Gas Evolution as a Tool to Study Reaction Kinetics Under Biomimetic Conditions

Author:

Meeus Eva J.1ORCID,Laan Petrus C. M.1ORCID,Ham Rens1ORCID,de Bruin Bas1ORCID,Reek Joost N. H.1ORCID

Affiliation:

1. Homogeneous Supramolecular and Bio-Inspired Catalysis (HomKat) group Van ‘t Hoff Institute for Molecular Sciences (HIMS) University of Amsterdam Science Park 904 1098 XH Amsterdam The Netherlands

Abstract

AbstractThe field of bioorthogonal chemistry is rapidly growing, presenting successful applications of organic and transition metal‐catalysed reactions in cells and living systems (in vivo). The development of such reactions typically proceeds through many iterative steps focused on biocompatibility and fast reaction kinetics to ensure product formation. However, obtaining kinetic data, even under simulated biological (biomimetic) conditions, remains a challenge due to substantial concentrations of salts and biomolecules hampering the use of typically employed solution‐phase analytical techniques. In this study, we explored the suitability of gas evolution as a probe to study kinetics under biomimetic conditions. As proof of concept, we show that the progress of two transition metal‐catalysed bioorthogonal chemical reactions can be accurately monitored, regardless of the complexity of the medium. As such, we introduce a protocol to gain more insight into the performance of a catalytic system under biomimetic conditions to further progress iterative catalyst development for in vivo applications.

Funder

Universiteit van Amsterdam

Publisher

Wiley

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