Algal phagostimulants for marine herbivorous gastropods

Methanol extracts of the green algaUlva pertusa contain four kinds of glycerolipids that are active as feeding-stimulants for marine herbivorous gastropods. These compounds are digalactosyldiacylglycerol (DGDG), 1,2-diacylglycerly-4-O-(N,N,N-trimethyl)-homoserine (DGTH), 1-monoacylglyceryl-4'-O-(N,N,N-trimethyl)-homoserine (MGTH), and 6-sulfoquinovosyldiacylglycerol (SQDG). The various gastropods exhibit marked specificity, however, as young abaloneHaliotis discus respond to DGDG and DGTH at minute dosages of 20–30 g/sample zone, but do not respond to 300 g of SQDG, which is a phagostimulant for two other kinds of gastropods,Turbo comutus andOmphalius pfeifferi.Chemical Studies on Phagostimulants for Marine Gastropods. Part VI. For Part V, see Sakata et al. (1986b).     

Lipase-catalyzed transesterification of phosphatidylcholine at controlled water activity

The incorporation of a free fatty acid into thesn-1 position of phosphatidylcholine by lipase-catalyzed transesterification was investigated. The thermodynamic water activity of both the enzyme preparation and the substrate solution was adjusted to the same value prior to the reaction. The reaction rate increased with increasing water activity but the yield of modified phosphatidylcholine decreased due to hydrolysis. By using a large excess of the free fatty acid (heptadecanoic acid), the hydrolysis reaction was slowed down, so a higher yield was obtained at a given degree of incorporation. The best results were obtained withRhizopus arrhizus lipase immobilized by adsorption on a polypropylene support. With this preparation, a yield of 60% and nearly 50% incorporation of heptadecanoic acid (100% incorporation in thesn-1 position) was obtained at a water activity of 0.064. The enzyme preparation had good operational stability and position specificity. Little incorporation (<1%) was observed in thesn-2 position, when almost all the fatty acid in thesn-1 position was exchanged.     

Lipid adsorption on commercial silica hydrogels from hexane and changes in triglyceride complexes with time

The structures of and lipid complexes with two commercial silica hydrogels (Trisyl and Sorbsil 40), which contain about 60% moisture, were examined by diffuse reflectance Fourier transform infrared spectroscopy. The spectra suggested that Trisyl contained less moisture than Sorbsil 40. However, the silanol groups of Sorbsil 40 were more active in adsorbing oleic acid, triglyceride, and phosphatidylcholine (PC) from hexane than those of Trisyl. Both adsorbents strongly bound PC through the PC carbonyl and phosphate groups. Lipid adsorption from hexane solution by Trisyl depended solely on trapped moisture, while Sorbsil 40 used moisture and silanol groups on the silica surface. Spectra of triglyceride-silica hydrogel complexes, obtained 24 and 72 h after obtaining the initial spectra, showed that Sorbsil 40 adsorption was by Van der Waals forces, but the triglyceride reoriented over time with an increase in hydrogen bonding. In contrast, Trisyl initially adosorbed triglyceride by hydrogen bonding which was stable for at least 72 h.     

Diffuse reflectance fourier transform infrared spectroscopy of phospholipid adsorption onto silicic acid

Diffuse reflectance Fourier transform infrared spectroscopy was used to study the mode of adsorption of phosphatidylcholine (PC) in hexane onto silicic acid (SA). PC adsorption was mainly through the charged phosphate group with minimal binding through the ester carbonyl. When the SA surface with adsorbed PC is washed with hexane, containing a small concentration of isopropanol, the desorbed PC is recovered without structural change, i.e., there is no evidence of PC hydrolysis in the adsorption process. Adsorbent misture probably promotes PC adsorption due to the increased availability of surface water hydroxyl groups for interaction with the PC phosphate groups. Isopropanol promoted PC binding by destabilizing PC reverse miscelles in solution, thus promoting its adsorption.     

基于磷酰胆碱有效基团的功能材料的结构及生化特性

综述了磷酰胆碱类功能材料,包括磷酰胆碱有效基团分别在侧链和主链的聚合物,其包含季铵基和磷酸根结构而同时带有正负两种电荷,具有良好的血液相容性和强吸湿特性,对其在生物医学、生物化学以及化妆品领域的应用研究进行了介绍,包括作为抗凝血仿生材料、药用载体材料、基因运载体系材料、生物传感器基材和人造器官等.     

