Design of α/β-Hybrid Peptide Ligands of α4β1 Integrin Equipped with a Linkable Side Chain for Chemoselective Biofunctionalization of Microstructured Materials

Arg-Gly-Asp (RGD)-binding integrins, e.g., αvβ3, αvβ1, αvβ5 integrins, are currently regarded as privileged targets for the delivery of diagnostic and theranostic agents, especially in cancer treatment. In contrast, scarce attention has been paid so far to the diagnostic opportunities promised by in...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Michele Anselmi, Monica Baiula, Federica Santino, Junwei Zhao, Santi Spampinato, Natalia Calonghi, Luca Gentilucci
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	inflammation allergy α4β1 integrin hybrid α/β peptide monolayer zeolite Biology (General) QH301-705.5
Acceso en línea:	https://doaj.org/article/faf7fdc793aa4313b46478b618b4081c
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:faf7fdc793aa4313b46478b618b4081c
record_format	dspace
spelling	oai:doaj.org-article:faf7fdc793aa4313b46478b618b4081c2021-11-25T16:51:36ZDesign of α/β-Hybrid Peptide Ligands of α4β1 Integrin Equipped with a Linkable Side Chain for Chemoselective Biofunctionalization of Microstructured Materials10.3390/biomedicines91117372227-9059https://doaj.org/article/faf7fdc793aa4313b46478b618b4081c2021-11-01T00:00:00Zhttps://www.mdpi.com/2227-9059/9/11/1737https://doaj.org/toc/2227-9059Arg-Gly-Asp (RGD)-binding integrins, e.g., αvβ3, αvβ1, αvβ5 integrins, are currently regarded as privileged targets for the delivery of diagnostic and theranostic agents, especially in cancer treatment. In contrast, scarce attention has been paid so far to the diagnostic opportunities promised by integrins that recognize other peptide motifs. In particular, α4β1 integrin is involved in inflammatory, allergic, and autoimmune diseases, therefore, it represents an interesting therapeutic target. Aiming at obtaining simple, highly stable ligands of α4β1 integrin, we designed hybrid α/β peptidomimetics carrying linkable side chains for the expedient functionalization of biomaterials, nano- and microparticles. We identified the prototypic ligands MPUPA-(<i>R</i>)-isoAsp(NHPr)-Gly-OH (<b>12</b>) and MPUPA-Dap(Ac)-Gly-OH (<b>13</b>) (MPUPA, methylphenylureaphenylacetic acid; Dap, 2,3-diamino propionic acid). Modification of <b>12</b> and <b>13</b> by introduction of flexible linkers at isoAsp or Dap gave <b>49</b> and <b>50</b>, respectively, which allowed for coating with monolayers (ML) of flat zeolite crystals. The resulting peptide–zeolite MLs were able to capture selectively α4β1 integrin-expressing cells. In perspective, the α4β1 integrin ligands identified in this study can find applications for preparing biofunctionalized surfaces and diagnostic devices to control the progression of α4β1 integrin-correlated diseases.Michele AnselmiMonica BaiulaFederica SantinoJunwei ZhaoSanti SpampinatoNatalia CalonghiLuca GentilucciMDPI AGarticleinflammationallergyα4β1 integrinhybrid α/β peptidemonolayerzeoliteBiology (General)QH301-705.5ENBiomedicines, Vol 9, Iss 1737, p 1737 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	inflammation allergy α4β1 integrin hybrid α/β peptide monolayer zeolite Biology (General) QH301-705.5
spellingShingle	inflammation allergy α4β1 integrin hybrid α/β peptide monolayer zeolite Biology (General) QH301-705.5 Michele Anselmi Monica Baiula Federica Santino Junwei Zhao Santi Spampinato Natalia Calonghi Luca Gentilucci Design of α/β-Hybrid Peptide Ligands of α4β1 Integrin Equipped with a Linkable Side Chain for Chemoselective Biofunctionalization of Microstructured Materials
