Incorporation of cholesterol in sphingomyelin- phosphatidylcholine vesicles has profound effects on detergent-induced phase transitions

Moschetta, Antonio; Frederik, Peter M.; Portincasa, Piero; vanBerge-Henegouwen, Gerard P.; Erpecum, Karel J. van

doi:10.1194/jlr.m100355-jlr200

Cited by 32 publications

(28 citation statements)

References 43 publications

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“…The molecular mechanism of bile salt detergency on the plasma membrane was first characterized in in vitro models of cytotoxicity. The toxic activity of bile salts is strongly dependent on their degree of hydrophobicity [44], as demonstrated also by our group [43,45,46]: more hydrophobic bile salts like taurodeoxycholate cause cellular damage at lower concentration than more hydrophilic taurocholate; in contrast, tauroursodeoxycholate and taurohyodeoxycholate, both hydrophilic bile salts, cause no cytotoxicity, even at very high concentrations. The toxicity of hydrophobic bile salts has been shown for several cell types and tissues, including hepatocytes, erythrocytes, gastric, intestinal and gallbladder mucosa [47].…”

Section: Beneficial and Detrimental Effects Of Bile Saltsmentioning

confidence: 81%

Intestinal mucosal damage caused by non-steroidal anti-inflammatory drugs: Role of bile salts

Petruzzelli

Vacca

Moschetta

et al. 2007

Clinical Biochemistry

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Section: Beneficial and Detrimental Effects Of Bile Saltsmentioning

confidence: 81%

Intestinal mucosal damage caused by non-steroidal anti-inflammatory drugs: Role of bile salts

Petruzzelli

Vacca

Moschetta

et al. 2007

Clinical Biochemistry

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“…The inhibitory effect was mutual in the sense that cholesterol and plant sterols also decreased the digestion and absorption of SM (48). Incorporation of cholesterol into SM-PC vesicles was shown to have profound effects on detergent-induced phase transitions, indicating a physicochemical cause of the absorption inhibition (60). In support of this possibility, Eckhardt et al (61) correlated the effect of SM on the partitioning of cholesterol from bile salt solutions to polymerized silicone to an inhibitory effect of SM on cholesterol uptake in vivo and in differentiated CaCo2 cells.…”

Section: Effects Of Dietary Sphingolipids In the Intestinementioning

confidence: 98%

Absorption and lipoprotein transport of sphingomyelin

Nilsson

Duan

2006

Journal of Lipid Research

227

201

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Dietary sphingomyelin (SM) is hydrolyzed by intestinal alkaline sphingomyelinase and neutral ceramidase to sphingosine, which is absorbed and converted to palmitic acid and acylated into chylomicron triglycerides (TGs). SM digestion is slow and is affected by luminal factors such as bile salt, cholesterol, and other lipids. In the gut, SM and its metabolites may influence TG hydrolysis, cholesterol absorption, lipoprotein formation, and mucosal growth. SM accounts for z20% of the phospholipids in human plasma lipoproteins, of which two-thirds are in LDL and VLDL. It is secreted in chylomicrons and VLDL and transferred into HDL via the ABCA1 transporter. Plasma SM increases after periods of large lipid loads, during suckling, and in type II hypercholesterolemia, cholesterol-fed animals, and apolipoprotein E-deficient mice. SM is thus an important amphiphilic component when plasma lipoprotein pools expand in response to large lipid loads or metabolic abnormalities. It inhibits lipoprotein lipase and LCAT as well as the interaction of lipoproteins with receptors and counteracts LDL oxidation. The turnover of plasma SM is greater than can be accounted for by the turnover of LDL and HDL particles. Some SM must be degraded via receptor-mediated catabolism of chylomicron and VLDL remnants and by scavenger receptor class B type I receptor-mediated transfer into cells. Sphingomyelin (SM) in mammalian cells is colocalized with cholesterol mainly in the plasma membrane and in lysosomal and Golgi membranes. It interacts strongly with cholesterol, and the regulation of SM and cholesterol metabolism are in part coordinated (1, 2). In plasma lipoproteins, SM is the second most abundant polar lipid after phosphatidylcholine (PC). The size of the plasma lipoprotein SM pool in humans is 1-1.5 g, of which approximately two-thirds are in apolipoprotein B (apoB)-containing triglyceride (TG)-rich lipoproteins and LDL. The SM content in most extraneural tissues is 1-2 g/kg. Factors regulating plasma SM concentration have received little attention. It was early shown that the level of SM is increased in hypercholesterolemia and that SM-rich lipoproteins accumulate in arteriosclerotic lesions (3-5). Plasma SM is thus a risk factor for ischemic heart disease (6), and the apoE-deficient (apoE 2/2 ) mouse, which accumulates SM-rich remnant particles in blood (7), has emerged as an important model for studying the role of SM in atherogenesis. The effects of lipoprotein SM in the arterial wall during atherogenesis may be related both to the modification of lipoproteins and to the generation of sphingolipid messengers (i.e., ceramide, ceramide-1-phosphate, sphingosine, and sphingosine-1-phosphate) initiated by SM hydrolysis (8-10). The role of SM metabolites in cell signaling has been the subject of several recent reviews (11)(12)(13)(14)(15)(16). Sphingolipid signals are triggered by numerous stimuli and mediate effects on cell growth and apoptosis and on the activities of inflammatory cells that may be pathogenic as well as protect...

