ES2978375T3 - Métodos, composiciones y kits para el análisis de lípidos complejos estructuralmente diversos - Google Patents
Métodos, composiciones y kits para el análisis de lípidos complejos estructuralmente diversos Download PDFInfo
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- ES2978375T3 ES2978375T3 ES15827995T ES15827995T ES2978375T3 ES 2978375 T3 ES2978375 T3 ES 2978375T3 ES 15827995 T ES15827995 T ES 15827995T ES 15827995 T ES15827995 T ES 15827995T ES 2978375 T3 ES2978375 T3 ES 2978375T3
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- lipid
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- fatty acids
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- fatty acid
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- 238000000034 method Methods 0.000 title claims abstract description 83
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- 230000002194 synthesizing effect Effects 0.000 claims abstract description 13
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 441
- 229930195729 fatty acid Natural products 0.000 claims description 441
- 239000000194 fatty acid Substances 0.000 claims description 441
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- 239000000523 sample Substances 0.000 claims description 167
- -1 stearate-d9 Chemical compound 0.000 claims description 74
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 57
- 229910052805 deuterium Inorganic materials 0.000 claims description 57
- 125000002252 acyl group Chemical group 0.000 claims description 55
- 150000008104 phosphatidylethanolamines Chemical class 0.000 claims description 49
- 238000005917 acylation reaction Methods 0.000 claims description 33
- 210000002966 serum Anatomy 0.000 claims description 25
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- YZXBAPSDXZZRGB-DOFZRALJSA-M Arachidonate Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC([O-])=O YZXBAPSDXZZRGB-DOFZRALJSA-M 0.000 claims description 19
- 229940067605 phosphatidylethanolamines Drugs 0.000 claims description 16
- 239000012472 biological sample Substances 0.000 claims description 14
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- DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 19
- RYCNUMLMNKHWPZ-SNVBAGLBSA-N 1-acetyl-sn-glycero-3-phosphocholine Chemical compound CC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C RYCNUMLMNKHWPZ-SNVBAGLBSA-N 0.000 description 18
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- CWRILEGKIAOYKP-SSDOTTSWSA-M [(2r)-3-acetyloxy-2-hydroxypropyl] 2-aminoethyl phosphate Chemical compound CC(=O)OC[C@@H](O)COP([O-])(=O)OCCN CWRILEGKIAOYKP-SSDOTTSWSA-M 0.000 description 15
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- TZCPCKNHXULUIY-RGULYWFUSA-N 1,2-distearoyl-sn-glycero-3-phosphoserine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCCC TZCPCKNHXULUIY-RGULYWFUSA-N 0.000 description 11
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- ZGSPNIOCEDOHGS-UHFFFAOYSA-L disodium [3-[2,3-di(octadeca-9,12-dienoyloxy)propoxy-oxidophosphoryl]oxy-2-hydroxypropyl] 2,3-di(octadeca-9,12-dienoyloxy)propyl phosphate Chemical compound [Na+].[Na+].CCCCCC=CCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC(O)COP([O-])(=O)OCC(OC(=O)CCCCCCCC=CCC=CCCCCC)COC(=O)CCCCCCCC=CCC=CCCCCC ZGSPNIOCEDOHGS-UHFFFAOYSA-L 0.000 description 11
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- ATBOMIWRCZXYSZ-XZBBILGWSA-N [1-[2,3-dihydroxypropoxy(hydroxy)phosphoryl]oxy-3-hexadecanoyloxypropan-2-yl] (9e,12e)-octadeca-9,12-dienoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCC\C=C\C\C=C\CCCCC ATBOMIWRCZXYSZ-XZBBILGWSA-N 0.000 description 10
- WPIHMWBQRSAMDE-YCZTVTEBSA-N beta-D-galactosyl-(1->4)-beta-D-galactosyl-N-(pentacosanoyl)sphingosine Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)\C=C\CCCCCCCCCCCCC WPIHMWBQRSAMDE-YCZTVTEBSA-N 0.000 description 10
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- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
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- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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| US20200033360A1 (en) * | 2017-03-31 | 2020-01-30 | Metabolon, Inc. | Comprehensive and quantitative lipid and tocopherol analysis |
| JP7306676B2 (ja) * | 2019-02-26 | 2023-07-11 | 国立大学法人九州大学 | 脂質プロファイリングシステム、脂質プロファイリング方法、及び脂質プロファイリングプログラム |
| CN114144679A (zh) * | 2019-06-04 | 2022-03-04 | 阿凡提极性脂质有限责任公司 | 用于脂质组学中的通用脂质定量标准 |
| CN110609097A (zh) * | 2019-09-12 | 2019-12-24 | 谱尼测试集团股份有限公司 | 一种磷脂酰丝氨酸类化合物的筛查方法 |
| CN116106283B (zh) * | 2023-02-16 | 2025-07-29 | 清华大学 | 缩醛磷脂的荧光分析方法与应用 |
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| EP1490076A4 (en) | 2002-03-11 | 2010-01-06 | Lipomics Technologies Inc | NEW METABOLIC TARGETS AND MARKERS |
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| CA2532038C (en) * | 2003-07-11 | 2013-11-26 | Tatiana A. Egorova-Zachernyuk | Compositions and methods for stable isotope labelling of biological compounds |
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| CN102105792A (zh) * | 2008-05-28 | 2011-06-22 | 巴斯夫欧洲公司 | 评估肝毒性的工具和方法 |
| US8263413B1 (en) * | 2008-10-17 | 2012-09-11 | Andrew S Hansen | Methods for analyzing lipids and membrane proteins in biological matter using stable isotopes and mass spectrometry |
| US10024857B2 (en) | 2009-10-01 | 2018-07-17 | Med-Life Discoveries Lp | Serum-based biomarkers of pancreatic cancer and uses thereof for disease detection and diagnosis |
| EP2345897A1 (en) * | 2010-01-18 | 2011-07-20 | Nederlandse Organisatie voor toegepast -natuurwetenschappelijk onderzoek TNO | Improved method for the detection of polyunsaturated fatty acids |
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| CN103743851B (zh) * | 2014-02-14 | 2015-06-17 | 中国农业科学院油料作物研究所 | 一种食用油中甘油三酯的单柱二维液相色谱-质谱分析方法及其应用 |
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| CN107075539A (zh) | 2017-08-18 |
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| AU2015296304B2 (en) | 2019-08-29 |
| CA2955204A1 (en) | 2016-02-04 |
| CN107075539B (zh) | 2021-11-12 |
| EP3174991A4 (en) | 2018-02-14 |
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