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Fluorescent Live‐Cell Imaging of Metabolically Incorporated Unnatural Cyclopropene‐Mannosamine Derivatives
Author(s) -
Cole Christian M.,
Yang Jun,
Šečkutė Jolita,
Devaraj Neal K.
Publication year - 2013
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201200719
Subject(s) - cyclopropene , tetrazine , chemistry , bioorthogonal chemistry , live cell imaging , fluorescence , alkyne , steric effects , azide , click chemistry , biochemistry , combinatorial chemistry , cell , stereochemistry , organic chemistry , quantum mechanics , catalysis , physics
Sugar coated: We recently developed methylcyclopropenes as low‐molecular‐weight tetrazine coupling partners. Here, we demonstrate that methylcyclopropenes can meet the stringent steric demands required for metabolic imaging of unnatural mannosamines on live cells. Using sequential azide–alkyne chemistry, we also demonstrate multicolor imaging of two different metabolically incorporated unnatural sugars.