Tinker, Tailor, Soldier, Spy: The Diverse Roles That Fluorine Can Play within Amino Acid Side Chains

Side chain-fluorinated amino acids are useful tools in medicinal chemistry and protein science. In this review, we outline some general strategies for incorporating fluorine atom(s) into amino acid side chains and for elaborating such building blocks into more complex fluorinated peptides and protei...

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Detalles Bibliográficos
Autores principales: Miles, Samantha A., Nillama, Joshua Andrew, Hunter, Luke
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Review
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10489206/
https://www.ncbi.nlm.nih.gov/pubmed/37687021
http://dx.doi.org/10.3390/molecules28176192
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author Miles, Samantha A.
Nillama, Joshua Andrew
Hunter, Luke
author_facet Miles, Samantha A.
Nillama, Joshua Andrew
Hunter, Luke
author_sort Miles, Samantha A.
collection PubMed
description Side chain-fluorinated amino acids are useful tools in medicinal chemistry and protein science. In this review, we outline some general strategies for incorporating fluorine atom(s) into amino acid side chains and for elaborating such building blocks into more complex fluorinated peptides and proteins. We then describe the diverse benefits that fluorine can offer when located within amino acid side chains, including enabling (19)F NMR and (18)F PET imaging applications, enhancing pharmacokinetic properties, controlling molecular conformation, and optimizing target-binding.
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spelling pubmed-104892062023-09-09 Tinker, Tailor, Soldier, Spy: The Diverse Roles That Fluorine Can Play within Amino Acid Side Chains Miles, Samantha A. Nillama, Joshua Andrew Hunter, Luke Molecules Review Side chain-fluorinated amino acids are useful tools in medicinal chemistry and protein science. In this review, we outline some general strategies for incorporating fluorine atom(s) into amino acid side chains and for elaborating such building blocks into more complex fluorinated peptides and proteins. We then describe the diverse benefits that fluorine can offer when located within amino acid side chains, including enabling (19)F NMR and (18)F PET imaging applications, enhancing pharmacokinetic properties, controlling molecular conformation, and optimizing target-binding. MDPI 2023-08-22 /pmc/articles/PMC10489206/ /pubmed/37687021 http://dx.doi.org/10.3390/molecules28176192 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Miles, Samantha A.
Nillama, Joshua Andrew
Hunter, Luke
Tinker, Tailor, Soldier, Spy: The Diverse Roles That Fluorine Can Play within Amino Acid Side Chains
title Tinker, Tailor, Soldier, Spy: The Diverse Roles That Fluorine Can Play within Amino Acid Side Chains
title_full Tinker, Tailor, Soldier, Spy: The Diverse Roles That Fluorine Can Play within Amino Acid Side Chains
title_fullStr Tinker, Tailor, Soldier, Spy: The Diverse Roles That Fluorine Can Play within Amino Acid Side Chains
title_full_unstemmed Tinker, Tailor, Soldier, Spy: The Diverse Roles That Fluorine Can Play within Amino Acid Side Chains
title_short Tinker, Tailor, Soldier, Spy: The Diverse Roles That Fluorine Can Play within Amino Acid Side Chains
title_sort tinker, tailor, soldier, spy: the diverse roles that fluorine can play within amino acid side chains
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10489206/
https://www.ncbi.nlm.nih.gov/pubmed/37687021
http://dx.doi.org/10.3390/molecules28176192
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