ArticleOrganic letters2014
Fast alpha nucleophiles: structures that undergo rapid hydrazone/oxime formation at neutral pH.
Article in Organic letters, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 28 papers.
What it found
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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.
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Who cites it
28 citing papers in PubMed.
- Pyrazolo-Pyrimidinones with Improved Solubility and Selective Inhibition of Adenylyl Cyclase Type 1 Activity for Treatment of Inflammatory Pain.Journal of medicinal chemistry · 2024Article
- Structure-Reactivity Relationships in a Small Library of Imine-Type Dynamic Covalent Materials: Determination of Rate and Equilibrium Constants Enables Model Prediction and Validation of a Unique Mechanical Softening in Dynamic Hydrogels.Journal of the American Chemical Society · 2024Article
- Dynamics of collagen oxidation and cross linking in regenerating and irreversibly infarcted myocardium.Nature communications · 2024Article
- Dynamic Covalent Hydrogels: Strong yet Dynamic.Gels (Basel, Switzerland) · 2022Review
- Discovery of Potent and Selective Inhibitors against Protein-Derived Electrophilic Cofactors.Journal of the American Chemical Society · 2022Article
- Tuning Hydrogels by Mixing Dynamic Cross-Linkers: Enabling Cell-Instructive Hydrogels and Advanced Bioinks.Advanced healthcare materials · 2022Article
- Mechanobiological Interactions between Dynamic Compressive Loading and Viscoelasticity on Chondrocytes in Hydrazone Covalent Adaptable Networks for Cartilage Tissue Engineering.Advanced healthcare materials · 2021Article
- Progress Toward a Large-Scale Synthesis of Molnupiravir (MK-4482, EIDD-2801) from Cytidine.ACS omega · 2021Article
- How the Nature of an Alpha-Nucleophile Determines a Brønsted Type-Plot and Its Reaction Pathways. An Experimental Study.Frontiers in chemistry · 2021Article
- Solid-Phase Peptide Capture and Release for Bulk and Single-Molecule Proteomics.ACS chemical biology · 2020Article
- ExploringThe Journal of biological chemistry · 2020Article
- Programmable dynamic covalent nanoparticle building blocks with complementary reactivity.Chemical science · 2020Article
- Improving the reactivity of hydrazine-bearing MRI probes forChemical science · 2020Article
- ATP-fuelled self-assembly to regulate chemical reactivity in the time domain.Chemical science · 2019Article
- Catalyst-free, aza-Michael polymerization of hydrazides: polymerizability, kinetics, and mechanistic origin of an α-effect.Polymer chemistry · 2019Article
- β-Hydroxy-Stabilized Boron-Nitrogen Heterocycles Enable Rapid and Efficient C-Terminal Protein Modification.Bioconjugate chemistry · 2019Article
- Bioconjugation with Aminoalkylhydrazine for Efficient Mass Spectrometry-Based Detection of Small Carbonyl Compounds.ACS omega · 2019Article
- Amidoximes and Oximes: Synthesis, Structure, and Their Key Role as NO Donors.Molecules (Basel, Switzerland) · 2019Review
- Tunable Aminooxy-Functionalized Monolayer-Protected Gold Clusters for Non-Polar or Aqueous Oximation Reactions.Particle & particle systems characterization : measurement and description of particle properties and behavior in powders and other disperse systems · 2019Article
- The Influence of β-Ammonium Substitution on the Reaction Kinetics of Aminooxy Condensations with Aldehydes and Ketones.Chemphyschem : a European journal of chemical physics and physical chemistry · 2019Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
Hydrazones and oximes are widely useful structures for conjugate formation in chemistry and biology, but their formation can be slow at neutral pH. Kinetics studies were performed for a range of structurally varied hydrazines, and a surprisingly large variation in reaction rate was observed. Structures that undergo especially rapid reactions were identified, enabling reaction rates that rival orthogonal cycloaddition-based conjugation chemistries.
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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.