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Article ; Online: Lysophospholipid acyltransferases orchestrate the compositional diversity of phospholipids.

Valentine, William J / Shimizu, Takao / Shindou, Hideo

2023 Volume 215, Page(s) 24–33

Abstract: Lysophospholipid acyltransferases (LPLATs), in concert with glycerol-3-phosphate acyltransferases (GPATs) and phospholipase ... ...

Abstract	Lysophospholipid acyltransferases (LPLATs), in concert with glycerol-3-phosphate acyltransferases (GPATs) and phospholipase A
MeSH term(s)	Humans ; Animals ; Mice ; 1-Acylglycerophosphocholine O-Acyltransferase/genetics ; 1-Acylglycerophosphocholine O-Acyltransferase/metabolism ; Phospholipids/metabolism ; Lysophospholipids ; Acyltransferases/metabolism
Chemical Substances	1-Acylglycerophosphocholine O-Acyltransferase (EC 2.3.1.23) ; Phospholipids ; Lysophospholipids ; Acyltransferases (EC 2.3.-)
Language	English
Publishing date	2023-08-21
Publishing country	France
Document type	Journal Article ; Review
ZDB-ID	120345-9
ISSN	1638-6183 ; 0300-9084
ISSN (online)	1638-6183
ISSN	0300-9084
DOI	10.1016/j.biochi.2023.08.012
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Article ; Online: Conformations of Three Types of Ultra-Long-Chain Fatty Acids in Multicomponent Lipid Bilayers.

Kawaguchi, Kazutomo / Nagao, Hidemi / Shindou, Hideo / Noguchi, Hiroshi

The journal of physical chemistry. B

2022 Volume 126, Issue 45, Page(s) 9316–9324

Abstract: Ultra-long-chain fatty acids (ULCFAs) are biosynthesized in certain types of tissues, but their biological roles remain unknown. Here, we report how the conformation of ULCFAs depends on the length and unsaturated-bond ratio of the ultra-long chains and ... ...

Abstract	Ultra-long-chain fatty acids (ULCFAs) are biosynthesized in certain types of tissues, but their biological roles remain unknown. Here, we report how the conformation of ULCFAs depends on the length and unsaturated-bond ratio of the ultra-long chains and the composition of the host bilayer membrane using molecular dynamics simulations. The ultra-long chain of ULCFAs flips between the two leaflets and fluctuates among three conformations: elongated, L-shaped, and turned. Furthermore, we found that the saturated ultra-long chain exhibited an elongated conformation more frequently than the unsaturated chain. In addition, the truncation of the ultra-long chain at C26 had little effect on the remaining ULCFAs. ULCFAs respond to lipid-density differences in the two leaflets, and the ratio of the elongated and turned conformations changed to reduce this difference. However, in cholesterol-containing membranes, ULCFAs exhibit no density difference after the flip-flop of cholesterol removes the difference.
MeSH term(s)	Lipid Bilayers/chemistry ; Fatty Acids ; Molecular Conformation ; Cholesterol/chemistry ; Molecular Dynamics Simulation ; Phosphatidylcholines/chemistry
Chemical Substances	Lipid Bilayers ; Fatty Acids ; Cholesterol (97C5T2UQ7J) ; Phosphatidylcholines
Language	English
Publishing date	2022-11-05
Publishing country	United States
Document type	Journal Article
ISSN	1520-5207
ISSN (online)	1520-5207
DOI	10.1021/acs.jpcb.2c06189
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Article ; Online: LPCAT3/LPLAT12 deficiency in the liver ameliorates acetaminophen-induced acute liver injury.

Inagaki, Natsuko F / Nakanishi, Hiroki / Ohto, Takayo / Shindou, Hideo / Shimizu, Takao

FASEB journal : official publication of the Federation of American Societies for Experimental Biology

2023 Volume 38, Issue 1, Page(s) e23328

Abstract: Acetaminophen (APAP) is a double-edged sword, mainly depending on the dosage. A moderate dose of APAP is effective for fever and pain relief; however, an overdose induces acute liver injury. The mechanism underlying APAP-induced acute liver failure is ... ...