Phosphatidylcholine Enhances Homeostasis in Peach Seedling Cell Membrane and Increases Its Salt Stress Tolerance by Phosphatidic Acid

Salt stress is a major adverse abiotic factor seriously affecting fruit tree growth and development. It ultimately lowers fruit quality and reduces yield. Phosphatidylcholine (PC) is an important cell membrane component that is critical for cell structure and membrane stability maintenance. In this study, we found that the addition of external PC sources significantly increased the tolerance of one-year-old peach trees, Prunus persica (L.) Batsch., to salt stress and attenuated their damage. The effect of exogenous application of 200 mg/L PC exerted the most significant positive effect. Its use caused seedling leaf stomatal opening, contributing to normal gas exchange. Moreover, beneficial effects were exerted also to the root system, which grew normally under salt stress. Meanwhile, phospholipase D activity in the cell was promoted. The production of phosphatidic acid (PA) was enhanced by increased decomposition of phospholipids; PA serves as a secondary messenger involved in plant biological process regulation and the reduction in the reactive oxygen species- and peroxide-induced damage caused by salt stress. The possible mechanism of action is via promoted plant osmotic regulation and tolerance to salt stress, reducing salt stress-induced injury to plants.     

An infrared spectroscopy study of lipid adsorption from hexane onto an acid-activated bleaching clay

The mode of adsorption of oleic acid (OA) (0.05 M), triglyceride (TG) (0.05 M) and phosphatidylcholine (PC) (0.5 mM) from hexane solution onto 0.5 g of an acid-activated bleaching clay was investigated using diffuse reflectance Fourier transform infrared spectroscopy. OA was mostly weakly adsorbed by bound water, with some OA adsorbed to silanol sites through carboxyl carbonyl groups. TG was hydrogen- bonded to surface silanol groups through ester carbonyl groups. The CH₂ stretches indicated that TG was oriented perpendicular or at an angle to the surface. PC phosphate groups were bound by the surface moisture with little interaction with silanol groups. The adsorption mechanism of these lipids contrasts with the adsorption of carotenoid and chlorophyll under the same conditions. These pigments are bound by chemisorption, with catalytic modification often occurring before adsorption.     

Evaluation of surfactant-aided degumming of vegetable oils by membrane technology

The first step in the process of vegetable oil refining is degumming, in which phospholipids and mucilaginous gums are removed that otherwise result in a low-grade oil. A membrane process is remarkably simple yet potentially offers many advantages in degumming. Studies were conducted on surfactant-aided membrane degumming with soybean and rapeseed oils in a magnetically stirred flat membrane batch cell with different types of microfiltration membranes. The reduction of phospholipids in soybean oil was in the range of 85.8–92.8% during the membrane process. The phosphorus content of membrane permeates of soybean oil was in the range of 20–58 mg/kg. Crude rapeseed oil contained higher amount of nonhydratable phospholipids and hence resulted in lower reduction in phospholipids, in the range of 66.4–83.2%. Addition of hydratable phospholipids could improve the efficiency of degumming in the membrane process without using any electrolyte, resulting in improvement of quality as well as quantity of the phospholipids.     

Effect of Repetitive Lysine-Tryptophan Motifs on the Eukaryotic Membrane

In a previous study, we synthesized a series of peptides containing simple sequence repeats, (KW)_n–NH₂ (n = 2,3,4 and 5) and determined their antimicrobial and hemolytic activities, as well as their mechanism of antimicrobial action. However, (KW)₅ showed undesirable cytotoxicity against RBC cells. In order to identify the mechanisms behind the hemolytic and cytotoxic activities of (KW)₅, we measured the ability of these peptides to induce aggregation of liposomes. In addition, their binding and permeation activities were assessed by Trp fluorescence, calcein leakage and circular dichrorism using artificial phospholipids that mimic eukaryotic liposomes, including phosphatidylcholine (PC), PC/sphingomyelin (SM) (2:1, w/w) and PC/cholesterol (CH) (2:1, w/w). Experiments confirmed that only (KW)₅ induced aggregation of all liposomes; it formed much larger aggregates with PC:CH (2:1, w/w) than with PC or PC:SM (2:1, w/w). Longer peptide (KW)₅, but not (KW)₃ or (KW)₄, strongly bound and partially inserted into PC:CH compared to PC or PC:SM (2:1, w/w). Calcein release experiments showed that (KW)₅ induced calcein leakage from the eukaryotic membrane. Greater calcein leakage was induced by (KW)₅ from PC:CH than from PC:SM (2:1, w/w) or PC, whereas (KW)₄ did not induce calcein leakage from any of the liposomes. Circular dichroism measurements indicated that (KW)₅ showed higher conformational transition compared to (KW)₄ due to peptide-liposome interactions. Taken together, our results suggest that (KW)₅ reasonably mediates the aggregation and permeabilization of eukaryotic membranes, which could in turn explain why (KW)₅ displays efficient hemolytic activity.