期刊
TETRAHEDRON LETTERS
卷 52, 期 13, 页码 1411-1414出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.12.025
关键词
PAMAM dendrimer; Copper-free click reaction; Methotrexate
资金
- National Cancer Institute, National Institute of Health [1 R01 CA119409]
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 gamma-azido functionalized methotrexate. The copper-free click reactions were stoichiornetric with excellent yields. (c) 2010 Elsevier Ltd. All rights reserved.
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