105224-79-1

Upstream product

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 7625-57-2 methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)acetate 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 117368-00-0 Bnpeoc-Ala-Phe-Gly-OMe 
• 5037-75-2 cyclo(Gly-Phe) 
• 66876-64-0 Boc-Phe-Phe-Gly-OMe 

Relevant academic research and scientific papers

Investigations of metal-coordinated peptides as supramolecular synthons

This article describes the synthesis and controlled assembly of four model biological-hybrid scaffolds via coordination of a metal complex to four new tripeptides. Each model tripeptide investigated has either a central pyridyl glycyl or a pyridyl alanyl

Synthesis and conformational studies of peptidomimetics containing a carbocyclic 1,3-diacid

A rigid carbocyclic scaffold comprising of an all-cis 4,5-dihydroxy-1,3-cyclopentanedicarboxylic acid is developed. Attachment of peptide strands to the carboxylic groups of this novel template led to the peptidomimetics 2 and 3. Conformational analysis by circular dichroism and NMR studies revealed that these molecules adopt a unique folded structure in nonpolar solvent involving intramolecular hydrogen bonding between PheNH of one strand and LeuC=O (in 2) or GlyC=O (in 3) of the other strand. This structure is very different from the structures observed earlier in their sugar counterparts (1). The paper describes in detail the synthesis and structural studies of compounds 2 and 3.

Investigating Bicyclobutane-Triazolinedione Cycloadditions as a Tool for Peptide Modification

Acyl bicyclobutanes are shown to engage in strain-promoted cycloaddition reactions with a diverse array of triazolinedione reagents. The synthesis of an orthogonally protected urazole building block enabled the facile preparation of amino acid- and peptid

Synthesis and Analysis of Natural-Product-Like Macrocycles by Tandem Oxidation/Oxa-Conjugate Addition Reactions

As traditional small-molecule drug discovery programs focus on a relatively narrow range of chemical space, most human proteins are viewed as unreachable targets. Consequently, there is a strong interest in expanding the chemical space in drug discovery b

A general method for the facile synthesis of optically active 2-substituted piperazines via functionalized 2,5-diketopiperazines

Upon utilization of some common methods described in the literature for the synthesis of chiral, 2-substituted 2,5-diketopiperazines, extensive racemization was observed. Further investigation showed that heating in the presence of a mild base racemized the chiral center in the product diketopiperazines. A generalized, readily scalable route was sought and, after investigating the effect of base and temperature, conditions were identified that promoted cyclization without erosion of enantiomeric excess. An array of functionalization was tolerated and this procedure serves as a useful and reliable method for the facile synthesis of this important class of compounds.

Isolation, structure and synthesis of mahafacyclin B, a cyclic heptapeptide from the latex of Jatropha mahafalensis

The isolation, structure and synthesis of mahafacyclin B, a cyclic heptapeptide from the latex of Jatropha mahafalensis was discussed. The structure was elucidated by chemical degradation, tendem mass spectrometry, homo- and heteronuclear NMR experiments

Formyl peptide chemoattractants. Synthesis and chemotactic activity.

The tetrapeptides CHO-Met-Leu-Phe-CO-NH-(CH2)n-COOMe (n = 1-5) have been synthesized. These peptides containing an omega-amino acid residue in position 4 exhibit a very high chemotactic activity. Like the chemotactic peptide CHO-Met-Leu-Phe-OMe, these tet