome in living systems. However, MOE only reports on global sialylation and dissected information regarding subsets of sialosides is missing. Described here is the synthesis and utilization of sialic acids modified with a sydnone reporter for the metabolic labeling of sialoconjugates. The positioning of the reporter on the sugar significantly altered its metabolic fate. Further in vitro enzymatic assays revealed that the 9-modified neuraminic acid is preferentially accepted by the sialyltransferase ST6Gal-I over ST3Gal-IV, leading to the favored incorporation of the reporter into linkage-specific 2,6-N-linked sialoproteins. This sydnone sugar presents the possibility of investigating the roles of specific sialosides.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available