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Queneau, Yves; Gagnaire, Juliette; West, Jon J.; Mackenzie, Grahame; Goodby, John W.

doi:10.1039/b105098m

Cited by 36 publications

(21 citation statements)

References 8 publications

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“…[76] Sucrose itself provides a unique opportunity to study the combination of a pyranose and a furanose ring system. Comparisons have already been made on furanose-and pyranose-based glycolipids which have a single sugar unit in the head group, these have shown that the clearing points of the a and b anomers have an inverted relationship with respect to the ring type of the sugar moiety.…”

Section: Nanostructured Liquid Crystalsmentioning

confidence: 99%

“…The curvature in the packing of the molecules can induce the formation of columnar and cubic phases. [76] To extend the relationship between the cross-sectional area of the head group and that of the aliphatic chain the effect on mesomorphic properties of the position of substitution of an aliphatic chain was examined in disaccharide systems. By introducing a disaccharide unit it was predicted that the relative cross-sectional area of the sugar head group would vary considerably as the aliphatic chain was "moved" sequentially from one position to the next.…”

Section: Curvature and Molecular Packing In Glycolipidsmentioning

confidence: 99%

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Transmission and Amplification of Information and Properties in Nanostructured Liquid Crystals

et al. 2008

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In recent years the design of chemical structures of liquid-crystalline materials has developed rapidly, and in many cases changed radically. Since Reinitzer's days, liquid crystals have either been classed as rodlike or disclike, with combinations of the two leading to phasmidic liquid crystals. The discovery that materials with bent molecular structures exhibited whole new families of mesophases inspired investigations into the liquid-crystal properties of materials with widely varying molecular topologies-from pyramids to crosses to dendritic molecules. As a result of conformational change, supermolecular materials can have deformable molecular structures, which can stabilize mesophase formation, and some materials that are non-mesogenic, on complexation form supramolecular liquid crystals. The formation of mesophases by individual molecular systems is a process of self-organization, whereas the mesophases of supramolecular systems are formed by self-assembly and self-organization. Herein we show 1) deformable molecular shapes and topologies of supermolecular and self-assembled supramolecular systems; 2) surface recognition processes of superstructures; and 3) that the transmission of those structures and their amplification can lead to unusual mesomorphic behavior where conventional continuum theory is not suitable for their description.

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Section: Nanostructured Liquid Crystalsmentioning

confidence: 99%

Section: Curvature and Molecular Packing In Glycolipidsmentioning

confidence: 99%

Transmission and Amplification of Information and Properties in Nanostructured Liquid Crystals

et al. 2008

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“…[76] Sucrose selbst bietet die einmalige Gelegenheit, die Kombination von Pyranoseund Furanoseringen zu studieren. Vergleiche zwischen Glycolipiden auf der Basis von Furanose bzw.…”

Section: Krümmung Und Molekülpackung In Glycolipidenunclassified

Übertragung und Amplifikation von Informationen und Eigenschaften in nanostrukturierten Flüssigkristallen

et al. 2008

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In den letzten Jahren hat sich das Design der chemischen Strukturen flüssigkristalliner Materialien stark und in vielen Fällen sogar radikal verändert. Seit Reinitzers Tagen wurden Flüssigkristalle entweder als stab‐ oder als scheibenförmig klassifiziert; Kombinationen davon führten zu phasmidischen Flüssigkristallen. Die Entdeckung, dass Materialien mit gebogenen Molekülstrukturen eine völlig neue Familie von Mesophasen bilden, hat den Fokus auf Substanzen mit einer großen Variationsbreite an Molekültopologien gerichtet: von Pyramiden zu Kreuzen und dendritischen Molekülen. Die Molekülstrukuren supermolekularer Materialien können durch Konformationsänderungen verformt werden können, was zu einer Stabilisierung der Mesophase führen kann, und Substanzen, die selbst nicht mesogen sind, können mesogene supramolekulare Komplexe bilden. Die Bildung von Mesophasen ist ein Prozess der Selbstorganisation, der bei supramolekularen Systemen auf zwei Ebenen stattfindet. In diesem Aufsatz wird gezeigt, dass 1) verformbare Molekülstrukturen und ‐topologien supermolekularer und selbstorganisierter supramolekularer Systeme, 2) Erkennungsprozesse an Grenzflächen von Superstrukturen und 3) die Übertragung und Amplifikation dieser Strukturen zur Bildung ungewöhnlicher Mesophasen führen können, die mit der konventionellen Kontinuumstheorie nicht ausreichend beschrieben werden können.

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“…From these studies and those made previously by ourselves and others [44][45][46] we can see that molecular shape and the related curvature of packing has a similar impact on thermotropic phases as it does for lyotropic systems. We can place some of the molecular architectures into the phase diagram shown in Figure 1, and thereby relate the molecular shapes of rods, wedges and cones to mesophase formation and stability (see Figure 11).…”

Section: Discussionmentioning

confidence: 59%

“…A full phase diagram between glycolipids possessing two head groups and one chain and two chains and one head group was reported by us previously, [45] and, as predicted by the relationship described above, a full range of mesophase types was produced from one columnar phase to the other columnar phase across the phase diagram as shown in Figure 12.…”

Section: Discussionmentioning

confidence: 74%

Synthesis and Liquid Crystalline Properties of Mono‐, Di‐ and Tri‐O‐alkyl Pentaerythritol Derivatives Bearing Tri‐, Di‐ or Monogalactosyl Heads: The Effects of Curvature of Molecular Packing on Mesophase Formation

Dumoulin

Lafont

Huynh

et al. 2007

Chemistry A European J

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Self-organisation and self-assembly are critical to the stability of synthetic and biological membranes. Of particular importance is consideration of the packing arrangements of the various molecular species. Both phospho- and glycolipids can pack in ways in which curvature can be introduced into self-organised or self-assembled systems. For instance, it is known that the degree of curvature can affect the structures of any condensed phases that are formed. In this article we report on a systematic study in which we have varied the shapes of glycolipids and examined the condensed phases that they form. In doing so, we have also unified the shape dependency of lyotropic liquid crystals with those of thermotropic liquid crystals. In order to undertake this systematic study a range of different pentaerythritol derivatives was synthesized, which covers combinations of one to three alkyl chains of different lengths (6,7,9,10,11,12,14,16 carbon atoms) and three to one galactosyl heads. Mono- and di-O-galactosyl derivatives were prepared directly by glycosylation of the corresponding alcohols using 2,3,4,6-tetra-O-benzoyl or acetyl-alpha-D-galactopyranosyl trichloroacetimidate or bromide as the donors; the tri-O-galactosyl derivatives were synthesized from O-alkyl-O-benzyl di-O-galactosyl pentaerythritol intermediates, followed by de-O-benzylation and glycosylation steps. All of the fully deprotected products were obtained by standard methods, and their self-organising and self-assembling properties examined.

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Cited by 36 publications

References 8 publications

Transmission and Amplification of Information and Properties in Nanostructured Liquid Crystals

Transmission and Amplification of Information and Properties in Nanostructured Liquid Crystals

Übertragung und Amplifikation von Informationen und Eigenschaften in nanostrukturierten Flüssigkristallen

Synthesis and Liquid Crystalline Properties of Mono‐, Di‐ and Tri‐O‐alkyl Pentaerythritol Derivatives Bearing Tri‐, Di‐ or Monogalactosyl Heads: The Effects of Curvature of Molecular Packing on Mesophase Formation

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