55478-15-4

Upstream product

• 3744-87-4 Boc-(R)-Ala 
• 15761-38-3 L-N-Boc-Ala 
• 1155373-71-9 C₁₉H₂₄N₂O₇ 
• 1155373-72-0 C₁₉H₂₄N₂O₇ 
• 80182-99-6 β-hydroxyphenylalanine methyl ester hydrochloride 
• 100-52-7 benzaldehyde 
• 69-96-5 Phenylserin 
• 74805-42-8 N-carboxy-α-dehydrophenylalanine anhydride 
• 83791-32-6 N-carboxy dehydrophenylalanine anhydride 

Downstream Products

• 123975-72-4 Boc-L-Leu-L-Ala-L-Phe-OMe 
• 123975-72-4 Boc-L-Leu-L-Ala-D-Phe-OMe 
• 119767-95-2 Boc-L-Leu-L-Ala-(Z)-ΔPhe-OMe 
• 119767-95-2 Boc-L-A-ΔF-OMe 
• 119767-95-2 Boc-(D)-L-A-ΔF-OMe 
• 119767-95-2 Boc-L-(D)-A-Φ-OMe 

Relevant academic research and scientific papers

Cyclizing pentapeptides: Mechanism and application of dehydrophenylalanine as a traceless turn-inducer

Dehydrophenylalanine is used as a traceless turn-inducer in the total synthesis of dichotomin E. Macrocyclization of the monomer is achieved in high yields and selectivity over cyclodimerization under conditions 100 times more concentrated than previously achieved. The enamide facilitates ring closing, and Rh-catalyzed hydrogenation of the unsaturated cyclic peptide results in selective formation of the natural product or its epimer, depending on our choice of phosphine ligand. NMR analysis and molecular modeling revealed that the linear peptide adopts a left-handed α-turn that preorganizes the N- and C-termini toward macrocyclization.

New self-assembled supramolecular hydrogels based on dehydropeptides

Supramolecular hydrogels rely on small molecules that self-assemble in water as a result of the cooperative effect of several relatively weak intermolecular interactions. Peptide-based low molecular weight hydrogelators have attracted enormous interest ow

Stereoselective syntheses of (E)-α,β-didehydroamino acid and peptide containing its residue utilizing oxazolidinone derivative

Reaction of methyl N-Boc-N-phenoxycarbonylglycinate with various aldehydes afforded the corresponding cis-4,5-oxazolidinone derivatives, which were effectively converted to (E)-α,β-didehydroamino acids by means of a base. Furthermore, N-deprotection of the oxazolidinone derivatives and subsequent coupling reaction with Boc-amino acid furnished the corresponding dipeptides, which were transformed to dipeptide containing α,α- didehydroamino acid with high E selectivity.

Correlation between the Configurational Structure and the Asymmetric Hydrogenation of Δ1-, Δ2-, and Δ3-Dehydrotripeptides

The heterogeneous catalytic hydrogenation of Δ1-dehydrotripeptides (Δ1-DHP), which have a β-turn structure, was carried out to give the corresponding tripeptides indicative of the very large diastereomeric excess, comparing with thos

Syntheses and Separations of Diastereomers of Protected-Δ1-, Δ2-, and Δ3-Dehydrotripeptides

Total eighteen kinds of Δ1-, Δ2-, and Δ3-dehydrotripeptides (DHP) containing of a ΔPhe and two chiral α-amino acid residues were synthesized and the diastereomeric mixture of DHP were subjected to the HPLC separation.From the results and the 1H NMR spectral data, it was found to be significant relationship between the separation and the conformational structure of DHP.