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Self-organizing behaviour of glycosteroidal bolaphiles: Insights into lipidic microsegregation

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JournalOrganic and Biomolecular Chemistry
DatePublished - 21 Jan 2015
Issue number3
Number of pages10
Pages (from-to)783-792
Original languageEnglish


In this article we describe work on the synthesis of bolaphile biomimics composed of glucose head groups and steroidal units linked together by a methylene chain of varying length. The condensed phases formed by self-organization of the products as a function of temperature were characterized by differential scanning calorimetry and thermal polarized light microscopy. The results of these studies show that the thermal stabilities of the lamellar mesophases formed vary linearly as a function of increasing aliphatic composition, which reflects a linear hydrophobic-hydrophilic balance with respect to transition temperatures.


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