ArticleChemistry (Weinheim an der Bergstrasse, Germany)2021
Towards Photochromic Azobenzene-Based Inhibitors for Tryptophan Synthase.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Site-Specific Features Guiding Effective Reversible Photocontrol of Tryptophan Synthase With the Unnatural Amino Acid AzoF.Chembiochem : a European journal of chemical biology · 2026Article
- Introducing Quantitative Assessment of Michaelis Constant (KChembiochem : a European journal of chemical biology · 2025Article
- A Urease-Based pH Photoswitch: A General Route to Light-to-pH Transduction.Angewandte Chemie (International ed. in English) · 2025Article
- Photoresponsive Small Molecule Inhibitors for the Remote Control of Enzyme Activity.Chemistry, an Asian journal · 2022Review
- Discovery of antimicrobial agent targeting tryptophan synthase.Protein science : a publication of the Protein Society · 2022Article
- Molecular photoswitches in aqueous environments.Chemical Society reviews · 2021Review
- Diarylethene-Based Photoswitchable Inhibitors of Serine Proteases.Angewandte Chemie (International ed. in English) · 2021Article
- Towards Photochromic Azobenzene-Based Inhibitors for Tryptophan Synthase.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
Corrections and comments
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Authors and funding
8 authors.
Funding
Abstract
Light regulation of drug molecules has gained growing interest in biochemical and pharmacological research in recent years. In addition, a serious need for novel molecular targets of antibiotics has emerged presently. Herein, the development of a photocontrollable, azobenzene-based antibiotic precursor towards tryptophan synthase (TS), an essential metabolic multienzyme complex in bacteria, is presented. The compound exhibited moderately strong inhibition of TS in its E configuration and five times lower inhibition strength in its Z configuration. A combination of biochemical, crystallographic, and computational analyses was used to characterize the inhibition mode of this compound. Remarkably, binding of the inhibitor to a hitherto-unconsidered cavity results in an unproductive conformation of TS leading to noncompetitive inhibition of tryptophan production. In conclusion, we created a promising lead compound for combatting bacterial diseases, which targets an essential metabolic enzyme, and whose inhibition strength can be controlled with light.
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