ArticleAngewandte Chemie (International ed. in English)2021
Amphiphilic Iodine(III) Reagents for the Lipophilization of Peptides in Water.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed, 34 citations in OpenAlex.
- Peptide Thioester and Triazole Derivatives Through On-Resin Dual-Modification of Peptide Thiosulfonates.Angewandte Chemie (International ed. in English) · 2026Article
- Mechanochemical Synthesis of X-Vinylbenziodoxol(on)es and One-Pot Conversion to Complex AlkenesAngewandte Chemie (International ed. in English) · 2026Article
- Hydrophilic BIPHEPHOS Ligand for Pd-Mediated Cysteine Allylation of Peptides and Proteins in Water.Organic letters · 2025Article
- Ligand-Directed Site-Selective Cysteine Bioconjugation of the KELCH Domain of KEAP1 with Hypervalent Iodine Reagents.Journal of the American Chemical Society · 2025Article
- Peptide/Protein Functionalization and Macrocyclization via Alkyne Umpolung with Hypervalent Iodine Reagents.Accounts of chemical research · 2025Article
- Electrochemical Synthesis of Dimeric λOrganic letters · 2023Article
- Recent progress in alkynylation with hypervalent iodine reagents.Chemical communications (Cambridge, England) · 2023Review
- Selective editing of a peptide skeletonChemical science · 2022Article
- A Vitamin BAngewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2022Article
- A Vitamin BAngewandte Chemie (International ed. in English) · 2022Article
- Tyrosine bioconjugation with hypervalent iodine.Chemical science · 2022Article
- Functionalized quinolizinium-based fluorescent reagents for modification of cysteine-containing peptides and proteins.RSC advances · 2022Article
- Hypervalent Iodine-Mediated Late-Stage Peptide and Protein Functionalization.Angewandte Chemie (International ed. in English) · 2022Review
- Amphiphilic Iodine(III) Reagents for the Lipophilization of Peptides in Water.Angewandte Chemie (International ed. in English) · 2021Article
Corrections and comments
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Authors and funding
4 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
We report the functionalization of cysteine residues with lipophilic alkynes bearing a silyl group or an alkyl chain using amphiphilic ethynylbenziodoxolone reagents (EBXs). The reactions were carried out in buffer (pH 6 to 9), without organic co-solvent or removal of oxygen, either at 37 °C or room temperature. The transformation led to a significant increase of peptide lipophilicity and worked for aromatic thiols, homocysteine, cysteine, and peptides containing 4 to 18 amino acids. His
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