One-pot peptide and protein conjugation: a combination of enzymatic transamidation and click chemistry

Enzymatic transamidation and copper-catalyzed azide-alkyne cycloaddition (CuAAC) were combined to yield covalently conjugated peptides and proteins. The addition of glutathione preserved enzymatic activity in the presence of copper. Tuning the reaction kinetics was key to success, providing up to 95...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2016-02, Vol.52 (12), p.2541-2544
Main Authors: Rachel, N. M, Pelletier, J. N
Format: Article
Language:English
Subjects:
Click Chemistry
Conjugation
Conversion
Covalence
Enzymes - metabolism
Fluorescence
Glutathione - chemistry
Kinetics
Peptides
Peptides - chemistry
Proteins
Proteins - chemistry
Synthesis (chemistry)
Tuning
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Summary:Enzymatic transamidation and copper-catalyzed azide-alkyne cycloaddition (CuAAC) were combined to yield covalently conjugated peptides and proteins. The addition of glutathione preserved enzymatic activity in the presence of copper. Tuning the reaction kinetics was key to success, providing up to 95% conversion. This one-pot reaction allowed for targeted fluorescent protein labeling. Enzymatic transamidation and copper-catalyzed azide-alkyne cycloaddition (CuAAC) were combined to yield covalently conjugated peptides and proteins.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc09163b