Functionalized glycolipids for potential bioconjugation of vesicles. (November 2018)

• Record Type: Journal Article
• Authors: Tabandeh, Mojtaba; Goh, Ean Wai; Salman, Abbas Abdulameer; Heidelberg, Thorsten; Duali Hussen, Rusnah Syahila
• Is Part Of: Carbohydrate research. Volume 469(2018)
• Page Start: 14
• Page End: 22
• Publication Date: 2018-11
• Subjects: Biantennary glycolipid -- Targeted drug delivery -- Vesicle bioconjugation -- CLICK chemistry coupling -- Ethylene oxide spacer -- Surfactant assembly; Carbohydrates -- Periodicals; Chemistry, Organic -- Periodicals; Biochemistry -- Periodicals; Carbohydrates -- Periodicals; Chimie organique -- Périodiques; Glucides -- Périodiques; Biochemistry; Carbohydrates; Chemistry, Organic; Periodicals; Electronic journals; 507.78
• DOI: 10.1016/j.carres.2018.08.016
• Languages: English
• ISSNs: 0008-6215

Abstract

Abstract: Two azide-terminated oligoethylene oxide spacered glycolipids have been synthesized, and their assembly behavior has been studied in comparison to the corresponding base surfactants. The results suggest potential of the Guerbet lactoside-based compound for targeted drug delivery, while a coiling of the ethylene oxide linker disfavors the application of the glucoside. Graphical abstract: Azido-ethylene oxide spacered glycolipids as anchors for targeted vesicular drug delivery. Highlights: Azido-terminated oligoethylene oxide was introduced at Guerbet glycosides. Functionalization at O-4′ does not change phase behavior of Guerbet lactoside. Intramolecular H-bonding causes coiling of oligoethylene oxide chain at glucose O-4.