A synthetic encapsulating emulsifier using complex-forming pentacosadiynoyl cyclosophoraoses (cyclic β-(1, 2)-d-glucan)

• Published in: Journal of industrial and engineering chemistry (Seoul, Korea) Vol. 44; pp. 195 - 203
• Main Authors: Kim, Hwanhee, Dindulkar, Someshwar D., Jeong, Daham, Park, Seyeon, Jun, Bong-Hyun, Cho, Eunae, Jung, Seunho
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 25.12.2016; 한국공업화학회
• Subjects: Cyclosophoraoses; Emulsifier; Nanoemulsion; NOESY; Pentacosadiynyl moiety; 화학공학; NOESY; Emulsifier; Cyclosophoraoses; Pentacosadiynyl moiety; Nanoemulsion
• ISSN: 1226-086X; 1876-794X
• DOI: 10.1016/j.jiec.2016.08.032

[Display omitted] •A new pentacosadiynoyl cyclosophoraoses (P-Cys) were synthesized using a biosourced cyclooligosaccharides with complexation capacity.•NOESY showed the switchable characteristics of pentacosadiynoyl moiety in P-Cys depending on the external lipophilicity.•P-Cys functioned as a green emulsifier as well as an effective encapsulator of the lipophilic dye, Sudan III. A new pentacosadiynoyl cyclosophoraose (P-Cys) was synthesized using a biosourced cyclooligosaccharide with intrinsic complexation capacity. NOESY analysis revealed that switchable molecular behavior of pentacosadiynoyl moiety attached to P-Cys was dependent on the external lipophilicity. Both encapsulation by cyclosophoraose and switchable emulsification by pentacosadiynoyl moiety in P-Cys make it possible to finely formulate a nanoemulsion state for an external hydrophobic guest molecule like Sudan III. Various physicochemical properties of the emulsions of P-Cys were investigated using TEM and DLS. The results indicate that P-Cys is a useful potential platform for the encapsulating emulsification of bioactive molecules for cosmetic and pharmaceutical applications.