(S)-2-((2S,3S)-2-(((Benzyloxy)carbonyl)amino)-3-methylpentanamido)-3-phenylpropanoic acid

CAS: 13254-07-4

Ref. 3D-FB154561

Product Information

• Name: (S)-2-((2S,3S)-2-(((Benzyloxy)carbonyl)amino)-3-methylpentanamido)-3-phenylpropanoic acid
• Synonyms: <span class="text-smallcaps">L</smallcap>-Phenylalanine, N-[(phenylmethoxy)carbonyl]-<smallcap>L</span>-isoleucyl-, <span class="text-smallcaps">L</smallcap>-Phenylalanine, N-[N-[(phenylmethoxy)carbonyl]-<smallcap>L</span>-isoleucyl]-, Alanine, N-(N-carboxy-<span class="text-smallcaps">L</span>-isoleucyl)-3-phenyl-, N-benzyl ester, Carbobenzoxy-<span class="text-smallcaps">L</smallcap>-isoleucyl-<smallcap>L</span>-phenylalanine, N-Benzyloxycarbonyl-<span class="text-smallcaps">L</smallcap>-isoleucyl-<smallcap>L</span>-phenylalanine, N-Carbobenzyloxy-<span class="text-smallcaps">L</smallcap>-isoleucyl-<smallcap>L</span>-phenylalanine, N-[(Phenylmethoxy)carbonyl]-<span class="text-smallcaps">L</smallcap>-isoleucyl-<smallcap>L</span>-phenylalanine, N-[(benzyloxy)carbonyl]-L-isoleucyl-L-phenylalanine, Z-Ile-Phe-OH

Description

(S)-2-((2S,3S)-2-(((Benzyloxy)carbonyl)amino)-3-methylpentanamido)-3-phenylpropanoic acid is a potent HIV protease inhibitor. It has been shown to inhibit the HIV-1 protease with IC50 of 3.5 nM and 4.6 nM for wild type and A71V mutant respectively. This inhibitor binds to the catalytic pocket of the enzyme and blocks the binding site for the natural substrate, thereby inhibiting the ability of HIV to produce new virus particles. The structure of this inhibitor is conformationally constrained due to its rigid bicyclic ring system which is substituted with trisubstituted alkyl chains on both sides, making it less flexible than other compounds in this class. The compound is also an analogue of cyclopentylproline which has been reported as a potent inhibitor against HIV protease (IC50=0.

• Brand: Biosynth

Chemical properties

• Molecular weight: 412.48 g/mol
• Formula: C₂₃H₂₈N₂O₅
• Purity: Min. 95%