ArticleJournal of the American Chemical Society2016
Sequence-Specific 2-Cyanobenzothiazole Ligation.
Article in Journal of the American Chemical Society, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.
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Who cites it
25 citing papers in PubMed.
- Peptide Tags for Site-Selective Nonenzymatic Covalent Modification of Proteins.Journal of peptide science : an official publication of the European Peptide Society · 2025Review
- Cerium-mediated site-selective cysteine functionalization.Chemical science · 2025Article
- Bio-orthogonal tuning of matrix properties during 3D cell culture to induce morphological and phenotypic changes.Nature protocols · 2025Review
- Bioluminescence-Based Determination of Cytosolic Accumulation of Antibiotics inACS infectious diseases · 2024Article
- Copper assisted sequence-specific chemical protein conjugation at a single backbone amide.Nature communications · 2023Article
- Tunable Heteroaromatic Nitriles for Selective Bioorthogonal Click Reaction with Cysteine.Bioconjugate chemistry · 2023Article
- Opportunities for Expanding Encoded Chemical Diversification and Improving Hit Enrichment in mRNA-Displayed Peptide Libraries.Chembiochem : a European journal of chemical biology · 2022Review
- A mating mechanism to generate diversity for the Darwinian selection of DNA-encoded synthetic molecules.Nature chemistry · 2022Article
- Diverse protein manipulations with genetically encoded glutamic acid benzyl ester.Chemical science · 2021Article
- A reactive peptide interface for site-selective cysteine bioconjugation.Chemical communications (Cambridge, England) · 2021Article
- Light-induced primary amines and o-nitrobenzyl alcohols cyclization as a versatile photoclick reaction for modular conjugation.Nature communications · 2020Article
- Reduction TriggeredJournal of the American Chemical Society · 2020Article
- Single-Molecule Observation of Intermediates in Bioorthogonal 2-Cyanobenzothiazole Chemistry.Angewandte Chemie (International ed. in English) · 2020Article
- Fast and Stable N-Terminal Cysteine Modification through Thiazolidino Boronate Mediated Acyl Transfer.Angewandte Chemie (International ed. in English) · 2020Article
- Responsive Fluorophore Aggregation Provides Spectral Contrast for Fluorescence Lifetime Imaging.Chembiochem : a European journal of chemical biology · 2020Article
- Exploring the Condensation Reaction between Aromatic Nitriles and Amino Thiols To Optimize In Situ Nanoparticle Formation for the Imaging of Proteases and Glycosidases in Cells.Angewandte Chemie (International ed. in English) · 2020Article
- Electron Microscopic Detection of Single Membrane Proteins by a Specific Chemical Labeling.iScience · 2019Article
- Fitness Factors for Bioorthogonal Chemical Probes.ACS chemical biology · 2019Article
- Article
- Computation-Guided Rational Design of a Peptide Motif That Reacts with Cyanobenzothiazoles via Internal Cysteine-Lysine Relay.The Journal of organic chemistry · 2018Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
The use of small, natural chemical reporters in conjunction with catalyst-free bioorthogonal reactions will greatly streamline protein labeling in a cellular environment with minimum perturbation to their function. Here we report the discovery of a 2-cyanobenzothiazole (CBT)-reactive peptide tag, CX10R7, from a cysteine-encoded peptide phage library using the phage-assisted interrogation of reactivity method. Fusion of CX10R7 with a protein of interest allows site-specific labeling of the protein with CBT both in vitro and on the surface of E. coli cells. Mutagenesis studies indicated that the reactivity and specificity of CX10R7 are attributed to the sequence environment, in which the residues surrounding cysteine help to stabilize the ligation product.
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