Phosphatidylethanolamine of Helicobacter pylori Functions as a Steroid-Binding Lipid in the Assimilation of Free Cholesterol and 3 -Hydroxl Steroids into the Bacterial Cell Membrane

Shimomura, Hirofumi; Hosoda, Kouichi; Hayashi, Shunji; Yokota, Kenji; Hirai, Yoshikazu

doi:10.1128/jb.00105-12

Cited by 35 publications

(47 citation statements)

References 32 publications

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“…A recent study by our group has demonstrated that 2,6-di-O-methyl-␤-cyclodextrin (dM␤CD), a sterol (or steroid) solubilizer, inhibits the binding of the 3␤-OH steroids pregnenolone and dehydroepiandrosterone to H. pylori cells, and therefore, the bacterial cells cannot absorb those steroids into the cell membrane (24). We next examined whether the anti-H. pylori action of 7dFC is inhibited by the action of dM␤CD.…”

Section: Resultsmentioning

confidence: 99%

“…Experimental procedures similar to those described previously were carried out (24). Briefly, phosphatidylethanolamine (PE) isolated from the membrane lipid composition of H. pylori cells was fixed to a paper disk in various amounts, soaked in a 50 mM Tris (pH 7.5) buffer (2 ml) containing dM␤CD (3 mM) together with a paper disk dotted with 100 nmol of cholesterol (FC or 7dFC), and incubated in the dark for 4 h with continuous shaking at 25°C.…”

Section: Assay Of Binding Of Cholesterols To H Pylori Cells H Pylomentioning

confidence: 99%

“…9 CFU) were suspended in PPLO broth (5 ml) with or without dM␤CD (3 mM) in the presence of a paper disk dotted with 100 nmol of cholesterol (FC or 7dFC) and were incubated in the dark for 4 h with continuous shaking under microaerobic conditions at 37°C (24). After incubation, the cells were recovered and washed to extract membrane lipids using a method described elsewhere (13).…”

Section: Assay Of Binding Of Cholesterols To H Pylori Cells H Pylomentioning

confidence: 99%

“…After incubation, the cells were recovered and washed to extract membrane lipids using a method described elsewhere (13). The amount of cholesterol incorporated into the membrane lipid compositions was quantified by the ferrous chloride-sulfuric acid method (24). In addition, thin-layer chromatography (TLC) analysis was performed to detect the glucosylated cholesterol (FC or 7dFC) in the membrane lipid composition (13).…”

Section: Assay Of Binding Of Cholesterols To H Pylori Cells H Pylomentioning

confidence: 99%

“…Membrane lipids were extracted from H. pylori cells that were cultured for 24 h in the presence of 7dFC (15 g/ml) in PPLO broth (2 liters) containing 0.2% dM␤CD via a method described elsewhere (24). The membrane lipids (10 mg) dissolved in chloroform (1 ml) were applied onto a column (1-cm diameter, 5-cm height) filled with chloroform-activated Iatrobeads (Iatrobeads 6RS-8060; Mitsubishi Kagaku Iatron Inc., Tokyo, Japan), and the column was washed with chloroform (15 ml).…”

Section: Assay Of Binding Of Cholesterols To H Pylori Cells H Pylomentioning

confidence: 99%

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Detoxification of 7-Dehydrocholesterol Fatal to Helicobacter pylori Is a Novel Role of Cholesterol Glucosylation

et al. 2013

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The glucosylation of free cholesterol (FC) by Helicobacter pylori cells has various biological significances for the survival of this bacterium. H. pylori cells with glucosylated FC are capable of evading host immune systems, such as phagocytosis by macrophages and activation of antigen-specific T cells, and surviving in the gastric mucosal tissues for long periods. An additional role of cholesterol glucosylation in the survival of H. pylori which is distinct from the role of escaping the host immune system, however, has yet to be identified. This study demonstrated that 7-dehydrocholesterol (7dFC), an FC precursor, is a toxic compound fatal to H. pylori cells, but the cell membrane of H. pylori is capable of absorbing this toxic sterol via glucosylation. In contrast to the case with 7dFC, no toxicity to H. pylori cells was detected from the glucosylated 7dFC. In addition, cgt gene mutant H. pylori cells that cannot glucosylate cholesterols had higher susceptibility to the toxic action of 7dFC than wild-type H. pylori cells. These results indicate that the cgt gene product of H. pylori serves to detoxify the sterol fatal to this bacterium and to permit this toxic sterol as a cell membrane lipid component. In summary, this study defined a novel role of cholesterol glucosylation in H. pylori.

