ArticleJournal of the American Chemical Society2014
Thioamide-based fluorescent protease sensors.
Article in Journal of the American Chemical Society, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed, 54 citations in OpenAlex.
- Improved Large-Scale Synthesis of Acridonylalanine for Diverse Peptide and Protein Applications.Bioconjugate chemistry · 2024Article
- Structural impact of thioamide incorporation into a β-hairpin.RSC chemical biology · 2022Article
- Chemoselective Transamidation of Thioamides by Transition-Metal-Free N-C(S) Transacylation.Angewandte Chemie (International ed. in English) · 2022Article
- Rational design of thioamide peptides as selective inhibitors of cysteine protease cathepsin L.Chemical science · 2021Article
- Activity-Based Probes to Utilize the Proteolytic Activity of Cathepsin G in Biological Samples.Frontiers in chemistry · 2021Review
- Side-chain thioamides as fluorescence quenching probes.Biopolymers · 2021Article
- Incorporating thioamides into proteins by native chemical ligation.Methods in enzymology · 2021Article
- Coumarin as a structural component of substrates and probes for serine and cysteine proteases.Biochimica et biophysica acta. Proteins and proteomics · 2020Review
- Studies of Thioamide Effects on Serine Protease Activity Enable Two-Site Stabilization of Cancer Imaging Peptides.ACS chemical biology · 2020Article
- Microwave-assisted iodine-catalyzed oxidative coupling of dibenzyl(difurfuryl)disulfides with amines: a rapid and efficient protocol for thioamides.RSC advances · 2019Article
- Fluorescent Probes for Studying Thioamide Positional Effects on Proteolysis Reveal Insight into Resistance to Cysteine Proteases.Chembiochem : a European journal of chemical biology · 2019Article
- Improving the Fluorescent Probe Acridonylalanine Through a Combination of Theory and Experiment.Journal of physical organic chemistry · 2018Article
- Thieme Chemistry Journals Awardees - Where Are They Now? Improved Fmoc Deprotection Methods for the Synthesis of Thioamide-Containing Peptides and Proteins.Synlett : accounts and rapid communications in synthetic organic chemistry · 2017Article
- Chemoselective modifications for the traceless ligation of thioamide-containing peptides and proteins.Organic & biomolecular chemistry · 2016Article
- Electronic interactions of i, i + 1 dithioamides: increased fluorescence quenching and evidence for n-to-π* interactions.Chemical communications (Cambridge, England) · 2016Article
- Dimethylamine as the key intermediate generated in situ from dimethylformamide (DMF) for the synthesis of thioamides.Beilstein journal of organic chemistry · 2015Article
Corrections and comments
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
Abstract
Thioamide quenchers can be paired with compact fluorophores to design "turn-on" fluorescent protease substrates. We have used this method to study a variety of serine-, cysteine-, carboxyl-, and metallo-proteases, including trypsin, chymotrypsin, pepsin, thermolysin, papain, and calpain. Since thioamides quench some fluorophores red-shifted from those naturally occurring in proteins, this technique can be used for real time monitoring of protease activity in crude preparations of virtually any protease. We demonstrate the value of this method in three model applications: (1) characterization of papain enzyme kinetics using rapid-mixing experiments, (2) selective monitoring of cleavage at a single site in a peptide with multiple proteolytic sites, and (3) analysis of the specificity of an inhibitor of calpain in cell lysates.
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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.