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Systemic Fluorescence Imaging of Zebrafish Glycans with Bioorthogonal Chemistry.


ABSTRACT: Vertebrate glycans constitute a large, important, and dynamic set of post-translational modifications that are notoriously difficult to manipulate and image. Although the chemical reporter strategy has been used in conjunction with bioorthogonal chemistry to image the external glycosylation state of live zebrafish and detect tumor-associated glycans in mice, the ability to image glycans systemically within a live organism has remained elusive. Here, we report a method that combines the metabolic incorporation of a cyclooctyne-functionalized sialic acid derivative with a ligation reaction of a fluorogenic tetrazine, allowing for the imaging of sialylated glycoconjugates within live zebrafish embryos.

SUBMITTER: Agarwal P 

PROVIDER: S-EPMC4694582 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature

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Systemic Fluorescence Imaging of Zebrafish Glycans with Bioorthogonal Chemistry.

Agarwal Paresh P   Beahm Brendan J BJ   Shieh Peyton P   Bertozzi Carolyn R CR  

Angewandte Chemie (International ed. in English) 20150731 39


Vertebrate glycans constitute a large, important, and dynamic set of post-translational modifications that are notoriously difficult to manipulate and image. Although the chemical reporter strategy has been used in conjunction with bioorthogonal chemistry to image the external glycosylation state of live zebrafish and detect tumor-associated glycans in mice, the ability to image glycans systemically within a live organism has remained elusive. Here, we report a method that combines the metabolic  ...[more]

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