ArticleAngewandte Chemie (International ed. in English)2017
Visible-Light-Mediated Selective Arylation of Cysteine in Batch and Flow.
Article in Angewandte Chemie (International ed. in English), 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.
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Who cites it
31 citing papers in PubMed.
- Functionalization of Peptides via Radical Arylation.Chembiochem : a European journal of chemical biology · 2026Review
- TagC-RED: An Infrared-Triggered Retro-Ene Reaction for Deep-Tissue Bioconjugation.Journal of the American Chemical Society · 2026Article
- Continuous-Flow Photochemical Isomerization of Humulones to Isohumulones.Molecules (Basel, Switzerland) · 2025Article
- Photoredox C(2)-Arylation of Indole- and Tryptophan-Containing Biomolecules.Organic letters · 2024Article
- Effective Formation of New C(spChemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- The thiol-sulfoxonium ylide photo-click reaction for bioconjugation.Chemical science · 2023Article
- Site-selective photocatalytic functionalization of peptides and proteins at selenocysteine.Nature communications · 2022Article
- Porphyrins as Promising Photocatalysts for Red-Light-Induced Functionalizations of Biomolecules.ACS organic & inorganic Au · 2022Article
- Visible-Light-Mediated Stadler-Ziegler Arylation of Thiosugars with Anilines.ACS organic & inorganic Au · 2022Article
- carba-Nucleopeptides (cNPs): A Biopharmaceutical Modality Formed through Aqueous Rhodamine B Photoredox Catalysis.Angewandte Chemie (International ed. in English) · 2022Article
- Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry.Chemical reviews · 2022Review
- Protein Modification via Mild Photochemical Isomerization of Triazenes to Release Aryl Diazonium Ions.Bioconjugate chemistry · 2021Article
- An Organometallic Strategy for Cysteine Borylation.Journal of the American Chemical Society · 2021Article
- DeaminativeChemical science · 2021Article
- Cleavable and tunable cysteine-specific arylation modification with aryl thioethers.Chemical science · 2021Article
- A Water-Soluble Iridium Photocatalyst for Chemical Modification of Dehydroalanines in Peptides and Proteins.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Targeting Tryptophan for Tagging Through Photo-induced Electron Transfer.Synlett : accounts and rapid communications in synthetic organic chemistry · 2021Article
- Flow Photochemistry as a Tool in Organic Synthesis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Review
- Single electron transfer-based peptide/protein bioconjugations driven by biocompatible energy input.Communications chemistry · 2020Review
- Recent Advances in Rapid Synthesis of Non-proteinogenic Amino Acids from Proteinogenic Amino Acids Derivatives via Direct Photo-Mediated C-H Functionalization.Molecules (Basel, Switzerland) · 2020Review
Corrections and comments
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
A mild visible-light-mediated strategy for cysteine arylation is presented. The method relies on the use of eosin Y as a metal-free photocatalyst and aryldiazonium salts as arylating agents. The reaction can be significantly accelerated in a microflow reactor, whilst allowing the in situ formation of the required diazonium salts. The batch and flow protocol described herein can be applied to obtain a broad series of arylated cysteine derivatives and arylated cysteine-containing dipeptides. Moreover, the method was applied to the chemoselective arylation of a model peptide in biocompatible reaction conditions (room temperature, phosphate-buffered saline (PBS) buffer) within a short reaction time.
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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.