ArticleJournal of the American Chemical Society2009
Direct observation of an enamine intermediate in amine catalysis.
Article in Journal of the American Chemical Society, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
23 citing papers in PubMed.
- Chemical Tagging ofJournal of the American Chemical Society · 2025Article
- Complete Computational Reaction Mechanism for Foldamer-Catalyzed Aldol Condensation.ACS catalysis · 2024Article
- Sculpting a Uniquely Reactive Cysteine Residue for Site-Specific Antibody Conjugation.Bioconjugate chemistry · 2022Article
- An Engineered Arginine Residue of Unusual pH-Sensitive Reactivity Facilitates Site-Selective Antibody Conjugation.Biochemistry · 2021Article
- Site-Selective Antibody Functionalization via Orthogonally Reactive Arginine and Lysine Residues.Cell chemical biology · 2019Article
- Conventional and Chemically Programmed Asymmetric Bispecific Antibodies Targeting Folate Receptor 1.Frontiers in immunology · 2019Article
- Broadly Reactive Human Monoclonal Antibodies Elicited following Pandemic H1N1 Influenza Virus Exposure Protect Mice against Highly Pathogenic H5N1 Challenge.Journal of virology · 2018Article
- Conformational Sampling of the Intrinsically Disordered C-Terminal Tail of DERA Is Important for Enzyme Catalysis.ACS catalysis · 2018Article
- Chemically Programmed Bispecific Antibodies in Diabody Format.The Journal of biological chemistry · 2016Article
- Computational strategies for the design of new enzymatic functions.Archives of biochemistry and biophysics · 2015Review
- Structural characterization of a protective epitope spanning A(H1N1)pdm09 influenza virus neuraminidase monomers.Nature communications · 2015Article
- Chemical approaches to discovery and study of sources and targets of hydrogen peroxide redox signaling through NADPH oxidase proteins.Annual review of biochemistry · 2015Review
- Chemically programmed antibodies.Trends in biotechnology · 2014Review
- Sulfenic acid chemistry, detection and cellular lifetime.Biochimica et biophysica acta · 2014Review
- Cysteine-mediated redox signaling: chemistry, biology, and tools for discovery.Chemical reviews · 2013Review
- Somatic hypermutation maintains antibody thermodynamic stability during affinity maturation.Proceedings of the National Academy of Sciences of the United States of America · 2013Article
- Synthesis and evaluation of the aldolase antibody-derived chemical-antibodies targeting α5β1 integrin.Molecular pharmaceutics · 2013Article
- A chemically programmed antibody is a long-lasting and potent inhibitor of influenza neuraminidase.Chembiochem : a European journal of chemical biology · 2012Article
- Structural analyses of covalent enzyme-substrate analog complexes reveal strengths and limitations of de novo enzyme design.Journal of molecular biology · 2012Article
- Reactibodies generated by kinetic selection couple chemical reactivity with favorable protein dynamics.Proceedings of the National Academy of Sciences of the United States of America · 2011Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
5 authors.
Funding
Abstract
An enamine intermediate is believed to be the central feature of biological catalysts, such as aldolases and small molecule amine organocatalysts. Despite decades of investigation of naturally occurring aldolase enzymes and recent studies on designed aldolase antibodies and organocatalysts, direct structural observation of an enamine intermediate has proven to be rare. Herein, we report the observation of a stable enamine intermediate in the crystal structure of an aldolase antibody 33F12 in complex with a 1,3-diketone derivative. This enamine complex structure provides strong evidence that fewer residues are essential for amine catalysis within the hydrophobic environments of this catalytic antibody than speculated for natural aldolase enzymes and should serve to guide future studies aimed at the rational design of these types of catalysts, as well as organocatalysts. Indeed, enamine catalysis in proteins might be more simplistic than previously imagined.
Indexed as
Identifiers
What OpenQuestion holds
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.