Formation of stable bilayer assemblies in water from single-chain amphiphiles. Relationship between the amphiphile structure and the aggregate morphology

Kunitake, Toyoki; Okahata, Yoshio; Shimomura, Masatsugu; Yasunami, S.; Takarabe, Kunihide

doi:10.1021/ja00408a021

Cited by 343 publications

(206 citation statements)

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“…The extended network of rods formed by DODA-EO 2 -NH 2 is very similar to structures obtained with different types of amphiphile or lipid-detergent mixtures (Pfannemü ller and Welte, 1985;Fromherz et al, 1986;Kunitake et al, 1981). The fact that these structures were observed in a wide range of experimental conditions and with various staining agents contrasts with our unsuccessful attempts to image them by cryo-TEM and suggests that they could be due to a stacking of discoidal micelles due to a drying effect.…”

Section: Discussionsupporting

confidence: 72%

Relationship between molecular structure and supramolecular morphology of DODA-EO2-biotin and related lipids

Huetz

Neuren

Ringler

et al. 1997

Chemistry and Physics of Lipids

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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.

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Section: Discussionsupporting

confidence: 72%

Relationship between molecular structure and supramolecular morphology of DODA-EO2-biotin and related lipids

Huetz

Neuren

Ringler

et al. 1997

Chemistry and Physics of Lipids

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“…9 The aggregation form in a HEPES solution was observed by electron microscopy with a negative staining method and the morphology was classified according to previous articles by Kunitake. 9 The staining procedure was carried out after drying the sample solution in order to reduce perturbation of the staining agent. The vesicle form was recognized as a globular form.…”

Section: Aggregation Morphology Of Carrier Particlesmentioning

confidence: 99%

“…As summarized in Table I, the aggregation forms determined in this study agreed almost completely with the morphology reported previously. 9 According to Table I, it seems that the agglutination mode in the hapten-antibody reaction is independent of the morphology of cationic carrier membranes. (Figure 3).…”

Section: Aggregation Morphology Of Carrier Particlesmentioning

confidence: 99%

Anionic Hapten-Antibody Reactions on Various Cationic Bilayer Membrane Systems

Ihara

Arimura

Imamura

et al. 1992

Polym J

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ABSTRACT:Antigen-antibody reactions using N",N'-bis(2,4-dinitrophenyl) L-lysine as an anionic hapten were examined in the presence of various cationic bilayer membranes. The turbidity change of the mixture provided information on the dispersion state of bilayer membranes. The degree of the turbidity change was closely related to the concentration of the haptens and the antibodies. In addition, the agglutination was remarkably dependent on the chemical structure of matrix amphiphiles, and there were two variants of the agglutination mode when the antigen-antibody reaction was examined at 3SOC: one showed turbidity decrease with the hapten-antibody reaction and the other one did increase. According to DSC studies, the difference is attributable to different physical states resulting from the phase transition of matrix membranes.

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“…In particular, they can facilitate self-assembly or molecular recognition processes while involving extended structures that are constructed from building blocks with aromatic moieties to matching MFI nanosheet 28,29 . The presence of at least two benzene rings is known to be necessary for the formation of stable bilayer assemblies of amphiphiles 30 . Therefore, energetically stable micellar structures and their ordered orientation would make the single-head amphiphilic template for directing the formation of mesostructured zeolite nanosheets possible.…”

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confidence: 99%

π–π interaction of aromatic groups in amphiphilic molecules directing for single-crystalline mesostructured zeolite nanosheets

et al. 2014

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One of the challenges in material science has been to prepare macro-or mesoporous zeolite. Although examples of their synthesis exist, there is a need for a facile yet versatile approach to such hierarchical structures. Here we report a concept for designing a single quaternary ammonium head amphiphilic template with strong ordered self-assembling ability through p-p stacking in hydrophobic side, which stabilizes the mesostructure to form singlecrystalline mesostructured zeolite nanosheets. The concept is demonstrated for the formation of a new type of MFI (zeolite framework code by International Zeolite Association) nanosheets joined with a 90°rotational boundary, which results in a mesoporous zeolite with highly specific surface area even after calcination. Low binding energies for this selfassembling system are supported by a theoretical analysis. A geometrical matching between the arrangement of aromatic groups and the zeolitic framework is speculated for the formation of single-crystalline MFI nanosheets.

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Formation of stable bilayer assemblies in water from single-chain amphiphiles. Relationship between the amphiphile structure and the aggregate morphology

Cited by 343 publications

References 0 publications

Relationship between molecular structure and supramolecular morphology of DODA-EO2-biotin and related lipids

Relationship between molecular structure and supramolecular morphology of DODA-EO2-biotin and related lipids

Anionic Hapten-Antibody Reactions on Various Cationic Bilayer Membrane Systems

π–π interaction of aromatic groups in amphiphilic molecules directing for single-crystalline mesostructured zeolite nanosheets

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