Semi-enzymatic synthesis of pseudouridine
| Autor: | Minako Sumita, Tristan C. Sanford, Elliot P. Clerc, Andrew T. Riley, Austin M. Woodard |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
Molecular Structure
010405 organic chemistry Stereochemistry Organic Chemistry Clinical Biochemistry Pharmaceutical Science RNA Uracil 01 natural sciences Biochemistry Pseudouridine Uridine 0104 chemical sciences 010404 medicinal & biomolecular chemistry chemistry.chemical_compound chemistry Yield (chemistry) Drug Discovery Molecular Medicine Glycoside hydrolase Organic synthesis Molecular Biology Isomerization |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 44:128105 |
| ISSN: | 0960-894X |
| Popis: | Modifications of RNA molecules have a significant effect on their structure and function. One of the most common modifications is the isomerization from uridine to pseudouridine. Despite its prevalence in natural RNA sequences, organic synthesis of pseudouridine has been challenging because of the stereochemistry requirement and the sensitivity of reaction steps to moisture. Herein, a semi-enzymatic synthetic route is developed for the synthesis of pseudouridine using adenosine 5'-monophosphate and uracil as the starting materials and a reverse reaction catalyzed by the pseudouridine monophosphate glycosidase. This synthetic route has only three steps and the overall yield of β-pseudouridine production was 68.4%. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect