Plasmenylcholine (BioDeep_00000911337)
代谢物信息卡片
Plasmenylcholine
化学式: C40H81NO7P+ (718.5750346)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCCCCCCCCCCCC(=O)OC(COC=CCCCCCCCCCCCCCC)COP(=O)(O)OCC[N+](C)(C)C
InChI: InChI=1S/C40H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-35-45-37-39(38-47-49(43,44)46-36-34-41(3,4)5)48-40(42)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h32,35,39H,6-31,33-34,36-38H2,1-5H3/p+1/b35-32-/t39-/m1/s1
相关代谢途径
Reactome(0)
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PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Ifrah Farid, Abid Ali, Aidan P Holman, Luke Osborne, Dmitry Kurouski. Length and saturation of choline plasmalogens alter the aggregation rate of α-synuclein but not the toxicity of amyloid fibrils.
International journal of biological macromolecules.
2024 Apr; 264(Pt 1):130632. doi:
10.1016/j.ijbiomac.2024.130632. [PMID: 38447831] - Max T Aung, Pahriya Ashrap, Deborah J Watkins, Bhramar Mukherjee, Zaira Rosario, Carmen M Vélez-Vega, Akram N Alshawabkeh, José F Cordero, John D Meeker. Maternal lipidomic signatures in relation to spontaneous preterm birth and large-for-gestational age neonates.
Scientific reports.
2021 04; 11(1):8115. doi:
10.1038/s41598-021-87472-9. [PMID: 33854141] - Chen Zhang, Miao-Miao Zhou, Tian-Tian Zhang, Pei-Xu Cong, Jie Xu, Chang-Hu Xue, Teruyoshi Yanagita, Zi-Hao Wei, Yu-Ming Wang. Effects of Dietary Supplementation with EPA-enriched Phosphatidylcholine and Phosphatidylethanolamine on Glycerophospholipid Profile in Cerebral Cortex of SAMP8 Mice fed with High-fat Diet.
Journal of oleo science.
2021 Feb; 70(2):275-287. doi:
10.5650/jos.ess20212. [PMID: 33456004] - Carmen Martín-Sierra, Simone Colombo, Ricardo Martins, Paula Laranjeira, Tânia Melo, Ana Margarida Abrantes, Rui Caetano Oliveira, José Guilherme Tralhão, Maria Filomena Botelho, Emanuel Furtado, Pedro Domingues, M Rosario Domingues, Artur Paiva. Tumor Resection Induces Alterations on Serum Phospholipidome of Liver Cancer Patients.
Lipids.
2020 03; 55(2):185-191. doi:
10.1002/lipd.12221. [PMID: 32045496] - Tomohiro Kimura, Atsuko K Kimura, Mindong Ren, Vernon Monteiro, Yang Xu, Bob Berno, Michael Schlame, Richard M Epand. Plasmalogen loss caused by remodeling deficiency in mitochondria.
Life science alliance.
2019 08; 2(4):. doi:
10.26508/lsa.201900348. [PMID: 31434794] - Yue Wu, Zhen Chen, Wageh S Darwish, Koh Terada, Hitoshi Chiba, Shu-Ping Hui. Choline and Ethanolamine Plasmalogens Prevent Lead-Induced Cytotoxicity and Lipid Oxidation in HepG2 Cells.
Journal of agricultural and food chemistry.
2019 Jul; 67(27):7716-7725. doi:
10.1021/acs.jafc.9b02485. [PMID: 31131603] - Fabian Dorninger, Ann B Moser, Jianqiu Kou, Christoph Wiesinger, Sonja Forss-Petter, Andreas Gleiss, Margareta Hinterberger, Susanne Jungwirth, Peter Fischer, Johannes Berger. Alterations in the Plasma Levels of Specific Choline Phospholipids in Alzheimer's Disease Mimic Accelerated Aging.
Journal of Alzheimer's disease : JAD.
2018; 62(2):841-854. doi:
10.3233/jad-171036. [PMID: 29480199] - Beatriz C S Leão, Nathália A S Rocha-Frigoni, Ériklis Nogueira, Elaine C Cabral, Christina R Ferreira, Marcos N Eberlin, Mônica F Accorsi, Thiago V Neves, Gisele Z Mingoti. Membrane lipid profile of in vitro-produced embryos is affected by vitrification but not by long-term dietary supplementation of polyunsaturated fatty acids for oocyte donor beef heifers.
Reproduction, fertility, and development.
2017 Jun; 29(6):1217-1230. doi:
10.1071/rd15414. [PMID: 27220988] - A Broniec, A Żądło, A Pawlak, B Fuchs, R Kłosiński, D Thompson, T Sarna. Interaction of plasmenylcholine with free radicals in selected model systems.
Free radical biology & medicine.
2017 05; 106(?):368-378. doi:
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2017 Feb; 25(2):122-127. doi:
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Journal of pharmaceutical and biomedical analysis.
