Influence of ether linkages on the structure of double-chain phospholipid monolayers

Brezesinski, Gerald; Dietrich, Andrea M.; Struth, Bernd; Böhm, C.; Bouwman, Wim G.; Kjær, Kristian; Möhwald, Helmuth

doi:10.1016/0009-3084(95)02439-p

Cited by 155 publications

(141 citation statements)

References 34 publications

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“…Experimental details are described in the literature. 5,[26][27][28][29][30] Results and Discussion 1. Surface Pressure-Area Isotherms and Brewster Angle Microscopy (BAM).…”

Section: Methodsmentioning

confidence: 99%

“…The behavior of this mixed monolayer has been studied by using reflection spectroscopy, [16][17][18][19] Brewster angle microscopy (BAM), [20][21][22][23][24][25] as well as Grazing Incidence X-ray Diffraction (GIXD). 5,[26][27][28][29][30] The BAM technique has revealed an exciting large variety of morphological textures, also designated as condensed phase domains. These domains can exhibit a striking inner anisotropy and form subdomains of different brightness which have been attributed to regions of different molecular orientation.…”

Section: Introductionmentioning

confidence: 99%

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Control of the Lateral Organization in Langmuir Monolayers via Molecular Aggregation of Dyes

et al. 2010

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This paper shows that it is possible to construct well-defined 2D structures at the air-water interface in which the lateral organization is controlled by means of the preparation of mixed films, and selecting the components so that there are attractive interactions between them. The goal here is to establish the lateral connection between components through self-aggregation of the dye. This can be achieved by selecting a suitable balance between the sizes of the hydrophobic and polar groups. In such a way, the domain structure depends on the ability of the tilt dye to fill the available area. Thus, the molecular organization and the domain morphology of mixed films containing dimyristoyl-phosphatidic acid (DMPA) and the hemicyanine dye, 4-[4-(dimethylamino)styryl]-1-docosylpyridinium bromide (SP), have been studied by using Grazing Incidence X-ray Diffraction (GIXD), Brewster angle microscopy (BAM), and reflection spectroscopy at the air-water interface. For this mixed system, the formation of circular domains with bright horizontal regions and dark vertical regions was observed. Furthermore, depending on the temperature, it is observed as branches grow from circular domains, whose brightness depends on the growth direction. Thus, BAM images allow us to observe some branches that, as their growth direction changes, their brightness also changes simultaneously. The GIXD experiment permits us to relate the circular domains with an orthorhombic phase and the branches grown from the circles with an Overbeck phase. In both cases, the formed structures are induced by the hemicyanine aggregation. Circular BAM domain textures have been simulated by using the Fresnel equations for biaxial anisotropic materials.

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“…Experimental details are described in the literature. 5,[26][27][28][29][30] Results and Discussion 1. Surface Pressure-Area Isotherms and Brewster Angle Microscopy (BAM).…”

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Control of the Lateral Organization in Langmuir Monolayers via Molecular Aggregation of Dyes

et al. 2010

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“…These very small crystals are generally unstable due to their high surface tension, and thus have a tendency to transform to larger particles by Oswald ripening. In recent years, quantum dots were prepared mainly in matrices and also as self-assembled structures, such as reverse micelles, [10] zeolites, [11] polymers, [12] self-assembled monolayers, [13] biopolymers, [14] layered metal phosphonates, [15] and Langmuir±Blodgett (LB) films. [16,17] In the preceding communication, [18] we reported that spreading of tetracosanedioic acid HOOC(CH 2 ) 22 COOH (C 24 diacid) on surfaces of aqueous solutions containing di- …”

Section: Methodsmentioning

confidence: 99%

Oriented Crystalline Thin Films of Tetracosanedioic Acid and Its Metal Salts at the Air-Aqueous Solution Interface

Weissbuch¹,

Guo

Edgar

et al. 1998

Adv. Mater.

