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Metabolic glycan imaging by isonitrile-tetrazine click chemistry.

ABSTRACT: Seeing the sugar coating: N-Acetyl-glucosamine and mannosamine derivatives tagged with an isonitrile group are metabolically incorporated into cell-surface glycans and can be detected with a fluorescent tetrazine. This bioorthogonal isonitrile-tetrazine ligation is also orthogonal to the commonly used azide-cyclooctyne ligation, and so will allow simultaneous detection of the incorporation of two different sugars.

SUBMITTER: Stairs S 

PROVIDER: S-EPMC3743162 | biostudies-literature | 2013 Jun

REPOSITORIES: biostudies-literature

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Metabolic glycan imaging by isonitrile-tetrazine click chemistry.

Stairs Shaun S   Neves André A AA   Stöckmann Henning H   Wainman Yelena A YA   Ireland-Zecchini Heather H   Brindle Kevin M KM   Leeper Finian J FJ  

Chembiochem : a European journal of chemical biology 20130513 9

Seeing the sugar coating: N-Acetyl-glucosamine and mannosamine derivatives tagged with an isonitrile group are metabolically incorporated into cell-surface glycans and can be detected with a fluorescent tetrazine. This bioorthogonal isonitrile-tetrazine ligation is also orthogonal to the commonly used azide-cyclooctyne ligation, and so will allow simultaneous detection of the incorporation of two different sugars. ...[more]

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