Relationship between molecular structure and supramolecular morphology of DODA-EO2-biotin and related lipids Huetz, P.; van Neuren, S.; Ringler, P.; Kremer, F.; van Breemen, J.F.L.; Wagenaar, A.; Engberts, Jan; Fraaije, J.G E M; Brisson, A. Link to publication in University of Groningen/UMCG research database Citation for published version (APA): Huetz, P., van Neuren, S., Ringler, P., Kremer, F., van Breemen, J. F. L., Wagenaar, A., ... Brisson, A. (1997). Relationship between molecular structure and supramolecular morphology of DODA-EO2-biotin and related lipids. Chemistry and Physics of Lipids, 89(1), 15-30. DOI: 10.1016/S0009-3084(97)00055-8 Copyright Other than for strictly personal use, it is not permitted to download or to forward/distribute the text or part of it without the consent of the author(s) and/or copyright holder(s), unless the work is under an open content license (like Creative Commons).Take-down policy If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim.Downloaded from the University of Groningen/UMCG research database (Pure): http://www.rug.nl/research/portal. For technical reasons the number of authors shown on this cover page is limited to 10 maximum. AbstractWe have recently reported that a biotinylated lipid molecule, called DODA-EO 2 -biotin, forms tubular lipid structures upon hydration, which act as a matrix for the formation of ordered helical arrays of streptavidin as well as for secondary macromolecular recognition reactions involving biotinylated structures (Ringler et al., 1997). In the present study, the supramolecular structures formed by the compounds obtained during the synthesis of DODA-EO 2 -biotin and of compounds structurally related to DODA-EO 2 -biotin were investigated by transmission electron microscopy, with the objective being to understand the relationship between molecular structure and supramolecular morphology. From the eight lipid molecules investigated, only DODA-EO 2 -biotin formed tubular structures. Several structural parameters were identified as playing a role in the formation of DODA-EO 2 -biotin tubes, such as the chirality of the biotin moiety, the saturated nature of the lipid chains, the presence of amide bonds and the correct length and structure of the hydrophilic spacer. In addition, helical crystals of streptavidin were only obtained upon binding of streptavidin to the supramolecular assemblies formed by DODA-EO 2 -biotin. © 1997 Elsevier Science Ireland Ltd.