2017 Feb; 134(?):77-85. doi:
10.1016/j.jpba.2016.11.019. [PMID: 27888687] - Eric Chern-Pin Chua, Guanghou Shui, Amaury Cazenave-Gassiot, Markus R Wenk, Joshua J Gooley. Changes in Plasma Lipids during Exposure to Total Sleep Deprivation.
Sleep.
2015 Nov; 38(11):1683-91. doi:
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Clinica chimica acta; international journal of clinical chemistry.
2014 Nov; 437(?):147-54. doi:
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Journal of the American Society for Mass Spectrometry.
2014 Aug; 25(8):1412-20. doi:
10.1007/s13361-014-0908-x. [PMID: 24781459] - Yanbo Yang, Takashi Kuwano, William R Lagor, Carolyn J Albert, Siobhan Brenton, Daniel J Rader, David A Ford, Robert J Brown. Lipidomic analyses of female mice lacking hepatic lipase and endothelial lipase indicate selective modulation of plasma lipid species.
Lipids.
2014 Jun; 49(6):505-15. doi:
10.1007/s11745-014-3907-6. [PMID: 24777581] - Megumi Nishimukai, Ryouta Maeba, Yuya Yamazaki, Toru Nezu, Toshihiro Sakurai, Yuji Takahashi, Shu-Ping Hui, Hitoshi Chiba, Tomoki Okazaki, Hiroshi Hara. Serum choline plasmalogens, particularly those with oleic acid in sn-2, are associated with proatherogenic state.
Journal of lipid research.
2014 May; 55(5):956-65. doi:
10.1194/jlr.p045591. [PMID: 24616482] - Katarzyna Hąc-Wydro, Katarzyna Luty. Miscibility and interactions of animal and plant sterols with choline plasmalogen in binary and multicomponent model systems.
Colloids and surfaces. B, Biointerfaces.
2014 Apr; 116(?):138-46. doi:
10.1016/j.colsurfb.2013.12.059. [PMID: 24463150] - Yuan Zhang, Wei Zou, Fenggong Cui, Nan Wang, Dongyan Zhang, Yuying Cui, Peng Liu, Jing Liu. Protective effect of phosphatidylcholine on restoration of ethanol-injured hepatocytes related with caveolin-1.
The Journal of membrane biology.
2014 Jan; 247(1):73-80. doi:
10.1007/s00232-013-9613-0. [PMID: 24292666] - Yaoyao Zhan, Liang Wang, Jing Liu, Keli Ma, Cuiping Liu, Yuan Zhang, Wei Zou. Choline plasmalogens isolated from swine liver inhibit hepatoma cell proliferation associated with caveolin-1/Akt signaling.
PloS one.
2013; 8(10):e77387. doi:
10.1371/journal.pone.0077387. [PMID: 24143228] - Ryouta Maeba, Yuya Yamazaki, Toru Nezu, Tomoki Okazaki. Improvement and validation of ¹²⁵I-high-performance liquid chromatography method for determination of total human serum choline and ethanolamine plasmalogens.
Annals of clinical biochemistry.
2012 Jan; 49(Pt 1):86-93. doi:
10.1258/acb.2011.011069. [PMID: 22042981] - Miki Igarashi, Kaizong Ma, Fei Gao, Hyung-Wook Kim, Stanley I Rapoport, Jagadeesh S Rao. Disturbed choline plasmalogen and phospholipid fatty acid concentrations in Alzheimer's disease prefrontal cortex.
Journal of Alzheimer's disease : JAD.
2011; 24(3):507-17. doi:
10.3233/jad-2011-101608. [PMID: 21297269] - Beate Fuchs, Karin Müller, Frank Göritz, Steffen Blottner, Jürgen Schiller. Characteristic oxidation products of choline plasmalogens are detectable in cattle and roe deer spermatozoa by MALDI-TOF mass spectrometry.
Lipids.
2007 Nov; 42(11):991-8. doi:
10.1007/s11745-007-3108-7. [PMID: 17717713] - Ryouta Maeba, Tomomi Maeda, Makoto Kinoshita, Kosuke Takao, Hideki Takenaka, Jyun Kusano, Nakayuki Yoshimura, Yoko Takeoka, Daijiro Yasuda, Tomoki Okazaki, Tamio Teramoto. Plasmalogens in human serum positively correlate with high- density lipoprotein and decrease with aging.
Journal of atherosclerosis and thrombosis.
2007 Feb; 14(1):12-8. doi:
10.5551/jat.14.12. [PMID: 17332687] - Brian S Cummings, Andrew K Gelasco, Gilbert R Kinsey, Jane McHowat, Rick G Schnellmann. Inactivation of endoplasmic reticulum bound Ca2+-independent phospholipase A2 in renal cells during oxidative stress.
Journal of the American Society of Nephrology : JASN.
2004 Jun; 15(6):1441-51. doi:
10.1097/01.asn.0000127923.57438.ec. [PMID: 15153555] - Carolyn J Albert, Arun K Thukkani, Rita M Heuertz, Arne Slungaard, Stanley L Hazen, David A Ford. Eosinophil peroxidase-derived reactive brominating species target the vinyl ether bond of plasmalogens generating a novel chemoattractant, alpha-bromo fatty aldehyde.
