1160934-67-7

Basic information

• Product Name: (2-methylbenzoyl)-L-phenylalanine
• Synonyms: (2-methylbenzoyl)-L-phenylalanine
• CAS NO: 1160934-67-7
• Molecular Weight: 283.327
• Mol File: 1160934-67-7.mol

Chemical Properties

• CAS DataBase Reference: (2-methylbenzoyl)-L-phenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: (2-methylbenzoyl)-L-phenylalanine(1160934-67-7)
• EPA Substance Registry System: (2-methylbenzoyl)-L-phenylalanine(1160934-67-7)

Safety Data

• Hazardous Substances Data: 1160934-67-7(Hazardous Substances Data)

Upstream product

• 615-37-2 ortho-methylphenyl iodide 
• 18414-58-9 diphenylmethylsilanecarboxylic acid 
• 118-90-1 ortho-methylbenzoic acid 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 

Relevant articles and documents

Palladium-Catalyzed Aminocarbonylation in Solid-Phase Peptide Synthesis: A Method for Capping, Cyclization, and Isotope Labeling

A new synthetic approach for introducing N-capping groups onto peptides attached to a solid support, combining aminocarbonylation under mild conditions using a palladacycle precatalyst and solid-phase peptide synthesis, is reported. The use of a silacarboxylic acid as an in situ CO-releasing molecule allowed the reaction to be performed in a single vial. The method also enables versatile substitution of side chains, side-chain-to-side-chain cyclizations, and selective [13C] acyl labeling of modified peptides.

Design and synthesis of tripeptidyl furylketones as selective inhibitors against the β5 subunit of human 20S proteasome

A series of tripeptidic proteasome inhibitors with furylketone as C-terminus were designed and synthesized. Biochemical evaluations against β1, β2 and β5 subunits revealed that they acted selectively on β5 subunit with IC50s against chymotrypsin-like (CT-L) activity in micromolar range. LC-MS/MS analysis of the ligand-20S proteasome mixture showed that the most potent compound 11m (IC50 = 0.18 μM) made no covalent modification on 20S proteasome. However, it was identified acting in a slowly reversible manner in wash-out assay and the reversibility was much lower than that of MG132, suggesting the possibility of these tripeptidic furylketones forming reversible covalent bonds with 20S proteasome. Several compounds were selected for anti-proliferative assay towards multiple cancer cell lines, and compound 11m displayed comparable potency to positive control (MG132) in all cell lines tested. Furthermore, the pharmacokinetic (PK) data in rats indicated 11m behaved similarly (Cmax, 2007 μg/L; AUC0?t, 680 μg/L·h; Vss, 0.66 L/kg) to the clinical used agent carfilzomib. All these data suggest 11m is a good lead compound to be developed to novel anti-tumor agent.