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A simple stirring allowed the grafting of\n                    <jats:italic>N<\/jats:italic>\n                    \u2010hexyl deoxynojirimycin inhitopes onto their surface by copper\u2010free strain promoted alkyne\u2010azide cycloaddition click reaction. The synthesized iminosugars clusters were tested as multivalent inhibitors of the biologically relevant enzymes \u03b2\u2010glucocerebrosidase and acid \u03b1\u2010glucosidase, involved in Gaucher and Pompe lysosomal storage diseases, respectively. For both enzymes, all the multivalent compounds were more potent than the reference\n                    <jats:italic>N<\/jats:italic>\n                    \u2010hexyl deoxynojirimycin. Remarkably, the final dodecavalent compound proved to be one of the best \u03b2\u2010glucocerebrosidase inhibitors described to date. These cyclotriphosphazene\u2010based deoxynojirimycin dendrimers were then evaluated as pharmacological chaperones against Gaucher disease. Not only did these multivalent constructs cross the cell membranes but they were also able to increase \u03b2\u2010glucocerebrosidase activity in Gaucher cells. Notably, dodecavalent compound allowed a 1.4\u2010fold enzyme activity enhancement at a concentration as low as 100\u2005nM. These new monofluorocyclooctyne\u2010presenting dendrimers may further find numerous applications in the synthesis of multivalent objects for biological and pharmacological purposes.\n                  <\/jats:p>","DOI":"10.1002\/chem.202301210","type":"journal-article","created":{"date-parts":[[2023,6,14]],"date-time":"2023-06-14T06:35:26Z","timestamp":1686724526000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Phosphorus Dendrimers for Metal\u2010Free Ligation: Design of Multivalent Pharmacological Chaperones against Gaucher Disease"],"prefix":"10.1002","volume":"29","author":[{"given":"My Lan","family":"Tran","sequence":"first","affiliation":[{"name":"Universit\u00e9 Paul Sabatier-Toulouse III CNRS SPCMIB UMR5068  118 Route de Narbonne 31062 Toulouse France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Marc","family":"Borie\u2010Guichot","sequence":"additional","affiliation":[{"name":"Universit\u00e9 Paul Sabatier-Toulouse III CNRS SPCMIB UMR5068  118 Route de Narbonne 31062 Toulouse France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Virginie","family":"Garcia","sequence":"additional","affiliation":[{"name":"Institut National de la Sant\u00e9 et de la Recherche M\u00e9dicale (INSERM) UMR1037 Centre de Recherches en Canc\u00e9rologie de Toulouse (CRCT) Universit\u00e9 Paul Sabatier Laboratoire de Biochimie M\u00e9tabolique Institut F\u00e9d\u00e9ratif de Biologie CHU Purpan  31059 Toulouse France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9962-7927","authenticated-orcid":false,"given":"Abdelouahd","family":"Oukhrib","sequence":"additional","affiliation":[{"name":"IMD-Pharma  205 Route de Narbonne 31077 Toulouse CEDEX\u20054 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yves","family":"G\u00e9nisson","sequence":"additional","affiliation":[{"name":"Universit\u00e9 Paul Sabatier-Toulouse III CNRS SPCMIB UMR5068  118 Route de Narbonne 31062 Toulouse France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Thierry","family":"Levade","sequence":"additional","affiliation":[{"name":"Institut National de la Sant\u00e9 et de la Recherche M\u00e9dicale (INSERM) UMR1037 Centre de Recherches en Canc\u00e9rologie de Toulouse (CRCT) Universit\u00e9 Paul Sabatier Laboratoire de Biochimie M\u00e9tabolique Institut F\u00e9d\u00e9ratif de Biologie CHU Purpan  31059 Toulouse France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"St\u00e9phanie","family":"Ballereau","sequence":"additional","affiliation":[{"name":"Universit\u00e9 Paul Sabatier-Toulouse III CNRS SPCMIB UMR5068  118 Route de Narbonne 31062 Toulouse France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7187-8070","authenticated-orcid":false,"given":"C\u00e9dric\u2010Olivier","family":"Turrin","sequence":"additional","affiliation":[{"name":"Laboratoire de Chimie de Coordination du CNRS  205 Route de Narbonne, BP 44099 31077 Toulouse CEDEX\u20054 France"},{"name":"LCC\u2013CNRS Universit\u00e9 de Toulouse, CNRS  31013 Toulouse CEDEX\u20056 France"},{"name":"IMD-Pharma  205 Route de Narbonne 31077 Toulouse CEDEX\u20054 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6313-7392","authenticated-orcid":false,"given":"C\u00e9cile","family":"Dehoux","sequence":"additional","affiliation":[{"name":"Universit\u00e9 Paul Sabatier-Toulouse III CNRS SPCMIB UMR5068  118 Route de Narbonne 31062 Toulouse France"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,8,22]]},"reference":[{"key":"e_1_2_9_1_1","first-page":"2754","volume":"30","author":"Mammen M.","year":"2010","journal-title":"Chem. 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