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Molecules 2018, 23(1), 90; doi:10.3390/molecules23010090

Biotinylated Cyclooligosaccharides for Paclitaxel Solubilization

1
Institute for Ubiquitous Information Technology and Applications (UBITA) & Center for Biotechnology Research in UBITA (CBRU), Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, Korea
2
Department of Bioscience and Biotechnology, Microbial Carbohydrate Resource Bank (MBRC) & Center for Biotechnology Research in UBITA (CBRU), Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, Korea
*
Author to whom correspondence should be addressed.
Received: 17 November 2017 / Revised: 22 December 2017 / Accepted: 28 December 2017 / Published: 2 January 2018
(This article belongs to the Special Issue Polysaccharide-based Materials)
View Full-Text   |   Download PDF [1967 KB, uploaded 2 January 2018]   |  

Abstract

The poor water solubility of paclitaxel causes significant problems in producing cancer therapeutic formulations. Here, we aimed to solubilize paclitaxel using biocompatible cyclic carbohydrates. Generally recognized as safe, labeled β-cyclodextrin (β-CD), a cyclic α-1,4-glucan consisting of seven glucoses, was prepared, and bio-sourced cyclosophoraoses (CyS), which are unbranched cyclic β-1,2-glucans with 17–23 glucose units, were purified using various chromatographic methods from Rhizobium leguminosarum cultural broth. For effective targeting, CyS and β-CD were modified with a biotinyl moiety in a reaction of mono-6-amino CyS and mono-6-amino-β-CD with N-hydroxysuccinimide ester of biotinamidohexanoic acid. Interestingly, the aqueous solubility of paclitaxel was enhanced 10.3- and 3.7-fold in the presence of biotinyl CyS and biotinyl β-CD, respectively. These findings suggest that biotin-appended cyclooligosaccharides can be applied to improve the delivery of paclitaxel. View Full-Text
Keywords: solubilization; cyclooligosaccharide; paclitaxel; biotin solubilization; cyclooligosaccharide; paclitaxel; biotin
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Cho, E.; Jung, S. Biotinylated Cyclooligosaccharides for Paclitaxel Solubilization. Molecules 2018, 23, 90.

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