2577-41-5

Upstream product

• 1161-13-3 N-Cbz-L-Phe 
• 962-39-0 L-Phenylalanine benzyl ester 
• 2462-32-0 L-phenylalanine benzyl ester hydrochloride 
• 13122-91-3 N-benzyloxycarbonyl-L-phenylalanyl-L-phenylalanine 
• 100-39-0 benzyl bromide 
• 63-91-2 L-phenylalanine 
• 501-53-1 benzyl chloroformate 

Relevant academic research and scientific papers

Catalytic dehydrative peptide synthesis with gem-diboronic acids

Alkane-gem-diboronic acids have emerged as versatile organoboron catalysts for dehydrative amidation of α-Amino acids. A phenol-substituted multiboron catalyst with a B-C-B structure outperformed simple arylboronic acids in the condensation of α-Amino acids with suppressed epimerization of electrophiles. gem-diboronic acid catalysis were compatible with various O, N, and S-functionalized α-Amino acids bearing N-protecting groups including common carbamates used in peptide synthesis (Boc, Cbz, Fmoc). N-Trifluoroacetyl protection enabled an unprecedented catalytic dehydrative peptide synthesis at room temperature. Preliminary mechanistic studies revealed carboxylate-binding nature of gem-diboronic acids, orthogonal to the activation of carboxylic acids by arylboronic acids. The distinctive reactivity of the gem-diboronic acids would open prospects for mild catalytic peptide condensation.

Macrocyclic inhibitors of the PD-1/PD-L1 and CD80(B7-1)/PD-L1 protein/protein interactions

The present disclosure provides novel macrocyclic peptides which inhibit the PD-1/PD-L1 and PD-L1/CD80 protein/protein interaction, and thus are useful for the amelioration of various diseases, including cancer and infectious diseases.

Immunomodulators

The present disclosure provides novel macrocyclic peptides which inhibit the PD-1/PD-L1 and PD-L1/CD80 protein/protein interaction, and thus are useful for the amelioration of various diseases, including cancer and infectious diseases.

SYNTHESIS OF DIAZOKETONES DERIVED FROM α-AMINO ACIDS; PROBLEM OF SIDE REACTIONS

Optimum conditions of synthesis of eight diazoketones derived from optically active N-(t-butyloxycarbonyl)- and N-benzyloxycarbonylamino acids have been described.The problem of formation of by-products during Arndt-Eistert synthesis of β-homoamino acids at the stage of reaction of mixed anhydride with a weak nucleophile-diazomethane - has been discussed.

ENZYMIC SYNTHESIS OF OLIGOPETIDE - VI. THE MECHANISTIC FEATURES OF PEPSIN-CATALYSED PEPTIDE SYNTHESIS

The dipeptide Z-Phe-Phe-OBzl and tripeptide Z-Phe-Phe-Phe-OBzl were synthesized by pepsin catalysis from the incubation of Z-Phe and Phe-OBzl in the reaction solution.The yield ratio of two peptides in relation to reaction time was investigated by HPLC.Another example: The tripeptide Z-Phe-Leu-Phe-OBzl and tetrapeptide Z-Phe-Leu-Phe-Phe-OBzl were also synthesized concurrently from Z-Phe-Leu and Phe-OBzl by pepsin catalysis.These results may have important implication for the transpeptidation of pepsin.But, according to the report of Pellegrini and Luisi, the dipeptide, Z-Ph-Phe-OBzl, synthesized by pepsin catalysis was not contaminated with the tripeptide,Z-Phe-Phe-Phe-OBzl, and the yield was high.In order to investigate the discrepancies between our observation and those reported by Pellegrini and Luisi, a mechanism by which pepsin synthesizes the dipeptide, Z-Phe-Phe-OBzl, and tripeptide, Z-Phe-Phe-Phe-OBzl, is proposed and supporting data demonstrated by HPLC analysis.

ASYMMETRIC TRANSFORMATION OF AMINO ACIDS IN N-SALICYLIDENE AMINO ACYL-L-ISOLEUCINATOCOPPER(II)

A new asymmetric transformation of amino acids was described.Thus, when N-salicylidene-D-alanyl-, D-phenylalanyl-, or D-phenyl-glycyl-L-isoleucinatocopper(II) was incubated at pH 8.5 and 80 deg C, the resulting mixture at equilibrium contained a complex of L-L-dipeptide in the contents of 63-76percent.The epimerization of dipeptides is based on the enhanced activity of N-terminal amino acids through complex formation.