N- to C-Glycoside Rearrangement of Uridine 5'-Phosphate in Two Enzymatic Steps for the Production of Pseudouridine 5'-Phosphate.

ABSTRACT: Pseudouridine (Ψ) is an essential building block of synthetic RNA for medical applications, so methods for its efficient production receive increased interest. Reverse reaction of the Ψ-5'-phosphate (ΨMP) C-glycosidase, that is, d-ribose 5-phosphate (Rib5P) + uracil (Ura) → ΨMP + H₂O, allows for the installment of the core β-C-riboside structure of Ψ in a completely selective and efficiently equilibrium-driven single-step transformation. However, providing the Rib5P substrate is challenging for process development and optimum solutions can vary depending on the specific production tasks considered. Here, we exploited the less known activity of purine/pyrimidine nucleotide 5'-phosphate nucleosidase (PpnN; EC 3.2.2.10) to cleave uridine 5'-phosphate (UMP), a relatively expedient s

SUBMITTER: Pfeiffer M 

PROVIDER: S-EPMC12322656 | biostudies-literature | 2025 Sep

REPOSITORIES: biostudies-literature