description	Arg-Gly-Asp (RGD)-binding integrins, e.g., αvβ3, αvβ1, αvβ5 integrins, are currently regarded as privileged targets for the delivery of diagnostic and theranostic agents, especially in cancer treatment. In contrast, scarce attention has been paid so far to the diagnostic opportunities promised by integrins that recognize other peptide motifs. In particular, α4β1 integrin is involved in inflammatory, allergic, and autoimmune diseases, therefore, it represents an interesting therapeutic target. Aiming at obtaining simple, highly stable ligands of α4β1 integrin, we designed hybrid α/β peptidomimetics carrying linkable side chains for the expedient functionalization of biomaterials, nano- and microparticles. We identified the prototypic ligands MPUPA-(<i>R</i>)-isoAsp(NHPr)-Gly-OH (<b>12</b>) and MPUPA-Dap(Ac)-Gly-OH (<b>13</b>) (MPUPA, methylphenylureaphenylacetic acid; Dap, 2,3-diamino propionic acid). Modification of <b>12</b> and <b>13</b> by introduction of flexible linkers at isoAsp or Dap gave <b>49</b> and <b>50</b>, respectively, which allowed for coating with monolayers (ML) of flat zeolite crystals. The resulting peptide–zeolite MLs were able to capture selectively α4β1 integrin-expressing cells. In perspective, the α4β1 integrin ligands identified in this study can find applications for preparing biofunctionalized surfaces and diagnostic devices to control the progression of α4β1 integrin-correlated diseases.
format	article
author	Michele Anselmi Monica Baiula Federica Santino Junwei Zhao Santi Spampinato Natalia Calonghi Luca Gentilucci
author_facet	Michele Anselmi Monica Baiula Federica Santino Junwei Zhao Santi Spampinato Natalia Calonghi Luca Gentilucci
author_sort	Michele Anselmi
title	Design of α/β-Hybrid Peptide Ligands of α4β1 Integrin Equipped with a Linkable Side Chain for Chemoselective Biofunctionalization of Microstructured Materials
title_short	Design of α/β-Hybrid Peptide Ligands of α4β1 Integrin Equipped with a Linkable Side Chain for Chemoselective Biofunctionalization of Microstructured Materials
title_full	Design of α/β-Hybrid Peptide Ligands of α4β1 Integrin Equipped with a Linkable Side Chain for Chemoselective Biofunctionalization of Microstructured Materials
title_fullStr	Design of α/β-Hybrid Peptide Ligands of α4β1 Integrin Equipped with a Linkable Side Chain for Chemoselective Biofunctionalization of Microstructured Materials
title_full_unstemmed	Design of α/β-Hybrid Peptide Ligands of α4β1 Integrin Equipped with a Linkable Side Chain for Chemoselective Biofunctionalization of Microstructured Materials
title_sort	design of α/β-hybrid peptide ligands of α4β1 integrin equipped with a linkable side chain for chemoselective biofunctionalization of microstructured materials
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/faf7fdc793aa4313b46478b618b4081c
work_keys_str_mv	AT micheleanselmi designofabhybridpeptideligandsofa4b1integrinequippedwithalinkablesidechainforchemoselectivebiofunctionalizationofmicrostructuredmaterials AT monicabaiula designofabhybridpeptideligandsofa4b1integrinequippedwithalinkablesidechainforchemoselectivebiofunctionalizationofmicrostructuredmaterials AT federicasantino designofabhybridpeptideligandsofa4b1integrinequippedwithalinkablesidechainforchemoselectivebiofunctionalizationofmicrostructuredmaterials AT junweizhao designofabhybridpeptideligandsofa4b1integrinequippedwithalinkablesidechainforchemoselectivebiofunctionalizationofmicrostructuredmaterials AT santispampinato designofabhybridpeptideligandsofa4b1integrinequippedwithalinkablesidechainforchemoselectivebiofunctionalizationofmicrostructuredmaterials AT nataliacalonghi designofabhybridpeptideligandsofa4b1integrinequippedwithalinkablesidechainforchemoselectivebiofunctionalizationofmicrostructuredmaterials AT lucagentilucci designofabhybridpeptideligandsofa4b1integrinequippedwithalinkablesidechainforchemoselectivebiofunctionalizationofmicrostructuredmaterials
_version_	1718412934998130688

Design of α/β-Hybrid Peptide Ligands of α4β1 Integrin Equipped with a Linkable Side Chain for Chemoselective Biofunctionalization of Microstructured Materials

Ejemplares similares