The Journal of biological chemistry.
2003 Mar; 278(11):8942-50. doi:
10.1074/jbc.m211634200. [PMID: 12643282] - Carolyn J Albert, Jan R Crowley, Fong-Fu Hsu, Arun K Thukkani, David A Ford. Reactive brominating species produced by myeloperoxidase target the vinyl ether bond of plasmalogens: disparate utilization of sodium halides in the production of alpha-halo fatty aldehydes.
The Journal of biological chemistry.
2002 Feb; 277(7):4694-703. doi:
10.1074/jbc.m110875200. [PMID: 11836259] - M M Qualls, D H Thompson. Chloroaluminum phthalocyanine tetrasulfonate delivered via acid-labile diplasmenylcholine-folate liposomes: intracellular localization and synergistic phototoxicity.
International journal of cancer.
2001 Aug; 93(3):384-92. doi:
10.1002/ijc.1339. [PMID: 11433404] - C J Albert, J R Crowley, F F Hsu, A K Thukkani, D A Ford. Reactive chlorinating species produced by myeloperoxidase target the vinyl ether bond of plasmalogens: identification of 2-chlorohexadecanal.
The Journal of biological chemistry.
2001 Jun; 276(26):23733-41. doi:
10.1074/jbc.m101447200. [PMID: 11301330] - N Nagan, R A Zoeller. Plasmalogens: biosynthesis and functions.
Progress in lipid research.
2001 May; 40(3):199-229. doi:
10.1016/s0163-7827(01)00003-0. [PMID: 11275267] - J Shin, M M Qualls, J A Boomer, J Robarge, D H Thompson. An efficient new route to plasmenyl-type lipids: synthesis and cytotoxicity of a plasmenylcholine analogue of the antitumor ether lipid ET-18-OMe.
Journal of the American Chemical Society.
2001 Jan; 123(3):508-9. doi:
10.1021/ja005522t. [PMID: 11456559] - Y Zeng, X Han, P Schlesinger, R W Gross. Nonesterified fatty acids induce transmembrane monovalent cation flux: host-guest interactions as determinants of fatty acid-induced ion transport.
Biochemistry.
1998 Jun; 37(26):9497-508. doi:
10.1021/bi980303u. [PMID: 9649333] - N J Wymer, O V Gerasimov, D H Thompson. Cascade liposomal triggering: light-induced Ca2+ release from diplasmenylcholine liposomes triggers PLA2-catalyzed hydrolysis and contents leakage from DPPC liposomes.
Bioconjugate chemistry.
1998 May; 9(3):305-8. doi:
10.1021/bc980003p. [PMID: 9576803] - O V Gerasimov, A Schwan, D H Thompson. Acid-catalyzed plasmenylcholine hydrolysis and its effect on bilayer permeability: a quantitative study.
Biochimica et biophysica acta.
1997 Mar; 1324(2):200-14. doi:
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FEBS letters.
1996 Sep; 394(1):99-102. doi:
10.1016/0014-5793(96)00930-1. [PMID: 8925938] - X Chen, R W Gross. Potassium flux through gramicidin ion channels is augmented in vesicles comprised of plasmenylcholine: correlations between gramicidin conformation and function in chemically distinct host bilayer matrices.
Biochemistry.
1995 Jun; 34(22):7356-64. doi:
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The Biochemical journal.
1994 Sep; 302 ( Pt 3)(?):665-8. doi:
10.1042/bj3020665. [PMID: 7945189] - H E Bazan, J S Hurst, N G Bazan. Differences in the acyl composition of the platelet-activating factor (PAF) precursor and other choline phosphoglycerides of the rabbit retinal rod outer segments and neural retina.
Current eye research.
1994 Jan; 13(1):45-50. doi:
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The Journal of biological chemistry.
1993 Dec; 268(34):25500-8. doi:
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Biochimica et biophysica acta.
1993 Jul; 1149(2):241-8. doi:
10.1016/0005-2736(93)90207-g. [PMID: 8323943] - T Hianik, J Dlugopolský, D Masaryková, F Paltauf, A Hermetter. Viscoelasticity of BLM from choline plasmalogen, alkylacyl- and diacyl-glycerophosphocholines.
General physiology and biophysics.
1993 Jun; 12(3):271-82. doi:
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1993 Jun; 28(6):565-8. doi:
10.1007/bf02536090. [PMID: 8355583] - M I Aveldaño, N P Rotstein, N T Vermouth. Lipid remodelling during epididymal maturation of rat spermatozoa. Enrichment in plasmenylcholines containing long-chain polyenoic fatty acids of the n-9 series.
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1992 Apr; 283 ( Pt 1)(?):235-41. doi:
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1991 Mar; 1063(1):129-36. doi:
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1990 Nov; 56(1):27-36. doi:
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1987 Jul; 26(15):4824-30. doi:
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1983 Aug; 752(3):444-50. doi:
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1983 May; 258(10):6327-34. doi:
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