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

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 peptide...

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Main Authors: Naima Agouram, El Mestafa El Hadrami, Abdeslem Bentama
Format: Article
Language:English
Published: MDPI AG 2021-05-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/10/2937
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author Naima Agouram
El Mestafa El Hadrami
Abdeslem Bentama
author_facet Naima Agouram
El Mestafa El Hadrami
Abdeslem Bentama
author_sort Naima Agouram
collection DOAJ
description 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.
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spelling doaj.art-21e584116a54428997399af62f23f25f2023-11-21T19:50:38ZengMDPI AGMolecules1420-30492021-05-012610293710.3390/molecules261029371,2,3-Triazoles as Biomimetics in Peptide ScienceNaima Agouram0El Mestafa El Hadrami1Abdeslem Bentama2Laboratory of Applied Organic Chemistry, Faculty of Science and Technology, Sidi Mohammed Ben Abdellah University, Immouzer Road, Fez 30050, MoroccoLaboratory of Applied Organic Chemistry, Faculty of Science and Technology, Sidi Mohammed Ben Abdellah University, Immouzer Road, Fez 30050, MoroccoLaboratory of Applied Organic Chemistry, Faculty of Science and Technology, Sidi Mohammed Ben Abdellah University, Immouzer Road, Fez 30050, MoroccoNatural 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.https://www.mdpi.com/1420-3049/26/10/29371,2,3-triazolepeptidomimeticCuAACamide bondclick chemistrybioisostere
spellingShingle Naima Agouram
El Mestafa El Hadrami
Abdeslem Bentama
1,2,3-Triazoles as Biomimetics in Peptide Science
Molecules
1,2,3-triazole
peptidomimetic
CuAAC
amide bond
click chemistry
bioisostere
title 1,2,3-Triazoles as Biomimetics in Peptide Science
title_full 1,2,3-Triazoles as Biomimetics in Peptide Science
title_fullStr 1,2,3-Triazoles as Biomimetics in Peptide Science
title_full_unstemmed 1,2,3-Triazoles as Biomimetics in Peptide Science
title_short 1,2,3-Triazoles as Biomimetics in Peptide Science
title_sort 1 2 3 triazoles as biomimetics in peptide science
topic 1,2,3-triazole
peptidomimetic
CuAAC
amide bond
click chemistry
bioisostere
url https://www.mdpi.com/1420-3049/26/10/2937
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