Abstract	Acetaminophen (APAP) is a double-edged sword, mainly depending on the dosage. A moderate dose of APAP is effective for fever and pain relief; however, an overdose induces acute liver injury. The mechanism underlying APAP-induced acute liver failure is unclear, and its treatment is limited. A recent report has shown that several oxidized phospholipids are associated with APAP-induced acute liver failure. Lysophosphatidylcholine acyltransferase 3 (Lpcat3, Lplat12), which is highly expressed in the liver, preferentially catalyzes the incorporation of arachidonate into lysophospholipids (PLs). In the present study, we investigated the roles of Lpcat3 on APAP-induced acute liver injury using liver-specific Lpcat3-knockout mice. Hepatic Lpcat3 deficiency reduced the degree of APAP-induced necrosis of hepatocytes around Zone 3 and ameliorated the elevation of hepatic injury serum marker levels, and prolonged survival. Lipidomic analysis showed that the accumulation of oxidized and hydroperoxidized phospholipids was suppressed in Lpcat3-knockout mice. The amelioration of APAP-induced acute liver injury was due not only to the reduction in the lipid synthesis of arachidonic acid PLs because of Lpcat3 deficiency, but also to the promotion of the APAP detoxification pathway by facilitating the conjugation of glutathione and N-acetyl-p-benzoquinone imine. Our findings suggest that Lpcat3 is a potential therapeutic target for treating APAP-induced acute liver injury.
MeSH term(s)	Animals ; Mice ; Acetaminophen/toxicity ; Liver Failure, Acute ; Hepatocytes ; Mice, Knockout ; 1-Acylglycerophosphocholine O-Acyltransferase
Chemical Substances	Acetaminophen (362O9ITL9D) ; LPCAT3 protein, mouse (EC 2.3.1.23) ; 1-Acylglycerophosphocholine O-Acyltransferase (EC 2.3.1.23)
Language	English
Publishing date	2023-11-29
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	639186-2
ISSN	1530-6860 ; 0892-6638
ISSN (online)	1530-6860
ISSN	0892-6638
DOI	10.1096/fj.202301744R
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Article ; Online: Profiling of fatty acid metabolism in the dorsal root ganglion after peripheral nerve injury.

Yamamoto, Shota / Hashidate-Yoshida, Tomomi / Shimizu, Takao / Shindou, Hideo

Frontiers in pain research (Lausanne, Switzerland)

2022 Volume 3, Page(s) 948689

Abstract: Peripheral nerve injury (PNI) induces neuronal hyperexcitability, which underlies neuropathic pain. The emergence of RNA sequencing technologies has enabled profiling of transcriptional changes in pathological conditions. However, these approaches do not ...

Abstract	Peripheral nerve injury (PNI) induces neuronal hyperexcitability, which underlies neuropathic pain. The emergence of RNA sequencing technologies has enabled profiling of transcriptional changes in pathological conditions. However, these approaches do not provide information regarding metabolites such as lipids that are not directly encoded by genes. Fatty acids (FAs) are some of the essential lipids in mammalian organisms and are mainly stored as membrane phospholipids. In response to various biological stimuli, FAs are rapidly released and converted into several mediators, such as eicosanoids and docosanoids. FAs themselves or their metabolites play important roles in physiology and pathology. In this study, using a comprehensive lipidomic analysis of FA metabolites, 152 species were measured in the dorsal root ganglia of mice at multiple time points after PNI. We found that PNI increased the ω-6 FA metabolites produced by cyclooxygenases but not those produced by lipoxygenases or cytochrome P450 enzymes in the dorsal root ganglia. In contrast, ω-3 FA metabolites biosynthesized by any enzyme transiently increased after nerve injury. Overall, these findings provide a new resource and valuable insights into PNI pathologies, including pain and nerve regeneration.
Language	English
Publishing date	2022-07-29
Publishing country	Switzerland
Document type	Journal Article
ISSN	2673-561X
ISSN (online)	2673-561X
DOI	10.3389/fpain.2022.948689
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Article ; Online: Multiplex fatty acid imaging inside cells by Raman microscopy.

Uematsu, Masaaki / Kita, Yoshihiro / Shimizu, Takao / Shindou, Hideo

FASEB journal : official publication of the Federation of American Societies for Experimental Biology

2020 Volume 34, Issue 8, Page(s) 10357–10372

Abstract: Visualizing intracellular fatty acids (including free and esterified form) is very useful for understanding how and where such molecules are incorporated, stored, and metabolized within cells. However, techniques of imaging multiple intracellular fatty ... ...

