Effect of Steryl Glycosides on the Phase Transition of Dipalmitoyl Lecithin

Mudd, J.B.; McManus, T.T.

doi:10.1104/pp.65.1.78

Cited by 40 publications

(14 citation statements)

References 18 publications

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“…The similar ability of conjugated and free forms of phytosterols alone to order membrane evidenced in this study (Fig. 3) is in agreement with the similar efficiency of steryl glycosides, acylated steryl glycosides, and free sterol mixture isolated from soybean to eliminate the thermal phase transition of dipalmitoyl lecithin (104).…”

Section: Free and Conjugated Phytosterols Exhibit Various Abilities Tsupporting

confidence: 74%

Differential Effect of Plant Lipids on Membrane Organization

Grosjean

Mongrand

Beney

et al. 2015

Journal of Biological Chemistry

101

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Background: The effect of the wide variety of plant lipids on membrane organization is still poorly understood. Results: The local amounts of phytosphingolipids and free and conjugated phytosterols control the relative proportion and spatial distribution of ordered domains. Conclusion: Plant lipids differently modulate, alone or in combination, membrane heterogeneity. Significance: Our results highlight how plant lipid diversity might drive the plasma membrane subcompartmentalization.

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Section: Free and Conjugated Phytosterols Exhibit Various Abilities Tsupporting

confidence: 74%

Differential Effect of Plant Lipids on Membrane Organization

Grosjean

Mongrand

Beney

et al. 2015

Journal of Biological Chemistry

101

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“…The role of free sterols in the modulation of membrane fluidity and permeability is well established (Demel and De Kruyff, 1976;McKersie and Thompson, 1979;Schuler et al, 1991). The thermal phase transition of phospholipids was eliminated by free sterols as well as by SG and ASG (Mudd and McManus, 1980), but the ability to reduce membrane leakage was lost upon glucosylation of free sterols (Grunwald, 1971). Further studies on the behavior of SG and ASG in membranes have not been camed out.…”

mentioning

confidence: 99%

Purification of a Membrane-Bound UDP-Glucose:Sterol [beta]-D-Glucosyltransferase Based on Its Solubility in Diethyl Ether

Warnecke

Heinz

1994

Plant Physiol.

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“…As a result, there are changes in the properties of membranes containing different proportions of free sterols and sterol glycosides. Such changes have been studied with artificial membranes in terms of membrane fluidity, permeability, hydration, and phase behavior (41)(42)(43)(44). However, we still do not know how free sterols and sterol glycosides differ physiologically in biological membranes and why many eukaryotic organisms synthesize sterol glycosides.…”

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confidence: 99%

Cloning and Functional Expression of UGT Genes Encoding Sterol Glucosyltransferases from Saccharomyces cerevisiae, Candida albicans, Pichia pastoris, and Dictyostelium discoideum

Warnecke¹,

Erdmann²,

Fahl³

et al. 1999

Journal of Biological Chemistry

122

135

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Sterol glucosides, typical membrane-bound lipids of many eukaryotes, are biosynthesized by a UDP-glucose: sterol glucosyltransferase (EC 2.4.1.173). We cloned genes from three different yeasts and from Dictyostelium discoideum, the deduced amino acid sequences of which all showed similarities with plant sterol glucosyltransferases (Ugt80A1, Ugt80A2). These genes from Saccharomyces cerevisiae (UGT51 ‫؍‬ YLR189C), Pichia pastoris (UGT51B1), Candida albicans (UGT51C1), and Dictyostelium discoideum (ugt52) were expressed in Escherichia coli. In vitro enzyme assays with cell-free extracts of the transgenic E. coli strains showed that the genes encode UDP-glucose:sterol glucosyltransferases which can use different sterols such as cholesterol, sitosterol, and ergosterol as sugar acceptors. An S. cerevisiae null mutant of UGT51 had lost its ability to synthesize sterol glucoside but exhibited normal growth under various culture conditions. Expression of either UGT51 or UGT51B1 in this null mutant under the control of a galactose-induced promoter restored sterol glucoside synthesis in vitro. Lipid extracts of these cells contained a novel glycolipid. This lipid was purified and identified as ergosterol-␤-D-glucopyranoside by nuclear magnetic resonance spectroscopy. These data prove that the cloned genes encode sterol-␤-D-glucosyltransferases and that sterol glucoside synthesis is an inherent feature of eukaryotic microorganisms.Sterol glycosides are widespread membrane lipids, occurring in all plants, several algae (1-3), some fungi (4 -9), slime molds (10 -12), Dictyostelium (13), a few bacteria (14 -19), and even animals (20 -23). The knowledge base for sterol glycosides is rather limited compared with free sterols and sterol esters, where the synthesis, transport, and functions have been studied extensively in animals (24 -29), plants, (30 -35), and yeast (36 -40). The basis for studies on the functions of sterol glycosides is the assumption that free sterols and sterol glycosides differ physiologically. It is obvious that the attachment of a glycosyl moiety to the sterol backbone alters the physical properties of this lipid. As a result, there are changes in the properties of membranes containing different proportions of free sterols and sterol glycosides. Such changes have been studied with artificial membranes in terms of membrane fluidity, permeability, hydration, and phase behavior (41)(42)(43)(44). However, we still do not know how free sterols and sterol glycosides differ physiologically in biological membranes and why many eukaryotic organisms synthesize sterol glycosides. One of the main reasons for our limited knowledge in this field is the lack of a genetic approach. The objective of the present work was the isolation and characterization of sterol glycosyltransferase genes from eukaryotic organisms. We expect that genetic manipulation of these genes will facilitate the elucidation of sterol glycoside functions in these organisms.The predominating sugar moiety in sterol glycosides is glucose. Besides plants...

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Effect of Steryl Glycosides on the Phase Transition of Dipalmitoyl Lecithin

Cited by 40 publications

References 18 publications

Differential Effect of Plant Lipids on Membrane Organization

Differential Effect of Plant Lipids on Membrane Organization

Purification of a Membrane-Bound UDP-Glucose:Sterol [beta]-D-Glucosyltransferase Based on Its Solubility in Diethyl Ether

Cloning and Functional Expression of UGT Genes Encoding Sterol Glucosyltransferases from Saccharomyces cerevisiae, Candida albicans, Pichia pastoris, and Dictyostelium discoideum

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