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Bola‐Amphiphilic Glycodendrimers: New Carbohydrate‐Mimicking Scaffolds to Target Carbohydrate‐Binding Proteins
Author(s) -
Zhang Wenzheng,
Dhumal Dinesh,
Zhu Xiaolei,
Ralahy Brigino,
EllertMiklaszewska Aleksandra,
Wu Jing,
Laurini Erik,
Yao YiWen,
Kao ChaiLin,
Iovanna Juan L.,
Pricl Sabrina,
Kaminska Bozena,
Xia Yi,
Peng Ling
Publication year - 2022
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202201400
Subject(s) - dendrimer , amphiphile , chemistry , mannose , carbohydrate , biochemistry , glycobiology , glycopolymer , drug delivery , cooperativity , glycoprotein , glycan , polymer , organic chemistry , copolymer
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.