80870-39-9

Upstream product

• 852852-89-2 N-(N-nosyl-L-phenylalanyl)-L-alanine methyl ester 
• 16480-57-2 L-phenylalanine sodium salt 
• 10065-72-2 L-Alanine methyl ester 
• 14825-82-2 L-phenylalanine-N-carboxyanhydride 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 1161-13-3 N-Cbz-L-Phe 
• 142955-48-4 (BOC)2Phe-F 
• 113568-21-1 (BOC)2Phe-OH 
• 15136-29-5 (S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)propanoate 
• 28944-94-7 (S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)propanoate 
• 149838-80-2 (BOC)2Phe-Ala-OMe 

Downstream Products

• 116871-80-8 Boc-Gly-Lys(Z)-Phe-Ala-OMe 
• 18828-21-2 C₆H₅CO-Phe-Ala-OMe 
• 1201904-95-1 C₃₅H₄₁N₃O₅S₂ 
• 15136-29-5 (S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)propanoate 
• 1301628-09-0 C₂₀H₂₀N₂O₄Se 
• 1301628-16-9 C₄₀H₄₂N₄O₈Se₂ 
• 1166862-27-6 2-[2-(2-hydroxy3-phenoxypropylamino)-3-phenylpropionylamino]propionic acid metyl ester 

Relevant academic research and scientific papers

Effect of Stereochemistry on Chirality and Gelation Properties of Supramolecular Self-Assemblies

Although chiral nanostructures have been fabricated at various structural levels, the transfer and amplification of chirality from molecules to supramolecular self-assemblies are still puzzling, especially for heterochiral molecules. Herein, four series o

Chiral Overpass Induction in Dynamic Helical Polymers Bearing Pendant Groups with Two Chiral Centers

The dynamic behavior of helical polymers bearing pendant groups with two chiral centers was studied. Controlled conformational changes at the chiral units placed either closer to or further away from the main chain promote different helical structures. Al

In vitro and in silico determination of glutaminyl cyclase inhibitors

Alzheimer's disease (AD) is the most common form of neurodegenerative disease currently. It is widely accepted that AD is characterized by the self-assembly of amyloid beta (Aβ) peptides. The human glutaminyl cyclase (hQC) enzyme is characterized by assoc

Rapid and Mild Synthesis of Amino Acid N-Carboxy Anhydrides: Basic-to-Acidic Flash Switching in a Microflow Reactor

Polymerization of N-carboxy anhydrides (NCAs) is the primary process used to prepare polypeptides. The synthesis of various pure NCAs is key to the efficient synthesis of polypeptides. The only practical method that can be used to synthesize NCAs requires harsh acidic conditions that make acid-labile substrates unusable and results in an undesired ring opening of NCAs. Basic-to-acidic flash switching and subsequent flash dilution technology in a microflow reactor was used to demonstrate the synthesis of NCAs. It is both rapid (0.1 s) and mild (20 °C) and includes substrates containing acid-labile functional groups. The basic-to-acidic flash switching enabled both an acceleration of the desired NCA formation and avoided the undesired ring opening of NCAs. The flash dilution precluded the undesired decomposition of acid-labile functional groups. The developed process allowed the synthesis of various NCAs which cannot be readily synthesized using conventional batch methods.

Low-valent titanium-catalyzed deprotection of allyl- and propargyl-carbamates to amines

In the presence of Me3SiCl, Ti(O-i-Pr)4/Mg and CpTiCl3/Mg reagents effectively catalyzed the deprotection of allyloxycarbonyl (alloc)- and propargyloxycarbonyl (poc)-protected amines in THF at around room temperature to produce parent amines in good yields. Alloc- and poc-protected secondary amines were smoothly deprotected to parent amines by a reaction catalyzed by a Ti(O-i-Pr)4/Me3SiCl/Mg reagent. The deprotection of alloc- and poc-protected primary amines was successfully catalyzed by a CpTiCl3/Me3SiCl/Mg reagent.

Amino Acid Chirality and Ferrocene Conformation Guided Self-Assembly and Gelation of Ferrocene-Peptide Conjugates

The self-assembly and gelation behavior of a series of mono- and disubstituted ferrocene (Fc)-peptide conjugates as a function of ferrocene conformation and amino acid chirality are described. The results reveal that ferrocene-peptide conjugates self-asse

Synthesis and conformation studies of rubiyunnanin B analogs

Five new analogs 4-8 of rubiyunnanin B (1), mainly modified on the tetrapeptide subunit, were synthesized. These agents 4-8 were substituted d-Ala-l-Ala-l-Tyr(OMe)-l-Ala, d-Ala-l-Ala-l-Phe-l-Ala, d-Ala-l-Ala-l-Try-l-Ala, d-Ala-l-Ala-l-Pro-l-Ala, and d-Ala-l-Ala-l-Ala for the d-Ala-l-Ala-l-N-Me-Tyr(OMe)-l-Ala tetrapeptide subunit. Unlike the natural product, the synthetic agents 4-8 adopt only a single solution conformation, and the central peptide bond in the cyclodityrosine subunit of compounds 4-8 adopt trans stereochemistry. Cytotoxic activities of analogs 4-8 against three human cancer cell lines including A549, BGC-823, and HeLa were evaluated and all the five synthesized peptides exhibited no effects against the test cell lines. These compounds were also evaluated for their antiinsulin resistance and insulin sensitizing activities and none of them showed activity in these assays.

Deprotection/reprotection of the amino group in α-amino acids and peptides. A one-pot procedure in [Bmim][BF4] ionic liquid

This paper presents an efficient one-pot protocol for the sequential deprotection/reprotection of the α-amino group in α-amino acid and dipeptide methyl esters. [Bmim][BF4] is used as the solvent in the entire process. In particular, the use of the ionic liquid allows for rapid and clean removal of the 4-nitrobenzenesulfonyl (nosyl) group and for facile subsequent tert-butyloxycarbonylation of the free α-amino function under very mild conditions. N-Boc-α-amino acid as well as peptide derivatives are isolated in excellent yields, and do not require any further purification. Absolute configurations of the precursors are totally preserved during the process.

Synthesis of new trifluoromethylated hydroxyethylamine-based scaffolds

A very easy access to new trifluoromethyl-hydroxyethylamine (Tf-HEA) derivatives by epoxide ring opening with amino-containlng compounds, including aliphatic amines, aniline, aqueous ammonia, hydroxylamirie, hydrazine, amino acids and a dipeptide, is desc

Non Lewis acid catalysed epoxide ring opening with amino acid esters

The ring opening of epoxides by various amino acid esters is described in refluxing trifluoroethanol without any catalyst. Under these simple conditions the corresponding β-amino alcohols are obtained in good to excellent yields in relatively short reacti