Abstract
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.
🔬 Techniques
🔭 Microscopes
✨ Fluorophores
🧪 Sample Preparation
🔬 Cell Lines
🏭 Microscope Brands
🏛️ Research Organizations (ROR)
Affiliated research institutions:
📊 Figures
Figure 1
Imaging glycans using cyclopropene-mannosamine derivatives. A) SKBR3 cell surfaces were stained by incubation with Ac 4 ManNCyc ( 3 ; 100 u03bc m ) followed by reaction with tetrazine-Alexa Fluor 488 ...
Scheme 1
A) Comparison of N-acyl substituents on unnatural mannosamine derivatives. The cyclopropene handle is similar in size to the commonly used azide handle. B) Synthesis of peracetylated Ac 4 ManNCyc ( 3 ...
Scheme 2
Cartoon outlining proposed fluorescent staining of glycans using tetrazineu2013cyclopropene chemistry. Ac 4 ManNCyc ( 3 ) is incubated with live cells for 48 h. If the unnatural mannosamine derivative...
Figure images are served from the NIH/NLM PubMed Central Open Access Subset or Europe PMC; copyright remains with the publishers and authors.
💬 Discussion
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