13122-89-9

Upstream product

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 96891-54-2 (S)-2-{2-[(E)-Hydroxyimino]-3-phenyl-propionylamino}-3-phenyl-propionic acid methyl ester 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 3674-06-4 Boc-Phe-ONSu 
• 119153-87-6 (C₅H₉O₂)C₉H₉NO(O)(CO₂C₂H₅) 
• 67729-36-6 Boc-Phe-O-COO-isoBu 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 1280225-79-7 2,4-dioxo-3-azaspiro[5.5]undecan-3-yl (tert-butoxycarbonyl)-L-phenylalaninate 
• 17585-69-2 L-phenylalanine hydrochloride 
• 1428047-03-3 C₁₁H₁₃NO₂S₂ 
• 81000-39-7 (S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanethioic S-acid 
• 142955-51-9 N-butoxycarbonyl-L-phenylalanine anhydride 

Downstream Products

• 56612-25-0 di-L-phenylalanine methyl ester trifluoroacetic acid salt 
• 138643-95-5 Boc-(L)-Phe-ψ(CSNH)-(L)-Phe-OMe 
• 79982-83-5 (2S,5S)-2,5-bis(phenylmethyl)piperazine 
• 1471520-00-9 N-Boc-Tyr-Pro-Phe-Phe-OMe 
• 1471520-10-1 N-Boc-Tyr-Pro-Phe-Phe-NH(CH₂)₂OH 
• 1471520-22-5 TFA·Tyr-Pro-Phe-Phe-NH(CH₂)₂OH 
• 2577-40-4 Phe-Phe 
• 108456-12-8 Boc-L-Phe-L-Phe-L-Phe-OH 
• 53558-75-1 Boc-Phe-Phe-Phe-OMe 

Relevant academic research and scientific papers

Peptide synthesis in room temperature ionic liquids

We demonstrate that chemical peptide coupling using modern coupling agents is efficient in rt ionic liquids. This new approach presents some advantages, especially in the case of hindered amino acids, which are not easy to couple under standard conditions

Building Nanowires from Micelles: Hierarchical Self-Assembly of Alternating Amphiphilic Glycopolypeptide Brushes with Pendants of High-Mannose Glycodendron and Oligophenylalanine

Mimicking the diverse glyco-conjugate structures in nature is always the dream of scientists. Right now, hierarchical self-assembled structures of natural conjugates of peptides and sugars could not easily be achieved via linear glycopolypeptide with mono

Interaction between quaternary ammonium ions and dipeptides: Positive anion allosteric effect

The binding properties of dipeptides possessing aromatic residues towards quaternary ammonium ions have been investigated by 1H-NMR spectroscopy. The intermolecular hydrogen bonding between exchangeable protons (OH and NH) of aromatic residues

BOMI - A novel peptide coupling reagent

A novel coupling reagent, benzotriazol-1-yloxy-N,N- dimethylmethaniminium hexachloroantimonate (BOMI), was synthesized and successfully applied to the synthesis of oligopeptides, the racemization and the influence of several reaction parameters such as so

Expeditious amide-forming reactions using thiol esters

The reaction of a 2-pyridylthiol ester with a dimethylaluminum amide leads to the rapid formation of the corresponding amide. The tolylthiol esters can be activated with silver trifluoroacetate and coupled even with poorly reactive amino compounds. (C) 20

Zn-Catalyzed Nicotinate-Directed Transamidations in Peptide Synthesis

A chemoselective and catalytic transamidation for peptide synthesis is described. Transamidation under Zn catalysis is chemoselectively achieved by amino acid amide/peptidic amide derivatization with a tert-butyl nicotinate (tBu-nic) directing group. The directing group could be easily introduced on protected amino acid amides via Pd-catalyzed amidation with tert-butyl 2-chloronicotinate (tBu-nicCl). Under standard peptide coupling/deprotection conditions, the tBu-nic-equipped amino acid amides proved to be fully inert, allowing them to be easily built-in in complex molecules. The disclosed method was evaluated in the synthesis of diverse dipeptides, in dipeptide segment coupling, in side-chain modification of a solid-supported tetra-/pentapeptide, and in the macrocyclization of a heptapeptide.

Tricomponent Supramolecular Multiblock Copolymers with Tunable Composition via Sequential Seeded Growth

Synthesis of supramolecular block co-polymers (BCP) with small monomers and predictive sequence requires elegant molecular design and synthetic strategies. Herein we report the unparalleled synthesis of tri-component supramolecular BCPs with tunable microstructure by a kinetically controlled sequential seeded supramolecular polymerization of fluorescent π-conjugated monomers. Core-substituted naphthalene diimide (cNDI) derivatives with different core substitutions and appended with β-sheet forming peptide side chains provide perfect monomer design with spectral complementarity, pathway complexity and minimal structural mismatch to synthesize and characterize the multi-component BCPs. The distinct fluorescent nature of various cNDI monomers aids the spectroscopic probing of the seeded growth process and the microscopic visualization of resultant supramolecular BCPs using Structured Illumination Microscopy (SIM). Kinetically controlled sequential seeded supramolecular polymerization presented here is reminiscent of the multi-step synthesis of covalent BCPs via living chain polymerization. These findings provide a promising platform for constructing unique functional organic heterostructures for various optoelectronic and catalytic applications.

Crystal structure and supramolecular arrangement of heterochiral tripeptides

The self-assembly properties of all possible stereoisomers of terminally protected Boc-Val-Phe-Phe-OMe, having sequence homogeneity with Alzheimer's amyloid-beta (Aβ18-20) peptide was investigated. The morphology analysis by field emission scan

Transition-metal ion-mediated morphological transformation of pyridine-based peptide nanostructures

Inspired by natural metallopeptides, we have rationally designed two pyridine-conjugated short peptides. These two peptide conjugates formed a pair of constitutional isomers that helped us describe their structure-function relationship. Both the isomers consisted of an equal number of aromatic amino acid residues, but shuffling was observed in the position of two key amino acids, viz; tyrosine and phenylalanine, which brought a remarkable change in their self-assembling behavior. The presence of specific functional groups and chemical diversity in both conjugates made them very active towards metal coordination. Both the constitutional isomers adopted different pathways of self-assembly, which could be further controlled or transformed by the use of transition metal ions. Interestingly, it was observed that the metal ions could precisely control the morphology of these metallopeptide nanostructures and make them more stable. Therefore, such artificial metallopeptides possess remarkable advantages over the natural counterparts primarily due to their tailor-made chemical structures.

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