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Efficient solid-phase synthesis of a series of cyclic and linear peptoid-dexamethasone conjugates for the cell permeability studies

Title
Efficient solid-phase synthesis of a series of cyclic and linear peptoid-dexamethasone conjugates for the cell permeability studies
Authors
Cho S.Choi J.Kim A.Lee Y.Kwon Y.-U.
Ewha Authors
권용억
SCOPUS Author ID
권용억scopus
Issue Date
2010
Journal Title
Journal of Combinatorial Chemistry
ISSN
1520-4766JCR Link
Citation
vol. 12, no. 3, pp. 321 - 326
Indexed
SCOPUS WOS scopus
Abstract
Cyclic peptides and their cyclic analogs have received a great deal of attention because of their numerous interesting biological activities and their challenging chemical synthesis. It has also been hypothesized that they might improve the cell permeability compared to linear molecules by providing internal hydrogen bonding and generally decreasing the conformational flexibility. In this study, a series of cyclic and linear peptoid-dexamethasone conjugates were rationally designed and efficiently synthesized on solid-phase for systematic cell permeability studies using reporter gene-based assays. These model compounds should be used to reveal how the cell permeability of cyclic molecules is affected by several physicochemical properties, especially, the reduced conformational flexibility and the ring size. In addition, the synthetic strategy that was adopted in this study can also provide a robust platform for postchemical modifications of various molecular scaffolds in solid-phase or solution-phase syntheses. © 2010 American Chemical Society.
DOI
10.1021/cc9001857
Appears in Collections:
자연과학대학 > 화학·나노과학전공 > Journal papers
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