Litcius/Paper detail

1,2,3-Triazoles as Biomimetics in Peptide Science

Naima Agouram, El Mestafa El Hadrami, Abdeslem Bentama

2021Molecules86 citationsDOIOpen Access PDF

Abstract

Natural peptides are an important class of chemical mediators, essential for most vital processes. What limits the potential of the use of peptides as drugs is their low bioavailability and enzymatic degradation in vivo. To overcome this limitation, the development of new molecules mimicking peptides is of great importance for the development of new biologically active molecules. Therefore, replacing the amide bond in a peptide with a heterocyclic bioisostere, such as the 1,2,3-triazole ring, can be considered an effective solution for the synthesis of biologically relevant peptidomimetics. These 1,2,3-triazoles may have an interesting biological activity, because they behave as rigid link units, which can mimic the electronic properties of amide bonds and show bioisosteric effects. Additionally, triazole can be used as a linker moiety to link peptides to other functional groups.

Topics & Concepts

BioisostereMoietyPeptidomimeticLinkerChemistryCombinatorial chemistryAmideTriazolePeptideBiological activityPeptide bondRing (chemistry)MoleculeDrug discoveryStereochemistryChemical synthesisOrganic chemistryIn vitroBiochemistryComputer scienceOperating systemClick Chemistry and ApplicationsChemical Synthesis and AnalysisPeptidase Inhibition and Analysis