Guerbet glycolipids from mannose: liquid crystals properties

Self-Assembly, Thermotropic, and Lyotropic Phase Behavior of Guerbet Branched-Chain Maltosides

“…However, their enthalpies are relatively smaller compared to those of the shorter-chain analogues, implying that there is more bond breaking in the latter compared to that in the former. Interestingly, this discriminating behavior between the first two members and the three longer-chain members is also observed in the Guerbet xylosides and mannosides . In addition, the thermogram of β-Mal-C 14 C 10 shows an extra small endothermic peak at 141 °C with an enthalpy of Δ H = 0.6 kJ mol –1 , corresponding to a phase transition from a lamellar to a hexagonal phase, which will be confirmed by OPM.…”

“…On the other hand, Guerbet xylosides whose sugar head is an aldopentose ring have been characterized in dry and hydrated forms . From these studies, the phase diagram of several Guerbet glycolipids based on the monosaccharide headgroup (glucose, galactose, and mannose) have been published, and the contributions from anomeric, epimeric, and chain length effects have been discussed. , Moreover, these monosaccharide (xylose, glucose, and mannose) glycolipids readily form curved mesophases in dry and hydrated conditions. As an extension, the present study aims at elucidating the lyotropic behavior of Guerbet disaccharide maltosides whose hydrophilic–lipophilic balance is significantly different from that of the monosaccharide glycolipids.…”

Glycolipids from natural sources: dry liquid crystal properties, hydrogen bonding and molecular mobility of Palm Kernel oil mannosides

“…The transitions temperatures of Guerbet branched chain mannosides [32] are also listed in Table 1, and their glass transitions (T g 's) are similar to that of ManC 18:1 and lower compared to that of ManC 12 . This shows that branching of the alkyl chain has comparable effect as the presence of unsaturation.…”

“…Results and discussion. The three mannosides (ManPKO, ManC 12 , ManC 18:1 ) were synthesised using a common synthetic procedure for glycosides [16,31,32], with a yield of ~80% for all the mannosides.…”

Unveiling the hydrogen bonding network in liquid crystalline natural-based glycosides containing polymeric complexes: Experimental and theoretical assessment

“…We note, however, that the exhibition of liquid J o u r n a l P r e -p r o o f crystalline phases is not based on the formation of new "rod-like" or "disc-like" moieties by hydrogen-bonding, but instead on segregation due to the amphiphilic character of the glycosides, including hydrogen-bonding between the sugar heads. Carbohydrate liquid crystals experienced a fast development in the 1980's and 1990's [26][27][28] , and the mesomorphic behaviour of new glycosides continues to be the object of systematic investigation by varying their composition and stereochemistry [30][31][32][33] .…”