958032-57-0

Upstream product

• 1161-13-3 N-Cbz-L-Phe 
• 124-30-1 1-aminooctadecane 
• 14825-82-2 L-phenylalanine-N-carboxyanhydride 
• 1027618-28-5 N'-octadecyl-N^α-carbobenzoyl-L-phenylalanineamide 

Downstream Products

• 959398-61-9 Nα-(6-bromohexanoyl)-N-octadecyl-L-phenylalaninamide 

Relevant academic research and scientific papers

Supramolecular hydrogels based on L-phenylalanine derivatives with a positively charged terminal group

A new hydrogelator based on l-phenylalanine with a long hydrophobic chain and positively charged terminus was synthesized, and its gelation behavior in H2O was investigated. Polarized optical microscopy (POM), field emission scanning electron microscopy (FE-SEM), and X-ray diffraction (XRD) results indicate that the hydrogelator self-assembles into fibres-like aggregates which then lead to the formation of a hydrogel. 1H-NMR and CD spectra of hydrogels and aqueous solution revealed that intermolecular H-bonding between the amide groups was the driving force for gelation. A luminescence study, in which ANS (8-anilinonaphthalene-1-sulfonic acid) was used as a probe, indicated that the hydrophobic interactions between long chains were the driving force for gelation. Consequently, it was proved that the hydrogelator self-assembles into fibre-like aggregates and then forms supramolecular hydrogels through the H-bonding and hydrophobic interactions.

Synthesis, self-assembling properties, and atom transfer radical polymerization of an alkylated L-phenylalanine-derived monomeric organogel from silica: A new approach to prepare packing materials for high-performance liquid chromatography

The monomer N′-octadecylNα-(4-vinyl)-benzoyl-L- phenylalanineamide (4) based on L-phenylalanine has been simply but effectively synthesized, and its self-assembling properties have been investigated. FTIR and a variable-temperature 1H NMR spectroscopic investigation demonstrated that the aggregation of compound 4 in various organic solvents is due to the formation of intermolecular hydrogen bonds among the amide moieties. UV/Vis measurements indicated that the multiple π-π interactions of the phenyl groups also contribute to the self-as-sembly. As was observed by 13C cross-polarization magic-angle spinning (CP/MAS) NMR and variable-temperature 1H NMR measurements, the ordered alkyl chains also played an important role in the molecular aggregation by van der Waals interactions. Compound 4 was polymerized by surface-initiated atom transfer radical polymerization from porous silica gel to prepare a packing material for HPLC. The results of thermogravimetric analysis showed that a relatively large amount of polymer was grafted onto the silica surface. The organic phase on silica was in a noncrystalline solid form in which the long alkyl chain exists in a less-ordered gauche conformation. Analysis of chromatographic performance for polyaromatic hydrocarbon samples showed higher selectivity than conventional reversed-phase HPLC packing materials.

Evidence for Ionic Interaction between Cationic Surfactant and Anionic Intermediate Generated in Cathodic Reduction of Acetophenone

The cathodic reduction of acetophenone in the presence of a chiral cationic surfactant in aqueous media gave S- or R-1-phenylethanol with 8-12 percent ee. The observed enantioselectivity clearly suggests the interaction between the cationic surfactants and the anionic intermediate generated from the one-electron reduction of acetophenone.