875309-83-4

Usage

Uses

Used in Pharmaceutical Industry:
L-Phenylalanine, (αS)-α-aminobenzenebutanoyl-L-leucyl-, phenylmethyl ester (monotrifluoroacetate) is used as an active pharmaceutical ingredient for the development of new drugs. The presence of essential amino acids like phenylalanine and leucine, along with the phenylmethyl ester and monotrifluoroacetate components, may contribute to the compound's therapeutic properties and potential use in treating various medical conditions.
Used in Biochemical Research:
In the field of biochemistry, L-Phenylalanine, (αS)-α-aminobenzenebutanoyl-L-leucyl-, phenylmethyl ester (monotrifluoroacetate) can be utilized as a research tool to study the interactions between amino acids, organic compounds, and catalysts. This may help scientists better understand the underlying mechanisms of various biological processes and develop new strategies for drug discovery and development.
Used in Material Science:
L-Phenylalanine, (αS)-α-aminobenzenebutanoyl-L-leucyl-, phenylmethyl ester (monotrifluoroacetate) may also find applications in material science, where it could be used to develop new materials with unique properties. L-Phenylalanine, (αS)-α-aminobenzenebutanoyl-L-leucyl-, phenylmethyl ester (monotrifluoroacetate)'s structure and components could potentially be harnessed to create innovative materials for various industries, such as electronics, textiles, or construction.

Upstream product

• 868540-15-2 (S)-benzyl 2-((S)-2-((S)-2-(tert-butoxycarbonylamino)-4-phenylbutanamido)-4-methylpentanamido)-3-phenylpropanoate 
• 76-05-1 trifluoroacetic acid 
• 70637-28-4 (S)-benzyl 2-((S)-2-amino-4-methylpentanamido)-3-phenylpropanoate TFA salt 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 2462-32-0 L-phenylalanine benzyl ester hydrochloride 

Downstream Products

• 868540-16-3 (S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid 
• 875309-92-5 (S)-benzyl 2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido) pentanamido)-3-phenylpropanoate 
• 868540-18-5 C₃₆H₄₄ClN₃O₅ 

Relevant academic research and scientific papers

Development of Novel Epoxyketone-Based Proteasome Inhibitors as a Strategy to Overcome Cancer Resistance to Carfilzomib and Bortezomib

Over the past 15 years, proteasome inhibitors (PIs), namely bortezomib, carfilzomib (Cfz) and ixazomib, have significantly improved the overall survival and quality-of-life for multiple myeloma (MM) patients. However, a significant portion of MM patients do not respond to PI therapies. Drug resistance is present either de novo or acquired after prolonged therapy through mechanisms that remain poorly defined. The lack of a clear understanding of clinical PI resistance has hampered the development of next-generation PI drugs to treat MM patients who no longer respond to currently available therapies. Here, we designed and synthesized novel epoxyketone-based PIs by structural modifications at the P1′ site. We show that a Cfz analog, 9, harboring a hydroxyl substituent at its P1′ position was highly cytotoxic against cancer cell lines displaying de novo or acquired resistance to Cfz. These results suggest that peptide epoxyketones incorporating P1′-targeting moieties may have the potential to bypass resistance mechanisms associated with Cfz and to provide additional clinical options for patients resistant to Cfz.

Compounds for enzyme inhibition

Peptide-based compounds including heteroatom-containing, three-membered rings efficiently and selectively inhibit specific activities of N-terminal nucleophile (Ntn) hydrolases. The activities of those Ntn having multiple activities can be differentially inhibited by the compounds described. For example, the chymotrypsin-like activity of the 20S proteasome may be selectively inhibited with the inventive compounds. The peptide-based compounds include at least three peptide units, an epoxide or aziridine, and functionalization at the N-terminus. Among other therapeutic utilities, the peptide-based compounds are expected to display anti-inflammatory properties and inhibition of cell proliferation.