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Biased Borate Esterification during Nucleoside Phosphorylase‐Catalyzed Reactions: Apparent Equilibrium Shifts and Kinetic Implications**.
- Source :
- Angewandte Chemie International Edition; 5/8/2023, Vol. 62 Issue 20, p1-7, 7p
- Publication Year :
- 2023
-
Abstract
- Biocatalytic nucleoside (trans‐)glycosylations catalyzed by nucleoside phosphorylases have evolved into a practical and convenient approach to the preparation of modified nucleosides, which are important pharmaceuticals for the treatment of various cancers and viral infections. However, the obtained yields in these reactions are generally determined exclusively by the innate thermodynamic properties of the nucleosides involved, hampering the biocatalytic access to many sought‐after target nucleosides. We herein report an additional means for reaction engineering of these systems. We show how apparent equilibrium shifts in phosphorolysis and glycosylation reactions can be effected through entropically driven, biased esterification of nucleosides and ribosyl phosphates with inorganic borate. Our multifaceted analysis further describes the kinetic implications of this in situ reactant esterification for a model phosphorylase. [ABSTRACT FROM AUTHOR]
- Subjects :
- THERMODYNAMICS
EQUILIBRIUM reactions
ESTERIFICATION
BORATES
NUCLEOSIDES
Subjects
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 62
- Issue :
- 20
- Database :
- Complementary Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 163487626
- Full Text :
- https://doi.org/10.1002/anie.202218492