Incorporation of a Highly Reactive Oxalyl Thioester-Based Interacting Handle into Proteins

[Image: see text] Providing biomolecules with extended physicochemical, biochemical, or biological properties is a contemporary challenge motivated by impactful benefits in life or materials sciences. In this study, we show that a latent and highly reactive oxalyl thioester precursor can be efficien...

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Autores principales: Grain, Benjamin, Desmet, Rémi, Snella, Benoît, Melnyk, Oleg, Agouridas, Vangelis
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10353032/
https://www.ncbi.nlm.nih.gov/pubmed/37384828
http://dx.doi.org/10.1021/acs.orglett.3c01846
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author Grain, Benjamin
Desmet, Rémi
Snella, Benoît
Melnyk, Oleg
Agouridas, Vangelis
author_facet Grain, Benjamin
Desmet, Rémi
Snella, Benoît
Melnyk, Oleg
Agouridas, Vangelis
author_sort Grain, Benjamin
collection PubMed
description [Image: see text] Providing biomolecules with extended physicochemical, biochemical, or biological properties is a contemporary challenge motivated by impactful benefits in life or materials sciences. In this study, we show that a latent and highly reactive oxalyl thioester precursor can be efficiently introduced as a pending functionality into a fully synthetic protein domain following a protection/late-stage deprotection strategy and can serve as an on-demand reactive handle. The approach is illustrated with the production of a 10 kDa ubiquitin Lys48 conjugate.
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spelling pubmed-103530322023-07-19 Incorporation of a Highly Reactive Oxalyl Thioester-Based Interacting Handle into Proteins Grain, Benjamin Desmet, Rémi Snella, Benoît Melnyk, Oleg Agouridas, Vangelis Org Lett [Image: see text] Providing biomolecules with extended physicochemical, biochemical, or biological properties is a contemporary challenge motivated by impactful benefits in life or materials sciences. In this study, we show that a latent and highly reactive oxalyl thioester precursor can be efficiently introduced as a pending functionality into a fully synthetic protein domain following a protection/late-stage deprotection strategy and can serve as an on-demand reactive handle. The approach is illustrated with the production of a 10 kDa ubiquitin Lys48 conjugate. American Chemical Society 2023-06-29 /pmc/articles/PMC10353032/ /pubmed/37384828 http://dx.doi.org/10.1021/acs.orglett.3c01846 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Grain, Benjamin
Desmet, Rémi
Snella, Benoît
Melnyk, Oleg
Agouridas, Vangelis
Incorporation of a Highly Reactive Oxalyl Thioester-Based Interacting Handle into Proteins
title Incorporation of a Highly Reactive Oxalyl Thioester-Based Interacting Handle into Proteins
title_full Incorporation of a Highly Reactive Oxalyl Thioester-Based Interacting Handle into Proteins
title_fullStr Incorporation of a Highly Reactive Oxalyl Thioester-Based Interacting Handle into Proteins
title_full_unstemmed Incorporation of a Highly Reactive Oxalyl Thioester-Based Interacting Handle into Proteins
title_short Incorporation of a Highly Reactive Oxalyl Thioester-Based Interacting Handle into Proteins
title_sort incorporation of a highly reactive oxalyl thioester-based interacting handle into proteins
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10353032/
https://www.ncbi.nlm.nih.gov/pubmed/37384828
http://dx.doi.org/10.1021/acs.orglett.3c01846
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