Search results for "phosphonopeptides"

showing 2 items of 2 documents

Michael additions to double bonds of esters of N-protected (s)-phenylalanyldehydroalanine (X-(s)-Phe-ΔAla-OMe) and its phosphonic acid counterpart (X…

2017

Electrophilic addition of amines, thiols and bromide to the double bonds of model dehydrodipeptides and dehydrophosphonodipeptide was studied. The double bond in these two classes of peptides reacted similarly and gave the same products. These results indicate that dehydropeptides are very good candidates as substrates for modifications of peptide side-chains.

chemistry.chemical_classificationphosphonopeptidesdehydrodipeptidesDouble bond010405 organic chemistryElectrophilic additionOrganic Chemistry010402 general chemistry01 natural sciencesBiochemistryMedicinal chemistry0104 chemical sciencesInorganic Chemistrychemistry.chemical_compoundchemistryBromideMichael additionMichael reactiondehydrophosphonodipeptides
researchProduct

Synthesis of Hybrid Tripeptide Peptidomimetics Containing Dehydroamino Acid and Aminophosphonic Acid in the Chain and Evaluation of Their Activity to…

2021

Synthesis of a new group of hybrid phosphonodehydropeptides composed of glycyl-(Z)-dehydrophenylalanine and structurally variable aminophosphonates alongside with investigations of their activity towards cathepsin C are presented. Obtained results suggest that the introduction of (Z)- dehydrophenylalanine residue into the short phosphonopeptide chain does induce the ordered conformation. Investigated peptides appeared to act as weak or moderate inhibitors of cathepsin C.

phosphonopeptidesmolecular modelingMolecular ConformationBioengineeringGeneral ChemistryGeneral MedicineBiochemistryCathepsin Cdehydropeptidesstructure-activity relationinhibitorsMolecular MedicinePeptidomimeticsDPPIPeptidesMolecular BiologyChemistry & Biodiversity
researchProduct