Read by QxMD icon Read

Diverted natural Lossen rearrangement for bioconjugation through in situ myrosinase-triggered isothiocyanate synthesis

Cyrille Sabot, Jean Wilfried Fredy, Giuliano Cutolo, Benjamin Poret, Reine Nehmé, Marie Hubert-Roux, Pierrick Gandolfo, Helene Castel, Marie Schuler, Arnaud Tatibouët, Pierre-Yves Renard
Bioconjugate Chemistry 2019 April 1
The fluorescein isothiocyanate FITC is one of the most extensively used fluorescent probe for the labelling of biomolecules. The isothiocyanate function reacts with lysine residues of proteins to provide a chemically stable thiourea linkage without releasing any by-product. However, diversification of isothiocyanate-based reagents is still hampered by the lack of mild conditions to generate isothiocyanate chemical functions, as well as by their poor stability and limited solutions available to increase water solubility, restricting the use of isothiocyanate labelling to highly water soluble fluorophores. Inspired by plant biological processes, we report a safe and biocompatible myrosinase-assisted in situ formation of isothiocyanate conjugates from a highly water soluble and stable glucosinolate precursor. This method was applied for the fluorescence labelling of a plasmatic protein and fluorescence imaging of living cells.


You need to log in or sign up for an account to be able to comment.

No comments yet, be the first to post one!

Related Papers

Available on the App Store

Available on the Play Store
Remove bar
Read by QxMD icon Read

Search Tips

Use Boolean operators: AND/OR

diabetic AND foot
diabetes OR diabetic

Exclude a word using the 'minus' sign

Virchow -triad

Use Parentheses

water AND (cup OR glass)

Add an asterisk (*) at end of a word to include word stems

Neuro* will search for Neurology, Neuroscientist, Neurological, and so on

Use quotes to search for an exact phrase

"primary prevention of cancer"
(heart or cardiac or cardio*) AND arrest -"American Heart Association"