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Disclosing the distinct interfacial behaviors of structurally and configurationally diverse triazologlycolipids

Year: 2011

Journal: Carbohydrate Research, 2011, 346 (11), 1320-1326, 20131009

Authors: Xiao-Peng He, Xiaolian Xu, Hai-Lin Zhang, Guo-Rong Chen, Shouhong Xu, Honglai Liu

Organizations: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China

1- or 6-Triazologluco- and galactolipid derivatives bearing a lipid chain length of 16 carbons were efficiently constructed via click chemistry. The differentiation in their surface pressure-molecular area (π–A) isotherms first implies that these structurally and configurationally diverse amphiphiles adopt different distribution manner at air–water interfaces. The Langmuir–Blodgett (LB) films of the synthesized glycoconjugates on mica surface were subsequently prepared and visualized via atomic force microscopy (AFM), which exhibited diverse topographies and possess different contact angles with water. These data further suggest that the structural variation as well as epimeric identity of triazologlycolipids may result in their distinct interfacial behaviors at the air–solid interface. Furthermore, the addition of increasing amounts of 1-triazologalactolipid 2 to poly-diacetylene (PDA) was determined to impact the π–A isotherm of the latter, prompting us to further fabricate new colorimetrically detectable mixed-type vesicles containing triazologlycolipids for biochemical studies.