40298-89-3

Basic information

• Product Name: L-Phenylalanine, L-alanyl-, methyl ester
• CAS NO: 40298-89-3
• Molecular Formula: C13H18N2O3
• Molecular Weight: 250.298
• Mol File: 40298-89-3.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, L-alanyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, L-alanyl-, methyl ester(40298-89-3)
• EPA Substance Registry System: L-Phenylalanine, L-alanyl-, methyl ester(40298-89-3)

Safety Data

• Hazardous Substances Data: 40298-89-3(Hazardous Substances Data)

Upstream product

• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 93710-17-9 methyl 2-(2-((((4aH-fluoren-9-yl)methoxy)carbonyl)amino)propanamido)-3-phenylpropanoate 
• 15761-38-3 L-N-Boc-Ala 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 3061-90-3 L-alanyl-L-phenylalanine 
• 77-76-9 2,2-dimethoxy-propane 
• 3235-14-1 (S)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-phenyl-propionic acid methyl ester 
• 2280-66-2 N-tert-butyloxycarbonylalanylphenylalanine methyl ester 
• 15026-88-7 NPS-L-Ala-L-PheOMe 

Downstream Products

• 208255-34-9 (S)-2-{(S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-propionylamino}-3-phenyl-propionic acid methyl ester 
• 952312-44-6 methyl acryloyl-L-alanyl-L-phenylalanine 
• 123198-11-8 2,3-dibenzyloxybenzoyl-Ala-Phe-OH 
• 1239906-36-5 C₂₆H₃₂ClN₃O₆ 
• 1349769-95-4 C₂₁H₂₂N₂O₅ 
• 1349770-17-7 C₄₁H₄₄N₆O₇ 
• 1349770-08-6 C₃₄H₃₃N₅O₄ 
• 1349770-03-1 C₂₄H₂₂N₄O₄ 

Relevant articles and documents

Generation of Oxyphosphonium Ions by Photoredox/Cobaloxime Catalysis for Scalable Amide and Peptide Synthesis in Batch and Continuous-Flow

Phosphine-mediated deoxygenative nucleophilic substitutions, such as the Mitsunobu reaction, are of great importance in organic synthesis. However, the conventional protocols require stoichiometric oxidants to trigger the formation of the oxyphosphonium i

Liquid Phase Peptide Synthesis via One-Pot Nanostar Sieving (PEPSTAR)

Herein, a one-pot liquid phase peptide synthesis featuring iterative addition of amino acids to a “nanostar” support, with organic solvent nanofiltration (OSN) for isolation of the growing peptide after each synthesis cycle is reported. A cycle consists of coupling, Fmoc removal, then sieving out of the reaction by-products via nanofiltration in a reactor-separator, or synthesizer apparatus where no phase or material transfers are required between cycles. The three-armed and monodisperse nanostar facilitates both efficient nanofiltration and real-time reaction monitoring of each process cycle. This enabled the synthesis of peptides more efficiently while retaining the full benefits of liquid phase synthesis. PEPSTAR was validated initially with the synthesis of enkephalin-like model penta- and decapeptides, then octreotate amide and finally octreotate. The crude purities compared favorably to vendor produced samples from solid phase synthesis.

Site-Selective Modification of Peptides and Proteins via Interception of Free-Radical-Mediated Dechalcogenation

The development of site-selective chemistry targeting the canonical amino acids enables the controlled installation of desired functionalities into native peptides and proteins. Such techniques facilitate the development of polypeptide conjugates to advance therapeutics, diagnostics, and fundamental science. We report a versatile and selective method to functionalize peptides and proteins through free-radical-mediated dechalcogenation. By exploiting phosphine-induced homolysis of the C?Se and C?S bonds of selenocysteine and cysteine, respectively, we demonstrate the site-selective installation of groups appended to a persistent radical trap. The reaction is rapid, operationally simple, and chemoselective. The resulting aminooxy linker is stable under a variety of conditions and selectively cleavable in the presence of a low-oxidation-state transition metal. We have explored the full scope of this reaction using complex peptide systems and a recombinantly expressed protein.