ArticleNature chemical biology2013
Observation of a stable carbene at the active site of a thiamin enzyme.
Article in Nature chemical biology, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed, 58 citations in OpenAlex.
- A Review of Novel Antioxidant Ergothioneine: Biosynthesis Pathways, Production, Function and Food Applications.Foods (Basel, Switzerland) · 2025Review
- Dynamic Protonation States Underlie Carbene Formation in ThDP-Dependent Enzymes: A Theoretical Study.The journal of physical chemistry. B · 2023Article
- On the Redox Properties of the Dimers of Thiazol-2-ylidenes That Are Relevant for Radical Catalysis.ACS organic & inorganic Au · 2023Article
- Article
- How to Stabilize Carbenes in Enzyme Active Sites without Metal Ions.Journal of the American Chemical Society · 2022Article
- Derivatives of Natural Organocatalytic Cofactors and Artificial Organocatalytic Cofactors as Catalysts in Enzymes.Chembiochem : a European journal of chemical biology · 2022Review
- Ergothioneine, Ovothiol A, and Selenoneine-Histidine-Derived, Biologically Significant, Trace Global Alkaloids.Molecules (Basel, Switzerland) · 2022Review
- Implications for an imidazol-2-yl carbene intermediate in the rhodanase-catalyzed C-S bond formation reaction of anaerobic ergothioneine biosynthesis.ACS catalysis · 2021Article
- Preferential N-H⋯:C[double bond splayed right] hydrogen bonding involving ditopicRSC advances · 2020Article
- Structural basis for antibiotic action of the BNature chemical biology · 2020Article
- Single-step Replacement of an Unreactive C-H Bond by a C-S Bond Using Polysulfide as the Direct Sulfur Source in Anaerobic Ergothioneine Biosynthesis.ACS catalysis · 2020Article
- N-Heterocyclic Carbene Organocatalysis: With or Without Carbenes?Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- The Mechanism of N-Heterocyclic Carbene Organocatalysis through a Magnifying Glass.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Review
- Low-barrier hydrogen bonds in enzyme cooperativity.Nature · 2019Article
- Evidence of Diradicals Involved in the Yeast Transketolase Catalyzed Keto-Transferring Reactions.Chembiochem : a European journal of chemical biology · 2018Article
- Catalytic iron-carbene intermediate revealed in a cytochromeProceedings of the National Academy of Sciences of the United States of America · 2018Article
- Thiamin Diphosphate Activation in 1-Deoxy-d-xylulose 5-Phosphate Synthase: Insights into the Mechanism and Underlying Intermolecular Interactions.The journal of physical chemistry. B · 2016Article
- Interfacing microbial styrene production with a biocompatible cyclopropanation reaction.Angewandte Chemie (International ed. in English) · 2015Article
- Structure and functional characterization of pyruvate decarboxylase from Gluconacetobacter diazotrophicus.BMC structural biology · 2014Article
- Identification of charge transfer transitions related to thiamin-bound intermediates on enzymes provides a plethora of signatures useful in mechanistic studies.Biochemistry · 2014Article
Corrections and comments
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Authors and funding
4 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Carbenes are highly reactive chemical compounds that are exploited as ligands in organometallic chemistry and are powerful organic catalysts. They were postulated to occur as transient intermediates in enzymes, yet their existence in a biological system could never be demonstrated directly. We present spectroscopic and structural data of a thiamin enzyme in a noncovalent complex with substrate, which implicate accumulation of a stable carbene as a major resonance contributor to deprotonated thiamin.
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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.