ArticleAngewandte Chemie (International ed. in English)2015
A PEGylated photocleavable auxiliary mediates the sequential enzymatic glycosylation and native chemical ligation of peptides.
Article in Angewandte Chemie (International ed. in English), 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed.
- 4-Formyl-N-Methylpyridinium-Mediated N-Terminal Cysteine Modification/Removal Facilitates One-Pot Multiplex Peptide Ligation.Angewandte Chemie (International ed. in English) · 2026Article
- Article
- Chemical Synthesis of Human Proteoforms and Application in Biomedicine.ACS central science · 2024Review
- Light-Cleavable Auxiliary for Diselenide-Selenoester Ligations of Peptides and Proteins.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Semisynthesis of Homogeneous, Active Granulocyte Colony-Stimulating Factor Glycoforms.Angewandte Chemie (International ed. in English) · 2022Article
- Enabling chemical protein (semi)synthesisChemical science · 2022Article
- Synthetic Homogeneous Glycoforms of the SARS-CoV-2 Spike Receptor-Binding Domain Reveals Different Binding Profiles of Monoclonal Antibodies.Angewandte Chemie (International ed. in English) · 2021Article
- Glycoconjugations of Biomolecules by Chemical Methods.Frontiers in chemistry · 2020Review
- Cell-Free Synthetic Glycobiology: Designing and Engineering Glycomolecules Outside of Living Cells.Frontiers in chemistry · 2020Review
- Auxiliary-assisted chemical ubiquitylation of NEMO and linear extension by HOIP.Communications chemistry · 2019Article
- A new method of N to C sequential ligation using thioacid capture ligation and native chemical ligation.Royal Society open science · 2018Article
- Glycosylation, an effective synthetic strategy to improve the bioavailability of therapeutic peptides.Chemical science · 2016Article
- All about that Amide Bond: The Sixth Chemical Protein Synthesis (CPS) Meeting.Chembiochem : a European journal of chemical biology · 2015Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
Research aimed at understanding the specific role of glycosylation patterns in protein function would greatly benefit from additional approaches allowing direct access to homogeneous glycoproteins. Herein the development and application of an efficient approach for the synthesis of complex homogenously glycosylated peptides based on a multifunctional photocleavable auxiliary is described. The presence of a PEG polymer within the auxiliary enables sequential enzymatic glycosylation and straightforward isolation in excellent yields. The auxiliary-modified peptides can be directly used in native chemical ligations with peptide thioesters easily obtained by direct hydrazinolysis of the respective glycosylated peptidyl resins and subsequent oxidation. The ligated glycopeptides can be smoothly deprotected by UV irradiation. We apply this approach to the preparation of variants of the epithelial tumor marker MUC1 carrying one or more Tn, T, or sialyl-T antigens.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.