Integrated Chemoenzymatic Approach to Streamline the Assembly of Complex Glycopeptides in the Liquid Phase.
J Am Chem Soc
; 144(20): 9057-9065, 2022 05 25.
Article
in English
| MEDLINE | ID: covidwho-1839492
ABSTRACT
Glycosylation of proteins is a complicated post-translational modification. Despite the significant progress in glycoproteomics, accurate functions of glycoproteins are still ambiguous owing to the difficulty in obtaining homogeneous glycopeptides or glycoproteins. Here, we describe a streamlined chemoenzymatic method to prepare complex glycopeptides by integrating hydrophobic tag-supported chemical synthesis and enzymatic glycosylations. The hydrophobic tag is utilized to facilitate peptide chain elongation in the liquid phase and expeditious product separation. After removal of the tag, a series of glycans are installed on the peptides via efficient glycosyltransferase-catalyzed reactions. The general applicability and robustness of this approach are exemplified by efficient preparation of 16 well-defined SARS-CoV-2 O-glycopeptides, 4 complex MUC1 glycopeptides, and a 31-mer glycosylated glucagon-like peptide-1. Our developed approach will open up a new range of easy access to various complex glycopeptides of biological importance.
Full text:
Available
Collection:
International databases
Database:
MEDLINE
Main subject:
Glycopeptides
/
SARS-CoV-2
/
COVID-19
Limits:
Humans
Language:
English
Journal:
J Am Chem Soc
Year:
2022
Document Type:
Article
Affiliation country:
Jacs.2c01819
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