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March 17, 2000Science

Cell Surface Engineering by a Modified Staudinger Reaction

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Authors

ESEliana SaxonAlbany Research Institute
Carolyn R. Bertozzi
Carolyn R. BertozziQB3

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Implication

Experimental approach demonstrates selective formation of covalent adducts in cells, suggesting innovative intracellular probing methods.

Key Points

  • This research aims to develop a selective chemical transformation for creating covalent adducts in cellular contexts.
  • Engineered azides were incorporated into cell surface glycoconjugates using a synthetic azidosugar.
  • A modified Staudinger reaction was used to couple azides with biotinylated triarylphosphine to form amide bonds.
  • The transformation's selectivity indicates potential applicability for intracellular interactions.
  • Stable covalent adducts were successfully formed on cell surfaces.
  • The reaction is selective and chemically orthogonal to native cellular components, enhancing its potential use in live cells.

Cite This Study

Saxon et al. (2000) studied this question.

synapsesocial.com/papers/69d76063b6e34cdcae48f54ahttps://doi.org/10.1126/science.287.5460.2007
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Also Consider

Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

  1. 1Metabolic Glycoengineering of Synthetic “Membrane Receptors” via Supramolecular Host–Guest Recognition2026
  2. 2Chemoselective Azidation of Cysteine Coupled with Traceless Staudinger Ligation Enables Site-Specific Acylation of Recombinant Proteins2026
  3. 3Tuning the covalent capture of synthetic polymers onto glycan-edited cell surfaces: effect of molecular weight and glycan probe2026
  4. 4The one-pot nonhydrolysis Staudinger reaction and Staudinger or SPAAC ligation2019 · 22 citations
  5. 5Exploring Metal-Free Click Reactions: New Frontiers in Glycochemistry and Bioconjugation2025