Fast Alpha Nucleophiles: Structures that Undergo Rapid Hydrazone/Oxime Formation at Neutral pH

[Image: see text] 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...

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Autores principales: Kool, Eric T., Crisalli, Pete, Chan, Ke Min
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993714/
https://www.ncbi.nlm.nih.gov/pubmed/24559274
http://dx.doi.org/10.1021/ol500262y
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author Kool, Eric T.
Crisalli, Pete
Chan, Ke Min
author_facet Kool, Eric T.
Crisalli, Pete
Chan, Ke Min
author_sort Kool, Eric T.
collection PubMed
description [Image: see text] 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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spelling pubmed-39937142015-02-21 Fast Alpha Nucleophiles: Structures that Undergo Rapid Hydrazone/Oxime Formation at Neutral pH Kool, Eric T. Crisalli, Pete Chan, Ke Min Org Lett [Image: see text] 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. American Chemical Society 2014-02-21 2014-03-07 /pmc/articles/PMC3993714/ /pubmed/24559274 http://dx.doi.org/10.1021/ol500262y Text en Copyright © 2014 American Chemical Society
spellingShingle Kool, Eric T.
Crisalli, Pete
Chan, Ke Min
Fast Alpha Nucleophiles: Structures that Undergo Rapid Hydrazone/Oxime Formation at Neutral pH
title Fast Alpha Nucleophiles: Structures that Undergo Rapid Hydrazone/Oxime Formation at Neutral pH
title_full Fast Alpha Nucleophiles: Structures that Undergo Rapid Hydrazone/Oxime Formation at Neutral pH
title_fullStr Fast Alpha Nucleophiles: Structures that Undergo Rapid Hydrazone/Oxime Formation at Neutral pH
title_full_unstemmed Fast Alpha Nucleophiles: Structures that Undergo Rapid Hydrazone/Oxime Formation at Neutral pH
title_short Fast Alpha Nucleophiles: Structures that Undergo Rapid Hydrazone/Oxime Formation at Neutral pH
title_sort fast alpha nucleophiles: structures that undergo rapid hydrazone/oxime formation at neutral ph
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993714/
https://www.ncbi.nlm.nih.gov/pubmed/24559274
http://dx.doi.org/10.1021/ol500262y
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