Abstract	Visualizing intracellular fatty acids (including free and esterified form) is very useful for understanding how and where such molecules are incorporated, stored, and metabolized within cells. However, techniques of imaging multiple intracellular fatty acids have been limited by their small size, making it difficult to label and track without changing their biological and biophysical characteristics. Here, we present a new method for simultaneously visualizing up to five atomically labeled intracellular fatty acid species. For this, we utilized the distinctive Raman spectra depending on the labeling patterns and created a new, extensible opensource software to perform by-pixel analysis of extracting original spectra from mixed ones. Our multiplex imaging method revealed that fatty acids with more double bonds tend to concentrate more efficiently at lipid droplets. This novel approach contributes to reveal not only the spatial dynamics of fatty acids, but also of any other metabolites inside cells.
MeSH term(s)	Cell Line, Tumor ; Fatty Acids/metabolism ; HeLa Cells ; Humans ; Lipid Droplets/metabolism ; Lipid Metabolism/physiology ; Microscopy/methods ; Spectrum Analysis, Raman/methods
Chemical Substances	Fatty Acids
Language	English
Publishing date	2020-06-27
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	639186-2
ISSN	1530-6860 ; 0892-6638
ISSN (online)	1530-6860
ISSN	0892-6638
DOI	10.1096/fj.202000514R
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Article ; Online: A lipid index for risk of hyperlipidemia caused by anti-retroviral drugs.

Shimura, Mari / Higashi-Kuwata, Nobuyo / Fujiwara, Asuka / Taniguchi, Mai / Ichinose, Takayuki / Hamano, Fumie / Uematsu, Masaaki / Inoue, Takato / Matsuyama, Satoshi / Suzuki, Takahiro / Ghosh, Arun K / Shindou, Hideo / Shimuzu, Takao / Mitsuya, Hiroaki

Antiviral research

2024 Volume 223, Page(s) 105819

Abstract: HIV-associated lipodystrophy has been reported in people taking anti-retroviral therapy (ART). Lipodystrophy can cause cardiovascular diseases, affecting the quality of life of HIV-infected individuals. In this study, we propose a pharmacological lipid ... ...

Abstract	HIV-associated lipodystrophy has been reported in people taking anti-retroviral therapy (ART). Lipodystrophy can cause cardiovascular diseases, affecting the quality of life of HIV-infected individuals. In this study, we propose a pharmacological lipid index to estimate the risk of hyperlipidemia caused by anti-retroviral drugs. Lipid droplets were stained in cells treated with anti-retroviral drugs and cyclosporin A. Signal intensities of lipid droplets were plotted against the drug concentrations to obtain an isodose of 10 μM of cyclosporin A, which we call the Pharmacological Lipid Index (PLI). The PLI was then normalized by EC
MeSH term(s)	Humans ; Hyperlipidemias/chemically induced ; Cyclosporine ; Quality of Life ; Cardiovascular Diseases ; Lipids
Chemical Substances	Cyclosporine (83HN0GTJ6D) ; Lipids
Language	English
Publishing date	2024-01-23
Publishing country	Netherlands
Document type	Journal Article
ZDB-ID	306628-9
ISSN	1872-9096 ; 0166-3542
ISSN (online)	1872-9096
ISSN	0166-3542
DOI	10.1016/j.antiviral.2024.105819
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Article ; Online: Lysophosphatidylcholine acyltransferase 1 controls mitochondrial reactive oxygen species generation and survival of retinal photoreceptor cells.

Nagata, Katsuyuki / Hishikawa, Daisuke / Sagara, Hiroshi / Saito, Masamichi / Watanabe, Sumiko / Shimizu, Takao / Shindou, Hideo

The Journal of biological chemistry

2022 Volume 298, Issue 6, Page(s) 101958

Abstract: Due to their high energy demands and characteristic morphology, retinal photoreceptor cells require a specialized lipid metabolism for survival and function. Accordingly, dysregulation of lipid metabolism leads to the photoreceptor cell death and retinal ...

