Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 3'-Tetrahydrofuranylglycine as a Novel, Unnatural Amino Acid Surrogate for Asparagine in the Design of Inhibitors of the HIV Protease.

Literature DB >> 30364398

3'-Tetrahydrofuranylglycine as a Novel, Unnatural Amino Acid Surrogate for Asparagine in the Design of Inhibitors of the HIV Protease.

Wayne J Thompson¹, Arun K Ghosh¹, M Katharine Holloway², Hee Yoon Lee¹, Peter M Munson¹, John E Schwering¹, Jenny Wai¹, Paul L Darke³, Joan Zugay³, Emilio A Emini⁴, William A Schleif⁴, Joel R Huff¹, Paul S Anderson¹.

Abstract

The blockade of the HIV protease has become a major target in the search for an effective therapy for AIDS.1 While many reports of potent HIV-1 inhibitors have appeared recently, the compound Ro 31-8959 remains the least selective for the HIV-1 and HIV-2 proteases.2 This property may result in reduced susceptibility to resistance since these represent the genetically most divergent strains of HIV presently known to exist.

Entities: Chemical Disease Species

Year: 1993 PMID： 30364398 PMCID： PMC6196357 DOI： 10.1021/ja00055a069

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

10 in total

Review 1. HIV-1 protease as a potential target for anti-AIDS therapy.

Authors: T D Meek; G B Dreyer
Journal: Ann N Y Acad Sci Date: 1990 Impact factor: 5.691

2. Synthesis and antiviral activity of a series of HIV-1 protease inhibitors with functionality tethered to the P1 or P1' phenyl substituents: X-ray crystal structure assisted design.

Authors: W J Thompson; P M Fitzgerald; M K Holloway; E A Emini; P L Darke; B M McKeever; W A Schleif; J C Quintero; J A Zugay; T J Tucker
Journal: J Med Chem Date: 1992-05-15 Impact factor: 7.446

2 in total

1. Chiral Auxiliary Mediated Conjugate Reduction and Asymmetric Protonation: Synthesis of High Affinity Ligands for HIV Protease Inhibitors.

Authors: Arun K Ghosh; Wenming Liu
Journal: J Org Chem Date: 1995-09-01 Impact factor: 4.354

Review 2. Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.

Authors: Shikha Kumari; Angelica V Carmona; Amit K Tiwari; Paul C Trippier
Journal: J Med Chem Date: 2020-08-04 Impact factor: 7.446

2 in total

3'-Tetrahydrofuranylglycine as a Novel, Unnatural Amino Acid Surrogate for Asparagine in the Design of Inhibitors of the HIV Protease.

Review 1. HIV-1 protease as a potential target for anti-AIDS therapy.

2. Synthesis and antiviral activity of a series of HIV-1 protease inhibitors with functionality tethered to the P1 or P1' phenyl substituents: X-ray crystal structure assisted design.

Review 3. Recent advances in the design of HIV proteinase inhibitors.

Review 4. HIV protease: a novel chemotherapeutic target for AIDS.

5. Novel binding mode of highly potent HIV-proteinase inhibitors incorporating the (R)-hydroxyethylamine isostere.

6. Reactions of 2-acyloxyisobutyryl halides with nucleosides. II. Reactions of adenosine.

7. Rational design of peptide-based HIV proteinase inhibitors.

8. Human immunodeficiency virus protease. Bacterial expression and characterization of the purified aspartic protease.

9. Affinity purification of the HIV-1 protease.

10. Antiviral properties of Ro 31-8959, an inhibitor of human immunodeficiency virus (HIV) proteinase.

1. Chiral Auxiliary Mediated Conjugate Reduction and Asymmetric Protonation: Synthesis of High Affinity Ligands for HIV Protease Inhibitors.

Review 2. Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.