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Bola‐Amphiphilic Glycodendrimers: New Carbohydrate‐Mimicking Scaffolds to Target Carbohydrate‐Binding Proteins

Dendrimers are appealing scaffolds for creating carbohydrate mimics with unique multivalent cooperativity. We report here novel bola‐amphiphilic glycodendrimers bearing mannose and glucose terminals, and a hydrophobic thioacetal core responsive to reactive oxygen species. The peculiar bola‐amphiphil...

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Autores principales: Zhang, Wenzheng, Dhumal, Dinesh, Zhu, Xiaolei, Ralahy, Brigino, Ellert‐Miklaszewska, Aleksandra, Wu, Jing, Laurini, Erik, Yao, Yi‐Wen, Kao, Chai‐Lin, Iovanna, Juan L., Pricl, Sabrina, Kaminska, Bozena, Xia, Yi, Peng, Ling
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9804701/
https://www.ncbi.nlm.nih.gov/pubmed/35820051
http://dx.doi.org/10.1002/chem.202201400
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author Zhang, Wenzheng
Dhumal, Dinesh
Zhu, Xiaolei
Ralahy, Brigino
Ellert‐Miklaszewska, Aleksandra
Wu, Jing
Laurini, Erik
Yao, Yi‐Wen
Kao, Chai‐Lin
Iovanna, Juan L.
Pricl, Sabrina
Kaminska, Bozena
Xia, Yi
Peng, Ling
author_facet Zhang, Wenzheng
Dhumal, Dinesh
Zhu, Xiaolei
Ralahy, Brigino
Ellert‐Miklaszewska, Aleksandra
Wu, Jing
Laurini, Erik
Yao, Yi‐Wen
Kao, Chai‐Lin
Iovanna, Juan L.
Pricl, Sabrina
Kaminska, Bozena
Xia, Yi
Peng, Ling
author_sort Zhang, Wenzheng
collection PubMed
description Dendrimers are appealing scaffolds for creating carbohydrate mimics with unique multivalent cooperativity. We report here novel bola‐amphiphilic glycodendrimers bearing mannose and glucose terminals, and a hydrophobic thioacetal core responsive to reactive oxygen species. The peculiar bola‐amphiphilic feature enabled stronger binding to lectin compared to conventional amphiphiles. In addition, these dendrimers are able to target mannose receptors and glucose transporters expressed at the surface of cells, thus allowing effective and specific cellular uptake. This highlights their great promise for targeted delivery.
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spelling pubmed-98047012023-01-06 Bola‐Amphiphilic Glycodendrimers: New Carbohydrate‐Mimicking Scaffolds to Target Carbohydrate‐Binding Proteins Zhang, Wenzheng Dhumal, Dinesh Zhu, Xiaolei Ralahy, Brigino Ellert‐Miklaszewska, Aleksandra Wu, Jing Laurini, Erik Yao, Yi‐Wen Kao, Chai‐Lin Iovanna, Juan L. Pricl, Sabrina Kaminska, Bozena Xia, Yi Peng, Ling Chemistry Research Articles Dendrimers are appealing scaffolds for creating carbohydrate mimics with unique multivalent cooperativity. We report here novel bola‐amphiphilic glycodendrimers bearing mannose and glucose terminals, and a hydrophobic thioacetal core responsive to reactive oxygen species. The peculiar bola‐amphiphilic feature enabled stronger binding to lectin compared to conventional amphiphiles. In addition, these dendrimers are able to target mannose receptors and glucose transporters expressed at the surface of cells, thus allowing effective and specific cellular uptake. This highlights their great promise for targeted delivery. John Wiley and Sons Inc. 2022-08-26 2022-10-18 /pmc/articles/PMC9804701/ /pubmed/35820051 http://dx.doi.org/10.1002/chem.202201400 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
Zhang, Wenzheng
Dhumal, Dinesh
Zhu, Xiaolei
Ralahy, Brigino
Ellert‐Miklaszewska, Aleksandra
Wu, Jing
Laurini, Erik
Yao, Yi‐Wen
Kao, Chai‐Lin
Iovanna, Juan L.
Pricl, Sabrina
Kaminska, Bozena
Xia, Yi
Peng, Ling
Bola‐Amphiphilic Glycodendrimers: New Carbohydrate‐Mimicking Scaffolds to Target Carbohydrate‐Binding Proteins
title Bola‐Amphiphilic Glycodendrimers: New Carbohydrate‐Mimicking Scaffolds to Target Carbohydrate‐Binding Proteins
title_full Bola‐Amphiphilic Glycodendrimers: New Carbohydrate‐Mimicking Scaffolds to Target Carbohydrate‐Binding Proteins
title_fullStr Bola‐Amphiphilic Glycodendrimers: New Carbohydrate‐Mimicking Scaffolds to Target Carbohydrate‐Binding Proteins
title_full_unstemmed Bola‐Amphiphilic Glycodendrimers: New Carbohydrate‐Mimicking Scaffolds to Target Carbohydrate‐Binding Proteins
title_short Bola‐Amphiphilic Glycodendrimers: New Carbohydrate‐Mimicking Scaffolds to Target Carbohydrate‐Binding Proteins
title_sort bola‐amphiphilic glycodendrimers: new carbohydrate‐mimicking scaffolds to target carbohydrate‐binding proteins
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9804701/
https://www.ncbi.nlm.nih.gov/pubmed/35820051
http://dx.doi.org/10.1002/chem.202201400
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