Abstract
Saccharide as well as peptide antennae have been efficiently appended to the primary hydroxy 1 rim of the ß-CD core through thiourea tethers. The synthetic strategy involves the coupling reaction of glycosyl or peptide isothiocyanates with amine funtionalized ß-CDs and has been applied to the preparation of mono- as well as heptavalent derivatives. The new conjugates exhibited a dramatic increase in water solubility as compared to ß-CD itself while retaining the inclusion properties towards the anticancer drug Taxotère®.
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References
K. Chmurski, K., Defaye, J., (1997) An improved synthesis of 6-deoxyhalo cyclodextrins via halomethylenemorpholinium halides Vilsmeier-Haack t ype reagents, Tetrahedron Lett., 38, 7365–7368.
García Fernández, J.M., Ortiz Mellet, C, Maciejewski, S., Defaye, J. (1996) Thioureido ß-cyclodextrins as molecular carriers, Chem. Commun., 2741–2742.
García Fernández, J.M., Ortiz Mellet, C. (1996) The thiocarbonyl group in carbohydrate chemistry, Sulfur Rep. 79, 61–169.
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© 1999 Springer Science+Business Media Dordrecht
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Mellet, C.O., Fernandez, J.M.G., Benito, J.M., Law, H., Chmurski, K., Defaye, J. (1999). Thiourea-Bridged ß-Cyclodextrin Conjugates. In: Labandeira, J.J.T., Vila-Jato, J.L. (eds) Proceedings of the Ninth International Symposium on Cyclodextrins. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-4681-4_17
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DOI: https://doi.org/10.1007/978-94-011-4681-4_17
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