Abstract	Due to their high energy demands and characteristic morphology, retinal photoreceptor cells require a specialized lipid metabolism for survival and function. Accordingly, dysregulation of lipid metabolism leads to the photoreceptor cell death and retinal degeneration. Mice bearing a frameshift mutation in the gene encoding lysophosphatidylcholine acyltransferase 1 (Lpcat1), which produces saturated phosphatidylcholine (PC) composed of two saturated fatty acids, has been reported to cause spontaneous retinal degeneration in mice; however, the mechanism by which this mutation affects degeneration is unclear. In this study, we performed a detailed characterization of LPCAT1 in the retina and found that genetic deletion of Lpcat1 induces light-independent and photoreceptor-specific apoptosis in mice. Lipidomic analyses of the retina and isolated photoreceptor outer segment (OS) suggested that loss of Lpcat1 not only decreased saturated PC production but also affected membrane lipid composition, presumably by altering saturated fatty acyl-CoA availability. Furthermore, we demonstrated that Lpcat1 deletion led to increased mitochondrial reactive oxygen species levels in photoreceptor cells, but not in other retinal cells, and did not affect the OS structure or trafficking of OS-localized proteins. These results suggest that the LPCAT1-dependent production of saturated PC plays critical roles in photoreceptor maturation. Our findings highlight the therapeutic potential of saturated fatty acid metabolism in photoreceptor cell degeneration-related retinal diseases.
MeSH term(s)	1-Acylglycerophosphocholine O-Acyltransferase/genetics ; 1-Acylglycerophosphocholine O-Acyltransferase/metabolism ; Animals ; Fatty Acids/genetics ; Fatty Acids/metabolism ; Mice ; Phosphatidylcholines/metabolism ; Photoreceptor Cells, Vertebrate/cytology ; Photoreceptor Cells, Vertebrate/metabolism ; Reactive Oxygen Species/metabolism ; Retina/metabolism ; Retinal Degeneration/metabolism
Chemical Substances	Fatty Acids ; Phosphatidylcholines ; Reactive Oxygen Species ; 1-Acylglycerophosphocholine O-Acyltransferase (EC 2.3.1.23) ; Lpcat1 protein, mouse (EC 2.3.1.23)
Language	English
Publishing date	2022-04-20
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	2997-x
ISSN	1083-351X ; 0021-9258
ISSN (online)	1083-351X
ISSN	0021-9258
DOI	10.1016/j.jbc.2022.101958
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Article ; Online: Dietary omega-3 fatty acid does not improve male infertility caused by lysophospholipid acyltransferase 3 (LPLAT3/AGPAT3) deficiency.

Nagata, Katsuyuki / Kakizaki, Yuusuke / Yanagida, Keisuke / Arai, Tetsuya / Nakano, Kenta / Hamano, Fumie / Goto, Motohito / Okamura, Tadashi / Shimizu, Takao / Shindou, Hideo

Biochemical and biophysical research communications

2023 Volume 663, Page(s) 179–185

Abstract: Docosahexaenoic acid (DHA), an omega-3 fatty acid, usually presents as a constituent of phospholipids in the cellular membrane. Lysophospholipid acyltransferase 3 (LPLAT3; AGPAT3) is the primary enzyme that incorporates DHA into phospholipids. LPLAT3-KO ... ...

Abstract	Docosahexaenoic acid (DHA), an omega-3 fatty acid, usually presents as a constituent of phospholipids in the cellular membrane. Lysophospholipid acyltransferase 3 (LPLAT3; AGPAT3) is the primary enzyme that incorporates DHA into phospholipids. LPLAT3-KO mice show male infertility and visual dysfunction accompanied by decreased phospholipids (PLs) containing DHA (PL-DHA) in the testis and retina, respectively. In this study, we evaluated the effect of diets consisting mainly of triacylglycerol-bound DHA (fish oil) and PL-bound DHA (salmon roe oil) on the amount of PL-DHA in a broad range of tissues and on reproductive functions. Both diets elevated phosphatidylcholines (PCs)-containing DHA in most tissues of wild type (WT) mice. Although LPLAT3-KO mice acquired a minimal amount of PC-DHA in the testes and sperm by eating either of the diets, reproductive function did not improve. The present study suggests that DHA-rich diets do not restore sufficient PL-DHA to improve male infertility in LPLAT3-KO mice. Alternatively, PL-DHA can be biosynthesized by LPLAT3 but not by external supplementation, which may be necessary for normal reproductive function.
MeSH term(s)	Male ; Mice ; Animals ; Humans ; Fatty Acids, Omega-3 ; 1-Acylglycerophosphocholine O-Acyltransferase/genetics ; Semen ; Phospholipids ; Diet ; Docosahexaenoic Acids ; Infertility, Male
Chemical Substances	Fatty Acids, Omega-3 ; 1-Acylglycerophosphocholine O-Acyltransferase (EC 2.3.1.23) ; Phospholipids ; Docosahexaenoic Acids (25167-62-8)
Language	English
Publishing date	2023-04-23
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	205723-2
ISSN	1090-2104 ; 0006-291X ; 0006-291X
ISSN (online)	1090-2104 ; 0006-291X
ISSN	0006-291X
DOI	10.1016/j.bbrc.2023.04.043
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Article ; Online: Correction: Mapping membrane lipids in the developing and adult mouse retina under physiological and pathological conditions using mass spectrometry.

