A distinct binding mode of a hydroxyethylamine iso...[Acta Crystallogr D Biol Crystallogr. 2001]

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1: Acta Crystallogr D Biol Crystallogr. 2001 Mar;57(Pt 3):472-6. Links

A distinct binding mode of a hydroxyethylamine isostere inhibitor of HIV-1 protease.

Dohnálek J, Hasek J, Dusková J, Petroková H, Hradilek M, Soucek M, Konvalinka J, Brynda J, Sedlácek J, Fábry M.

Institute of Macromolecular Chemistry, Academy of Sciences of the Czech Republic, Heyrovského nám. 2, 162 06 Praha 6, Czech Republic. dohnalek@imc.cas.cz

Crystallization conditions for an HIV-1 protease-inhibitor complex were optimized to produce crystals suitable for X-ray diffraction experiments. The X-ray structure of the HIV-1 protease complex was solved and refined at 3.1 A resolution. In contrast to Saquinavir, the mimetic hydroxy group of the inhibitor Boc-Phe-Psi[(S)-CH(OH)CH(2)NH]-Phe-Glu-Phe-NH(2) is placed asymmetrically with respect to the non-crystallographic twofold axis of the protease dimer so that hydrogen bonds between the amino group of the inhibitor and the catalytic aspartates can be formed. The inhibitor binds in the centre of the active site by a compact network of hydrogen bonds to Gly27, Gly127, Asp25, Asp125 and via the buried water molecule W301 to Ile50 and Ile150.

PMID: 11223536 [PubMed - indexed for MEDLINE]

Hydroxyethylamine isostere of an HIV-1 protease inhibitor prefers its amine to the hydroxy group in binding to catalytic aspartates. A synchrotron study of HIV-1 protease in complex with a peptidomimetic inhibitor.
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[Methods Enzymol. 1994]
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[Biopolymers. 1996]
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Structures reported by this article

Crystal Structure Of The Complex Of Hiv-1 Protease With A Peptidomimetic Inhibitor

PDB: 1FQX

Source: Human immunodeficiency virus

Method: X-Ray Diffraction | Resolution: 3.1 Å

Patient Drug Information

Saquinavir (Invirase® , Fortovase® )
Saquinavir is used in combination with other medications to treat human immunodeficiency virus (HIV) infection in patients with or without acquired immunodeficiency syndrome (AIDS). Saquinavir is in a class of antiviral ...
Source: AHFS Consumer Medication Information

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