Synthetic Amine Linkers for Efficient Sortagging

Enzymatic site-specific bioconjugation techniques, in particular sortase-mediated ligation, are increasingly used to generate conjugated proteins for a wide array of applications. Extension of the utility and practicality of sortagging for diverse purposes is critically dependent on further improvem...

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Bibliographic Details
Published in:Bioconjugate chemistry 2024-08, Vol.35 (8), p.1172-1181
Main Authors: Bondarchuk, Tetiana, Vaskiv, Diana, Zhuravel, Elena, Shyshlyk, Oleh, Hrynyshyn, Yevhenii, Nedialko, Oleksandr, Pokholenko, Oleksandr, Pohribna, Alla, Kuchuk, Olga, Brovarets, Volodymyr, Zozulya, Sergey
Format: Article
Language:English
Subjects:
Amines - chemistry
Aminoacyltransferases - metabolism
Bacterial Proteins - chemistry
Biotinylation
Cysteine Endopeptidases - chemistry
Cysteine Endopeptidases - metabolism
Mass Spectrometry
Mass spectroscopy
Nanobodies
Nucleophiles
Single-Domain Antibodies - chemistry
Sortase
Staphylococcus aureus - enzymology
Substrate Specificity
Substrates
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Summary:Enzymatic site-specific bioconjugation techniques, in particular sortase-mediated ligation, are increasingly used to generate conjugated proteins for a wide array of applications. Extension of the utility and practicality of sortagging for diverse purposes is critically dependent on further improvement of the efficiency of sortagging reactions with a wider structural variety of substrates. We present a comprehensive comparative mass spectrometry screening study of synthetic nonpeptidic incoming amine nucleophile substrates of Staphylococcus aureus Sortase A enzyme. We have identified the optimal structural motifs among the chemically diverse set of 452 model primary and secondary amine-containing sortagging substrates, and we demonstrate the utility of representative amine linkers for efficient C-terminal biotinylation of nanobodies.
ISSN:1043-1802
1520-4812
1520-4812
DOI:10.1021/acs.bioconjchem.4c00143