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Langmuir monolayers are conventionally prepared by spreading, on a water surface, amphiphilic molecules containing hydrophilic head groups, which interact with the water molecules, and hydrophobic chains, which favor lateral aggregation in air. The crystalline packing of the molecules in the monolayer has been determined in situ, with almost atomic resolution by means of synchrotron X-ray diffraction using a monochromatic beam at grazing incidence.[1] With the use of this technique, the two-dimensional crystalline packing arrangement of monolayers of long-chain alcohols, [2±4] carboxylic acids, [5,6] amides, [7] aamino acids, [8±10] and phospholipids [11±13] could be determined. Recently, the formation at the air±water interface of crystalline monolayer and multilayer films obtained from symmetric molecules with end groups equally hydrophobic or hydrophilic, such as long-chain linear fluorocarbons [14] and hydrocarbons, [15] oligothiophenes [16] (containing four, five, and six rings), and a,w-alkanediols, [17] has been reported. In these films at low surface pressure the long molecular axis is aligned either normal to the water surface or tilted by up to 40 from the normal. Moreover, the formation of crystalline interdigitated trilayers from water-insoluble long-chain mandelic acid and phenylethylamine molecules contained in the subphase was proven by grazing incidence X-ray diffraction (GID).[18]The changes in packing arrangement of monolayers composed of long-chain carboxylic acids, as induced by the presence in the subphase of Cd 2+ , Ca 2+ , or Pb 2+ ions, have also been determined by GID. Over pure water and in the uncompressed state, the chains are tilted by approximately 30 from the normal to the water surface, whereas over solutions containing the metal ions, the chains are vertically aligned. [19,20] This report describes the self-assembly process of a,wtetracosanedioic acid, HOOC±(CH 2 ) 22 ±COOH, on aqueous subphases containing divalent Cd 2+ and Pb 2+ ions.These positive ions have a dramatic influence on the packing of the diacid molecules: they bind to both carboxylate ends of the molecule and force the long hydrocarbon chain to lie parallel to the water surface and to self-assemble as multilayer domains about 50 thick, but with the molecules and the bound ions perfectly ordered laterally over distances up to 1000 . GID and specular X-ray reflectivity (XR) were used to characterize the oriented crystalline multilayers of these cadmium and lead salts. Such multilayer films preserve their orientation during the transfer from the water surface onto a mica support, as imaged by scanning force microscopy (SFM), and can be used in the preparation of quantum dots (see following communication [21] ).The GID experiments were carried out at the synchrotron beamline BW1, HASYLAB, on the liquid surface diffractometer, as described elsewhere.[1] The samples were prepared by spreading solutions of the diacid onto pure water and onto aqueous subphases containing the metal ions, at 15 C, to give a nominal molecul...

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“…The cross-sectional chain area and the hexagonal packing of upright oriented chains lead to a molecular area of only 0.40 nm 2 . This value is much smaller than observed in double-chain phosphatidylcholines both in bilayers and monolayers [28][29][30][31]. Usually the PC head group requires a molecular area of 0.45 nm 2 and forces the chains into a tilted conformation to optimize their van der Waals interactions.…”

Section: Discussionmentioning

confidence: 78%

The influence of hydrophilic spacers on the phase behavior of ether lipids

Funari¹,

Struth²,

Rattay

et al. 2010

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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a b s t r a c tOxyethylene (EO) units known from nonionic amphiphiles of the type C n (EO) m have been used as a spacer between the hydrophobic and hydrophilic parts of phospholipid molecules. Here we describe the synthesis of the compounds and present results of aqueous dispersions of phospholipids with 3 and 6 EO units. The mechanism of the phase transition from ordered gel to a liquid-crystalline L ␣ -phase depends on the number of the EO units. In the case of DH(EO) 3 PC, the lipid head groups are interdigitated in the L ␤ -phase. On heating, first the head groups de-interdigitate and the melting of the hydrocarbon chains starts only after reaching a stretched head group conformation. While on heating the lamellar repeat distance changes continuously, the cooling process is more complex showing two regimes for the decrease of the lamellar repeat distance. In the case of DH(EO) 6 PC, the same transition occurs in a single step without any hysteresis between heating and cooling.

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Influence of ether linkages on the structure of double-chain phospholipid monolayers

Cited by 155 publications

References 34 publications

Control of the Lateral Organization in Langmuir Monolayers via Molecular Aggregation of Dyes

Control of the Lateral Organization in Langmuir Monolayers via Molecular Aggregation of Dyes

Oriented Crystalline Thin Films of Tetracosanedioic Acid and Its Metal Salts at the Air-Aqueous Solution Interface

The influence of hydrophilic spacers on the phase behavior of ether lipids

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