Investigating the stereochemistry of binding to HIV-1 protease with inhibitors containing isomers of 4-amino-3-hydroxy-5-phenylpentanoic acid
| Autor: | Milind S. Deshpande, Bore G. Raju |
|---|---|
| Rok vydání: | 1991 |
| Předmět: |
4-amino-3-hydroxy-5-phenylpentanoic acid
chemistry.chemical_classification Protease biology Stereochemistry medicine.medical_treatment Molecular Sequence Data Biophysics Human immunodeficiency virus (HIV) Stereoisomerism Cell Biology medicine.disease_cause Biochemistry Substrate Specificity Amino acid Kinetics Enzyme HIV Protease HIV-1 protease chemistry medicine biology.protein Amino Acid Sequence Enzyme Inhibitors Molecular Biology |
| Zdroj: | Biochemical and Biophysical Research Communications. 180:187-190 |
| ISSN: | 0006-291X |
| DOI: | 10.1016/s0006-291x(05)81274-4 |
| Popis: | Summary A series of inhibitors containing all possible isomers of 4-amino-3-hydroxy-5-phenylpentanoic acid was synthesized and tested for inhibition of HIV-1 protease. Incorporation of the (3S,4S) isomer of the t-butyloxycarbonyl protected amino acid into the sequence Glu-Phe resulted in a potent inhibitor of HIV-1 protease (K i = 63 nM). This inhibitor is at least 47- times more potent than the inhibitors containing other isomers of 4-amino-3-hydroxy-5-phenylpentanoic acid, indicating that the (3S,4S) isomer is the preferred isomer for binding to HIV-1 protease. |
| Databáze: | OpenAIRE |
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