Fluorinated peptides incorporating a 4-fluoroproline residue as potential inhibitors of HIV protease
| Autor: | Thanh Thu Tran, Roger Guedj, Tea Frogier, Nadia Patino, Roger Condom |
|---|---|
| Rok vydání: | 1997 |
| Předmět: |
chemistry.chemical_classification
Protease biology Stereochemistry medicine.medical_treatment Organic Chemistry Synthon Human immunodeficiency virus (HIV) Peptide medicine.disease_cause Biochemistry Inorganic Chemistry chemistry.chemical_compound Residue (chemistry) HIV-1 protease chemistry otorhinolaryngologic diseases biology.protein Peptide synthesis medicine Environmental Chemistry Proline Physical and Theoretical Chemistry |
| Zdroj: | Journal of Fluorine Chemistry. 82:125-130 |
| ISSN: | 0022-1139 |
| DOI: | 10.1016/s0022-1139(96)03568-3 |
| Popis: | N-Fmoc-4-fluoro-L-proline methyl ester was prepared as an attractive synthon for both solid and solution phase peptide synthesis. Its use for the synthesis of Fmoc-Phe-Pro(F)-OMe and Fmoc-Pro(F)-Val-Val-OMe is presented. Direct fluorination with DASTof a 4-hydroxy proline residue incorporated into a peptide and elongation from the terminal amino group allowed preparation of the hexapeptide Boc-AlaAla-Phe-Pro (F) -Val-Val-OMe, analogous to the p 17-p24 gag junction of structural HIV proteins. None of the fluoropeptides in the paper displayed anti-protease or anti-HIV activity. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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