ArticleAngewandte Chemie (International ed. in English)2022
Tunable Amine-Reactive Electrophiles for Selective Profiling of Lysine.
Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 36 citations in OpenAlex.
- Secondary-Amine Relay Enables Lysine-Directed Multicomponent Functionalization of Peptides.JACS Au · 2026Article
- Article
- Precision Chemistry for Protein Lysine Modification.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Review
- Reactivity-Tunable Fluorescent Platform for Selective and Biocompatible Modification of Cysteine or Lysine.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- A chemical proteomics approach for global mapping of functional lysines on cell surface of living cell.Nature communications · 2024Article
- Ultra-rapid Electrophilic Cysteine Arylation.Journal of the American Chemical Society · 2023Article
- A Cysteine-Directed Proximity-Driven Crosslinking Method for Native Peptide Bicyclization.Angewandte Chemie (International ed. in English) · 2023Article
- Development and Recent Advances in Lysine and N-Terminal Bioconjugation for Peptides and Proteins.Molecules (Basel, Switzerland) · 2023Review
- [Advances in applications of activity-based chemical probes in the characterization of amino acid reactivities].Se pu = Chinese journal of chromatography · 2023Review
- Rapid Electrophilic Cysteine Arylation with Pyridinium Salts.Bioconjugate chemistry · 2022Article
- Fast and Cysteine-Specific Modification of Peptides, Proteins and Bacteriophage Using Chlorooximes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Tunable heteroaromatic azoline thioethers (HATs) for cysteine profiling.Chemical science · 2022Article
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Authors and funding
9 authors at 2 institutions in 1 country.
Funding
Abstract
Proteome profiling by activated esters identified >9000 ligandable lysines but they are limited as covalent inhibitors due to poor hydrolytic stability. Here we report our efforts to design and discover a new series of tunable amine-reactive electrophiles (TAREs) for selective and robust labeling of lysine. The major challenges in developing selective probes for lysine are the high nucleophilicity of cysteines and poor hydrolytic stability. Our work circumvents these challenges by a unique design of the TAREs that form stable adducts with lysine and on reaction with cysteine generate another reactive electrophiles for lysine. We highlight that TAREs exhibit substantially high hydrolytic stability as compared to the activated esters and are non-cytotoxic thus have the potential to act as covalent ligands. We applied these alternative TAREs for the intracellular labeling of proteins in different cell lines, and for the selective identification of lysines in the human proteome on a global scale.
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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.