Journal
BIOCONJUGATE CHEMISTRY
Volume 25, Issue 2, Pages 202-206Publisher
AMER CHEMICAL SOC
DOI: 10.1021/bc400469d
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Funding
- European Community [FP7-ITN-238434]
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Exquisite chemoselectivity for cysteine has been found for a novel class of remarkably hydrolytically stable reagents, 3-arylpropiolonitriles (APN). The efficacy of the APN-mediated tagging was benchmarked against other cysteine-selective methodologies in a model study on a series of traceable amino acid derivatives. The selectivity of the methodology was further explored on peptide mixtures obtained by trypsin digestion of lysozyme. Additionally, the superior stability of APN-cysteine conjugates in aqueous media, human plasma, and living cells makes this new thiol-click reaction a promising methodology for applications in bioconjugation.
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