Enzyme-Catalyzed Kinetic Resolution of Chiral Precursors to Antiviral Prodrugs.
Journal
Biochemistry
ISSN: 1520-4995
Titre abrégé: Biochemistry
Pays: United States
ID NLM: 0370623
Informations de publication
Date de publication:
23 07 2019
23 07 2019
Historique:
pubmed:
4
7
2019
medline:
27
5
2020
entrez:
4
7
2019
Statut:
ppublish
Résumé
Nucleoside analogues are among the most common medications given for the treatment of viral infections and cancers. The therapeutic effectiveness of nucleoside analogues can be dramatically improved by phosphorylation. The ProTide approach was developed using a phosphorylated nucleoside that is masked by esterification with an amino acid and phenol forming a chiral phosphorus center. The biological activity of the ProTides depends, in part, on the stereochemistry at phosphorus, and thus, it is imperative that efficient methods be developed for the chemical synthesis and isolation of diastereomerically pure ProTides. Chiral ProTides are often synthesized by direct displacement of a labile phenol (
Identifiants
pubmed: 31268686
doi: 10.1021/acs.biochem.9b00530
pmc: PMC6822272
mid: NIHMS1056777
doi:
Substances chimiques
Antiviral Agents
0
Prodrugs
0
Phosphoric Triester Hydrolases
EC 3.1.8.-
Types de publication
Journal Article
Research Support, N.I.H., Extramural
Langues
eng
Sous-ensembles de citation
IM
Pagination
3204-3211Subventions
Organisme : NIGMS NIH HHS
ID : R01 GM116894
Pays : United States
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