Synthesis of Geranyl S-Thiolodiphosphate. A New Alternative Substrate/Inhibitor for Prenyltransferases
| Autor: | C. Dale Poulter, Richard M. Phan |
|---|---|
| Rok vydání: | 2000 |
| Předmět: |
chemistry.chemical_classification
Tris Alkyl and Aryl Transferases biology Stereochemistry Organic Chemistry Substrate (chemistry) Geranyltranstransferase Organothiophosphorus Compounds Dimethylallyltranstransferase Biochemistry Trimethyl phosphate Diphosphates chemistry.chemical_compound Enzyme Farnesyl diphosphate synthase chemistry Prenylation Bromide Yield (chemistry) biology.protein lipids (amino acids peptides and proteins) Enzyme Inhibitors Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters. 2:2287-2289 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol006055n |
| Popis: | The tris(tetra-n-butylammonium) salt of thiopyrophosphate 5 was prepared from trimethyl phosphate in four steps. Treatment of geranyl bromide with 5 gave an 80% yield of geranyl S-thiolodiphosphate (6). Thiolodiphosphate 6 is substantially less reactive than geranyl diphosphate (7) in the prenyl transfer reaction catalyzed by farnesyl diphosphate synthase and is a good inhibitor of the enzyme. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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