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“…Van Erpecum and coworkers studied detergent-induced vesicle to micelle transitions in PC and sphingomyelin (SM) vesicles by cryo-TEM looking at cholesterol effects on the detergent-induced phase transitions. 234 Equimolar (4 mM) taurocholate added to SM-PC vesicles induces first the formation of open vesicles, then fusion of BF into 200 nm diameter large open structures coexisting with some multilamellar or fused vesicles and thread-like micelles and, finally, transformation into long thread-like micelles. Cholesterol in the SM/PC bilayer changes initial vesicular shape from spherical into ellipsoid and increases detergent resistance.…”

Section: Nanomedicines Based On Lipidsmentioning

confidence: 99%

“…Cholesterol in the SM/PC bilayer changes initial vesicular shape from spherical into ellipsoid and increases detergent resistance. 234 The phospholipase A2 (PLA2) hydrolysis of phospholipid vesicles was studied by cryo-TEM and high-performance liquid chromatography (HPLC). 235 The hydrolysis product (free fatty acid and 1-lyso-phospholipid) combined with non degraded phospholipids yielded perforated vesicles, BF, and micelles.…”

Section: Nanomedicines Based On Lipidsmentioning

confidence: 99%

Biomimetic Systems in Nanomedicine

Carmona-Ribeiro¹

2014

Frontiers in Nanobiomedical Research

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Mimicking Nature has been a major source of inspiration for producing novel pharmaceutical formulations with improved therapeutic index and reduced toxicity. In Nature, the self-assembly of biomolecules driven by intermolecular interactions leads to highly functional, nanosized biological machines. Novel directions for drug and vaccine delivery to cure or prevent disease somehow have to copy Mother Nature wisdom. In this chapter, smart nanocarriers produced from the self-assembly of biocompatible polymers, lipids or hybrid nanoparticles (NPs) are presented and some of their applications in antimicrobial chemotherapy, drug and vaccine delivery discussed. Self-Assembly and Intermolecular InteractionsWeak intermolecular interactions are important for the rational design of novel biomimetic materials. Main weak interactions are the van der Waals interaction (ion-dipole, dipole-dipole, dipole-induced dipole interactions, induced-dipole induced-dipole), the electrostatic interaction, the hydrogen bonds, the hydrophobic interactions and the steric repulsion. 1,2 The weak but cooperative hydrogen bonding between the two strands of double-stranded DNA is a wise approach used by Nature to keep the strands together without hampering replication and transcription. 3 The repulsion between nonpolar Handbook of Nanobiomedical Research Downloaded from www.worldscientific.com by UNIVERSITY OF BIRMINGHAM LIBRARY -INFORMATION SERVICES on 03/21/15. For personal use only.

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Incorporation of cholesterol in sphingomyelin- phosphatidylcholine vesicles has profound effects on detergent-induced phase transitions

Cited by 32 publications

References 43 publications

Intestinal mucosal damage caused by non-steroidal anti-inflammatory drugs: Role of bile salts

Intestinal mucosal damage caused by non-steroidal anti-inflammatory drugs: Role of bile salts

Absorption and lipoprotein transport of sphingomyelin

Biomimetic Systems in Nanomedicine

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