ArticleTetrahedron letters2011
Copper-free click conjugation of methotrexate to a PAMAM dendrimer platform.
Article in Tetrahedron letters, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Poly(amidoamine) dendrimer-methotrexate conjugates: the mechanism of interaction with folate binding protein.Molecular pharmaceutics · 2014Article
- Avidity mechanism of dendrimer-folic acid conjugates.Molecular pharmaceutics · 2014Article
- A homologation approach to the synthesis of difluorinated cycloalkynes.Organic letters · 2014Article
- Copper-granule-catalyzed microwave-assisted click synthesis of polyphenol dendrimers.The Journal of organic chemistry · 2013Article
- Multi-Functionalization of Polymers by Strain-Promoted Cycloadditions.Macromolecules · 2013Article
- Avidity modulation of folate-targeted multivalent dendrimers for evaluating biophysical models of cancer targeting nanoparticles.ACS chemical biology · 2013Article
- Design and in vitro validation of multivalent dendrimer methotrexates as a folate-targeting anticancer therapeutic.Current pharmaceutical design · 2013Article
- Post-assembly functionalization of organoplatinum(II) metallacycles via copper-free click chemistry.Journal of the American Chemical Society · 2012Article
- Polyvalent dendrimer-methotrexate as a folate receptor-targeted cancer therapeutic.Molecular pharmaceutics · 2012Article
- The facile synthesis of multifunctional PAMAM dendrimer conjugates through copper-free click chemistry.Bioorganic & medicinal chemistry letters · 2012Article
- Article
Corrections and comments
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Authors and funding
6 authors.
Funding
Abstract
The synthesis of a generation 5 (G5) poly(amidoamine) (PAMAM) dendrimer platform having cyclooctyne ligands that were subsequently be used for a copper-free Huisgen 1,3-dipolar cycloaddition (click reaction) with azido modified methotrexate is described. The G5 PAMAM dendrimer was first partially (70%) acetylated and then coupled with 20 cyclooctyne ligands through amide bonds. The remaining primary amine groups on the dendrimer surface were neutralized by acetylation. The platform was then "clicked" with different numbers (5, 10, and 17) of γ-azido functionalized methotrexate. The copper-free click reactions were stoichiometric with excellent yields.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.