116366-32-6

Upstream product

• 540-88-5 acetic acid tert-butyl ester 
• 949-99-5 4-nitro-3-phenyl-L-alanine 
• 33305-77-0 Boc-Phe(p-NO₂)-OH 
• 95753-55-2 N-α-FMOC-4-nitro-L-phenylalanine 
• 381222-37-3 (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(4-nitrophenyl)propionic acid tert-butyl ester 
• 116366-27-9 (S)-N-[(tert-butyloxy)carbonyl]-[4-nitrophenyl]alanine tert-butyl ester 

Downstream Products

• 873686-85-2 C₂₃H₃₀F₃N₅O₄ 
• 869882-64-4 C₂₁H₂₈N₆O₆ 
• 1207346-26-6 4-amino-L-phenylalanine 1,1-dimethylethyl ester 
• 145037-70-3 N-BOC-L-pipecolyl-L-p-nitrophenylalanine tert-butyl ester 
• 145037-71-4 L-pipecolyl-L-p-nitrophenylalanine tert-butyl ester 
• 320782-46-5 tert-butyl tert-butyloxycarbonyl-L-phenylalanyl-L-4-aminophenylalaninate 

Relevant academic research and scientific papers

Efficient Synthesis of a Family of Bifunctional Chelators Based on the PCTA[12] Macrocycle Suitable for Bioconjugation

PCTA[12] is a 12-membered tetraaza-macrocyclic ligand that incorporates a pyridine unit within the macrocyclic ring and three acetate pendant arms. Unlike DOTA and NOTA chelators, PCTA is a recent entry to the field of macrocyclic polyaminocarboxylate ligands available to complex a variety of M2+/M3+ ions for biomedical applications such as diagnostic and radiotherapeutic. Despite the promising properties of its chelates, only a few of bifunctional chelating agents (BFCAs) derived from PCTA have been described so far. Based on our very recent methodology for the preparation of PCTA[12] itself, we report here the efficient synthesis of several BFCAs derived from PCTA bearing a free reactive function group, mainly devoted to conjugation purposes: ester, carboxylic acid, alcohol, aliphatic amine, aromatic amine, maleimide, bromo or azide functions. These functions were introduced either on the 4-position of the pyridine ring or on the methylene carbon atom of the central acetate chelating arm, while keeping the three carboxylate groups available for metal chelation. Moreover, two of these BFCAs-PCTA were used for conjugation with a tetrapeptide (cholecystokinin analogue), a bioactive molecule (biotin), or a solid support (silica gel).

Recoverable Dendritic Phase-Transfer Catalysts that Contain (+)-Cinchonine-Derived Ammonium Salts

Four new phosphorus dendrimeric phase-transfer catalysts are prepared that contain 12 (+)-cinchoninium salts on the surface obtained by the quaternisation of the quinuclidinic N atom. The asymmetric alkylation of a glycinate Schiff base with benzyl bromide is used as a benchmark reaction, and the dendrimeric catalyst that contains an allyl group on the O-9 hydroxy group of the cinchonine units is the most active. The recovery and reuse of the catalyst are possible for five consecutive runs without loss of activity and with only a slight decrease in enantioselectivity. If other electrophiles are used, substituted benzyl bromides give better results than other activated alkyl bromides to afford the corresponding R amino acid derivatives. A comparison of these results with those reported previously for similar cinchoninium salts shows that dendrimers could be a better support than other polymers for this type of organocatalysis.

Toward a rational design of peptide inhibitors of ribonucleotide reductase: Structure-function and modeling studies

Mammalian ribonucleotide reductase, a chemotherapeutic target, has two subunits, mR1 and mR2, and is inhibited by AcF1TLDADF7, denoted P7. P7 corresponds to the C-terminus of mR2 and competes with mR2 for binding to mR1. We report re