AI Article Synopsis

  • The text discusses the use of nucleoside phosphorylases for the biocatalytic synthesis of nucleosides, allowing for direct glycosylation without the need for protective groups.
  • It outlines guiding principles and mathematical methods for optimizing yields in transglycosylation reactions, specifically focusing on the equilibrium constants of reactants.
  • The study also highlights the negative impact of phosphate on reaction yields and provides practical insights, including available resources for selecting optimal reaction conditions to maximize product yields.

Article Abstract

The biocatalytic synthesis of natural and modified nucleosides with nucleoside phosphorylases offers the protecting-group-free direct glycosylation of free nucleobases in transglycosylation reactions. This contribution presents guiding principles for nucleoside phosphorylase-mediated transglycosylations alongside mathematical tools for straightforward yield optimization. We illustrate how product yields in these reactions can easily be estimated and optimized using the equilibrium constants of phosphorolysis of the nucleosides involved. Furthermore, the varying negative effects of phosphate on transglycosylation yields are demonstrated theoretically and experimentally with several examples. Practical considerations for these reactions from a synthetic perspective are presented, as well as freely available tools that serve to facilitate a reliable choice of reaction conditions to achieve maximum product yields in nucleoside transglycosylation reactions.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7318676PMC
http://dx.doi.org/10.1002/cbic.201900740DOI Listing

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