Hamano, Fumie / Kuribayashi, Hiroshi / Iwagawa, Toshiro / Tsuhako, Asano / Nagata, Katsuyuki / Sagara, Hiroshi / Shimizu, Takao / Shindou, Hideo / Watanabe, Sumiko

The Journal of biological chemistry

2022 Volume 298, Issue 9, Page(s) 102427

Language	English
Publishing date	2022-08-30
Publishing country	United States
Document type	Published Erratum
ZDB-ID	2997-x
ISSN	1083-351X ; 0021-9258
ISSN (online)	1083-351X
ISSN	0021-9258
DOI	10.1016/j.jbc.2022.102427
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Article ; Online: Overexpression of lysophospholipid acyltransferase, LPLAT10/LPCAT4/LPEAT2, in the mouse liver increases glucose-stimulated insulin secretion.

Shimizu, Kahori / Ono, Moe / Mikamoto, Takenari / Urayama, Yuya / Yoshida, Sena / Hase, Tomomi / Michinaga, Shotaro / Nakanishi, Hiroki / Iwasaki, Miho / Terada, Tomoyuki / Sakurai, Fuminori / Mizuguchi, Hiroyuki / Shindou, Hideo / Tomita, Koji / Nishinaka, Toru

FASEB journal : official publication of the Federation of American Societies for Experimental Biology

2024 Volume 38, Issue 2, Page(s) e23425

Abstract: Postprandial hyperglycemia is an early indicator of impaired glucose tolerance that leads to type 2 diabetes mellitus (T2DM). Alterations in the fatty acid composition of phospholipids have been implicated in diseases such as T2DM and nonalcoholic fatty ... ...

Abstract	Postprandial hyperglycemia is an early indicator of impaired glucose tolerance that leads to type 2 diabetes mellitus (T2DM). Alterations in the fatty acid composition of phospholipids have been implicated in diseases such as T2DM and nonalcoholic fatty liver disease. Lysophospholipid acyltransferase 10 (LPLAT10, also called LPCAT4 and LPEAT2) plays a role in remodeling fatty acyl chains of phospholipids; however, its relationship with metabolic diseases has not been fully elucidated. LPLAT10 expression is low in the liver, the main organ that regulates metabolism, under normal conditions. Here, we investigated whether overexpression of LPLAT10 in the liver leads to improved glucose metabolism. For overexpression, we generated an LPLAT10-expressing adenovirus (Ad) vector (Ad-LPLAT10) using an improved Ad vector. Postprandial hyperglycemia was suppressed by the induction of glucose-stimulated insulin secretion in Ad-LPLAT10-treated mice compared with that in control Ad vector-treated mice. Hepatic and serum levels of phosphatidylcholine 40:7, containing C18:1 and C22:6, were increased in Ad-LPLAT10-treated mice. Serum from Ad-LPLAT10-treated mice showed increased glucose-stimulated insulin secretion in mouse insulinoma MIN6 cells. These results indicate that changes in hepatic phosphatidylcholine species due to liver-specific LPLAT10 overexpression affect the pancreas and increase glucose-stimulated insulin secretion. Our findings highlight LPLAT10 as a potential novel therapeutic target for T2DM.
MeSH term(s)	Animals ; Mice ; 1-Acylglycerophosphocholine O-Acyltransferase/genetics ; Diabetes Mellitus, Type 2 ; Glucose/pharmacology ; Glucose Intolerance ; Insulin Secretion ; Liver ; Phosphatidylcholines ; Phospholipids
Chemical Substances	1-Acylglycerophosphocholine O-Acyltransferase (EC 2.3.1.23) ; Glucose (IY9XDZ35W2) ; Phosphatidylcholines ; Phospholipids ; Lpcat4 protein, mouse (EC 2.3.1.23)
Language	English
Publishing date	2024-02-05
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Intramural ; Research Support, Non-U.S. Gov't
ZDB-ID	639186-2
ISSN	1530-6860 ; 0892-6638
ISSN (online)	1530-6860
ISSN	0892-6638
DOI	10.1096/fj.202301594RR
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