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Section: Resultsmentioning

confidence: 99%

Section: Assay Of Binding Of Cholesterols To H Pylori Cells H Pylomentioning

confidence: 99%

Section: Assay Of Binding Of Cholesterols To H Pylori Cells H Pylomentioning

confidence: 99%

Section: Assay Of Binding Of Cholesterols To H Pylori Cells H Pylomentioning

confidence: 99%

Section: Assay Of Binding Of Cholesterols To H Pylori Cells H Pylomentioning

confidence: 99%

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Detoxification of 7-Dehydrocholesterol Fatal to Helicobacter pylori Is a Novel Role of Cholesterol Glucosylation

et al. 2013

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Indene Compounds Synthetically Derived from Vitamin D Have Selective Antibacterial Action on Helicobacter pylori

Wanibuchi

Hosoda²,

Ihara

et al. 2018

Lipids

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Helicobacter pylori infects the human stomach and is closely linked with the development of gastric cancer. When detected, this pathogen can be eradicated from the human stomach using wide-spectrum antibiotics. However, year by year, H. pylori strains resistant to the antibacterial action of antibiotics have been increasing. The development of new antibacterial substances effective against drug-resistant H. pylori is urgently required. Our group has recently identified extremely selective bactericidal effects against H. pylori in (1R,3aR,7aR)-1-[(1R)-1,5-dimethylhexyl]octahydro-7a-methyl-4H-inden-4-one (VDP1) (otherwise known as Grundmann's ketone), an indene compound derived from the decomposition of vitamin D and proposed the antibacterial mechanism whereby VDP1 induces the bacteriolysis by interacting at least with PtdEtn (dimyristoyl-phosphatidylethanolamine [di-14:0 PtdEtn]) retaining two 14:0 fatty acids of the membrane lipid constituents. In this study, we synthesized new indene compounds ((1R,3aR,7aR)-1-((2R,E)-5,6-dimethylhept-3-en-2-yl)-7a-methyloctahydro-4H-inden-4-one [VD2-1], (1R,3aR,7aR)-1-((S)-1-hydroxypropan-2-yl)-7a-methyloctahydro-1H-inden-4-ol [VD2-2], and (1R,3aR,7aR)-7a-methyl-1-((R)-6-methylheptan-2-yl)octahydro-1H-inden-4-ol [VD3-1]) using either vitamin D or vitamin D as materials. VD2-1 and VD3-1 selectively disrupted the di-14:0 PtdEtn vesicles without destructing the vesicles of PtdEtn (dipalmitoyl-phosphatidylethanolamine) retaining two 16:0 fatty acids. In contrast, VD2-2, an indene compound lacking an alkyl group, had no influence on the structural stability of both PtdEtn vesicles. In addition, VD2-1 and VD3-1 exerted extremely selective bactericidal action against H. pylori without affecting the viability of commonplace bacteria. Meanwhile, VD2-2 almost forfeited the bactericidal effects on H. pylori. These results suggest that the alkyl group of the indene compounds has a crucial conformation to interact with di-14:0 PtdEtn of H. pylori membrane lipid constituents whereby the bacteriolysis is ultimately induced.

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The Sweeping Role of Cholesterol Depletion in the Persistence of Helicobacter pylori Infections

Morey

Meyer

2019

Current Topics in Microbiology and Immunology

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Phosphatidylethanolamine of Helicobacter pylori Functions as a Steroid-Binding Lipid in the Assimilation of Free Cholesterol and 3 -Hydroxl Steroids into the Bacterial Cell Membrane

Cited by 35 publications

References 32 publications

Detoxification of 7-Dehydrocholesterol Fatal to Helicobacter pylori Is a Novel Role of Cholesterol Glucosylation

Detoxification of 7-Dehydrocholesterol Fatal to Helicobacter pylori Is a Novel Role of Cholesterol Glucosylation

Indene Compounds Synthetically Derived from Vitamin D Have Selective Antibacterial Action on Helicobacter pylori

The Sweeping Role of Cholesterol Depletion in the Persistence of Helicobacter pylori Infections

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