Effects of diacylglycerol on the structure and phase behaviour of non-bilayer forming phospholipid

Takahashi, Hiroshi; Watanabe, Motonari; Quinn, Peter J.; Kato, Satoru; Murayama, Shunsuke; Ohki, Kazuo; Hatta, Ichiro

doi:10.1016/s0301-4622(99)00005-8

Cited by 10 publications

(6 citation statements)

References 30 publications

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“…DAG is a neutral lipid whose accumulation in the membrane leads to bilayer disruption [50]. For this reason, it is metabolized to form phosphatidic acid and other phospholipids [9, 49].…”

Section: Resultsmentioning

confidence: 99%

“…The synthesis of lipoteichoic acids (LTA) and membrane-derived oligosaccharides in bacteria leads to the production of diacylglycerols (DAGs) as secondary products [ 49 ]. DAG is a neutral lipid whose accumulation in the membrane leads to bilayer disruption [ 50 ]. For this reason, it is metabolized to form phosphatidic acid and other phospholipids [ 9 , 49 ].…”

Section: Resultsmentioning

confidence: 99%

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Comprehensive analysis of phospholipids and glycolipids in the opportunistic pathogen Enterococcus faecalis

et al. 2017

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Enterococcus faecalis is a Gram-positive, opportunistic, pathogenic bacterium that causes a significant number of antibiotic-resistant infections in hospitalized patients. The development of antibiotic resistance in hospital-associated pathogens is a formidable public health threat. In E. faecalis and other Gram-positive pathogens, correlations exist between lipid composition and antibiotic resistance. Resistance to the last-resort antibiotic daptomycin is accompanied by a decrease in phosphatidylglycerol (PG) levels, whereas multiple peptide resistance factor (MprF) converts anionic PG into cationic lysyl-PG via a trans-esterification reaction, providing resistance to cationic antimicrobial peptides. Unlike previous studies that relied on thin layer chromatography and spectrophotometry, we have performed liquid chromatography-tandem mass spectrometry (LC-MS/MS) directly on lipids extracted from E. faecalis, and quantified the phospholipids through multiple reaction monitoring (MRM). In the daptomycin-sensitive E. faecalis strain OG1RF, we have identified 17 PGs, 8 lysyl-PGs (LPGs), 23 cardiolipins (CL), 3 glycerophospho-diglucosyl-diacylglycerols (GPDGDAG), 5 diglucosyl-diacylglycerols (DGDAG), 3 diacylglycerols (DAGs), and 4 triacylglycerols (TAGs). We have quantified PG and shown that PG levels vary during growth of E. faecalis in vitro. We also show that two daptomycin-resistant (DapR) strains of E. faecalis have substantially lower levels of PG and LPG levels. Since LPG levels in these strains are lower, daptomycin resistance is likely due to the reduction in PG. This lipidome map is the first comprehensive analysis of membrane phospholipids and glycolipids in the important human pathogen E. faecalis, for which antimicrobial resistance and altered lipid homeostasis have been intimately linked.

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“…DAG is a neutral lipid whose accumulation in the membrane leads to bilayer disruption [50]. For this reason, it is metabolized to form phosphatidic acid and other phospholipids [9, 49].…”

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Comprehensive analysis of phospholipids and glycolipids in the opportunistic pathogen Enterococcus faecalis

et al. 2017

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“…In high salt conditions, the addition of arbutin to the growth media acts as an artificial acceptor of G1P, therefore accelerating the production of DAG [123]. An accumulation of such a neutral lipid in the membrane is catastrophic for the bacteria due to disruption of the bilayer [125]. Membrane proteins were unable to assemble into liposomes containing high concentrations of diaclyglycerol [126].…”

Section: Introductionmentioning

confidence: 99%

Bacterial lipids: Metabolism and membrane homeostasis

Parsons

Rock

2013

Progress in Lipid Research

421

357

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“…The fact that lipids hydrated in water may form not only bilayer membranes but also nonlamellar lipid phases, − which could affect the functioning of embedded or adsorbed proteins, has attracted significant research interest. − More often, techniques for the encapsulation of water-soluble (rather than of membrane-soluble) proteins into lyotropic phases formed by nonlamellar lipids have been reported. Thus, a variety of purified proteins, such as cytochrome c, , lysozyme, , casein, α-chymotrypsin, hemoglobin, lipase from Humicola lanuginosa , and so forth have been directly encapsulated into lipid/water phases of cubic symmetries without using detergents.…”

Section: Introductionmentioning

confidence: 99%

X-ray Diffraction Study of the Effect of the Detergent Octyl Glucoside on the Structure of Lamellar and Nonlamellar Lipid/Water Phases of Use for Membrane Protein Reconstitution

1999

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The phase behavior and structural parameters of dioleoylphosphatidylethanolamine (DOPE), monoolein (MO), and dipalmitoylphosphatidylcholine (DPPC) hydrated in excess aqueous phase containing micellar octyl glucoside (OG) were investigated by means of synchrotron X-ray diffraction in a wide range of temperatures. The lipid-to-detergent molar ratios were selected to be equal to those in a recent membraneprotein-reconstitution study. It was established that lipids displaying either nonlamellar (DOPE and MO) or lamellar propensities (DPPC) form mixed supramolecular structures with the detergent OG. The phase states and structures of these mixed assemblies are essentially different from those of the pure lipid components. At full hydration and at the investigated lipid-to-detergent molar ratios, OG destabilizes the inverted-hexagonal (HII) phase organization of DOPE and the inverted cubic (Q 224 ) structure of MO, transforming them into a lamellar liquid crystalline (LR) phase. The fluid DOPE/OG and MO/OG bilayers totally accommodate the micellar OG from the aqueous phase, as evidenced by the absence of diffuse scattering of OG or lipid/OG micelles. In the temperature interval from 0 to 52 °C, the investigated DOPE/ OG/water and MO/OG/water systems are in the lamellar LR state and do not undergo structural phase transitions. The DPPC/OG/water system undergoes a phase transition from a gel to a liquid-crystalline phase state. Due to the particular molar amount of OG in this system, a coexistence of mixed DPPC/OG bilayers and DPPC/OG micelles was found. The structural results suggest that the DOPE/OG and MO/OG systems, which are of lamellar rather than of nonlamellar organizations, are suitable for reconstitution of membrane proteins, as was established for DPPC/OG membranes.

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Effects of diacylglycerol on the structure and phase behaviour of non-bilayer forming phospholipid

Cited by 10 publications

References 30 publications

Comprehensive analysis of phospholipids and glycolipids in the opportunistic pathogen Enterococcus faecalis

Comprehensive analysis of phospholipids and glycolipids in the opportunistic pathogen Enterococcus faecalis

Bacterial lipids: Metabolism and membrane homeostasis

X-ray Diffraction Study of the Effect of the Detergent Octyl Glucoside on the Structure of Lamellar and Nonlamellar Lipid/Water Phases of Use for Membrane Protein Reconstitution

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