Synthesis, Characterization, and Retinol Stabilization of Fatty Amide-β-cyclodextrin Conjugates
AbstractAmphiphilic cyclodextrin (CD) has been the object of growing scientific attention because of its two recognition sites, the cavity and the apolar heart, formed by self-assembly. In the present study, mono[6-deoxy-6-(octadecanamido)]-β-CD and mono[6-deoxy-6-(octadecenamido)]-β-CD were successfully synthesized by reacting mono-6-amino-6-deoxy-β-CD with N-hydroxysuccinimide esters of corresponding fatty acids in DMF. The structures were analyzed using nuclear magnetic resonance spectroscopy and mass spectrometry. The amphiphilic β-CDs were able to form self-assembled nano-vesicles in water, and the supramolecular architectures were characterized using fluorescence spectroscopy, dynamic light scattering, and transmission electron microscopy. Using the cavity-type nano-vesicles, all-trans-retinol was efficiently encapsulated; it was then stabilized against the photo-degradation. Therefore, the present fatty amide-β-CD conjugate will be a potential molecule for carrier systems in cosmetic and pharmaceutical applications. View Full-Text
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Kim, H.; Hu, Y.; Jeong, D.; Jun, B.-H.; Cho, E.; Jung, S. Synthesis, Characterization, and Retinol Stabilization of Fatty Amide-β-cyclodextrin Conjugates. Molecules 2016, 21, 963.
Kim H, Hu Y, Jeong D, Jun B-H, Cho E, Jung S. Synthesis, Characterization, and Retinol Stabilization of Fatty Amide-β-cyclodextrin Conjugates. Molecules. 2016; 21(7):963.Chicago/Turabian Style
Kim, Hwanhee; Hu, Yiluo; Jeong, Daham; Jun, Bong-Hyun; Cho, Eunae; Jung, Seunho. 2016. "Synthesis, Characterization, and Retinol Stabilization of Fatty Amide-β-cyclodextrin Conjugates." Molecules 21, no. 7: 963.
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