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Glycerophospholipid
(total 310)
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(total 310)
| Id | Image | COMMON NAME | NAME | DATA No | Lipid class | INFORMANT | SYMBOL | FORMULA | MOL.WT(average) | Download cdx file / Mol format file | BIOOGICAL ACTIVITY | PHYSICAL AND CHEMICAL PROPERTIES | SPECTRAL DATA | CHROMATOGRAM DATA | SOURCE | CHEMICAL SYNTHESIS | METABOLISM | GENETIC INFORMATION | NOTE | REFERENCES | |||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| MELTING POINT | BOILING POINT | DENSITY | REFRACTIVE INDEX | OPTICAL ROTATION | SOLUBILITY | UV SPECTRA | IR SPECTRA | NMR SPECTRA | MASS SPECTRA | OTHER SPECTRA | |||||||||||||||||||
| 1 |  | phosphatidic acid/ plasmanic acid | 1-acyl-2-acyl-sn-glycero-3-phosphate/1,2-diacyl-sn-glycero-3-phosphate | PGP4520 | Glycerophospholipid | Takehiko Yokomizo | PA | 0.000 | Download ChemDraw structure data | Have similar functions to lysophosphatidic acid << Ref. 4518>>. But principal effects of phosphatidic acid may be mediated by its conversion to diacylglycerol (DAG) or lysophosphatidic acid << Ref. 4518>>. | Short Chain (C6-C8): Soluble in chloroform and water. Insoluble in acetone. Long Chain Saturated or Unsaturated (C10-C18): Soluble in chloroform and toluene. Insoluble in acetone, methanol, ethanol, and water. Due to the high transition temperatures of saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | T | Synthesized from diacylglycerol by diacylglycerol kinase, or from lysophosphatidic acid by lysophosphatidic acid acyltransferase, or from phospholipid by phospholipase D << Ref. 4518>>. Degraded to diacylglycerol by phosphatidic acid phosphatase, or to lysophosphatidic acid by phosphatidic acid phosphatase << Ref. 4518>>. | << Ref.4518 >> AUTHOR: van Corven EJ, Groenink A, Jalink K, Eichholtz T, Moolenaar WH. TITLE: Lysophosphatidate-induced cell proliferation: identification and dissection of signaling pathways mediated by G proteins. PubMed ID:2551506 JOURNAL: Cell VOLUME: 59 PAGE: 45 -54 (1989) | |||||||||||||||
| 2 |  | lysophosphatidylserine/ 1-acyl-2-lyso-phosphatidylserine | 1-acyl-sn-glycero-3-[phospho-L-Serine] | PGP4519 | Glycerophospholipid | Takehiko Yokomizo | LPS/ Lyso PS | C21H41O7P | 436.520 | Download ChemDraw structure data | Enhances the secretory response of rat peritoneal mast cells << Ref. 4513>>. Mobilizes intracellular calcium in ovarian and breast cancer cells << Ref. 4514>> as well as in Jurkat T cells << Ref. 4515>>. Potentiates differentiation of PC12 cells << Ref. 4516>>. May have a similar function to lysophosphatidic acid. | Short Chain (C6-C8): Soluble in chloroform and water. Insoluble in diethyl ether and acetone. Long Chain Saturated or Unsaturated (C10-C18): Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | Exists rich in brain. Incereased in animal tissues after injury. | Synthesized from phosphatidylserine by phospholipase A2 << Ref. 4516>>. Degraded to phosphatidylserine by lysophospholipid acyltransferase, or to lysophosphatidic acid by lysophospholipid phospholipase D << Ref. 4516>>. | << Ref.4513 >> AUTHOR: Martin, T. W., and Lagunoff, D. TITLE: Interactions of lysophospholipids and mast cells PubMed ID:86956 JOURNAL: Nature. VOLUME: 279 PAGE: 250-252(1979) << Ref.4514 >> AUTHOR: Xu, Y., Fang, X. J., Casey, G., and Mills, G. B. TITLE: Lysophospholipids activate ovarian and breast cancer cells PubMed ID:7639713 JOURNAL: Biochem J. VOLUME: 309 (Pt 3) PAGE: 933-940(1995) << Ref.4515 >> AUTHOR: Xu, Y., Casey, G., and Mills, G. B. TITLE: Effect of lysophospholipids on signaling in the human Jurkat T cell line PubMed ID:7775587 JOURNAL: J Cell Physiol. VOLUME: 163 PAGE: 441-450(1995) << Ref.4516 >> AUTHOR: Lourenssen, S., and Blennerhassett, M. G. TITLE: Lysophosphatidylserine potentiates nerve growth factor-induced differentiation of PC12 cells PubMed ID:9654346 JOURNAL: Neurosci Lett. VOLUME: 248 PAGE: 77-80(1998) | ||||||||||||||
| 3 |  | 2-petroselinoyl lysophosphatidic acid | 2-petroselinoyl-sn-glycero-3-phosphate | PGP4518 | Glycerophospholipid | Takehiko Yokomizo | 2-petroselinoyl LPA | C21H41O7P | 436.520 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Edg7 has higher affinity to LPAs with 2-acyl fattty acid chains << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | ||||||||||||||
| 4 |  | 1-petroselinoyl lysophosphatidic acid | 1-petroselinoyl-sn-glycero-3-phosphate | PGP4517 | Glycerophospholipid | Takehiko Yokomizo | 1-petroselinoyl LPA | C21H41O7P | 436.520 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | ||||||||||||||
| 5 |  | 1-palmitoleoyl lysophosphatidic acid | 1-palmitoleoyl-sn-glycero-3-phosphate | PGP4516 | Glycerophospholipid | Takehiko Yokomizo | 1-palmitoleoyl LPA | C19H37O7P | 408.467 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | ||||||||||||||
| 6 |  | 2-elaidoyl lysophosphatidic acid | 2-elaidoyl-sn-glycero-3-phosphate | PGP4515 | Glycerophospholipid | Takehiko Yokomizo | 2-elaidoyl LPA | C21H41O7P | 436.520 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Edg7 has higher affinity to LPAs with 2-acyl fattty acid chains << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | ||||||||||||||
| 7 |  | 1-elaidoyl lysophosphatidic acid | 1-elaidoyl-sn-glycero-3-phosphate | PGP4514 | Glycerophospholipid | Takehiko Yokomizo | 1-elaidoyl LPA | C21H41O7P | 436.520 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | ||||||||||||||
| 8 |  | 2-stearoyl lysophosphatidic acid | 2-stearoyl-sn-glycero-3-phosphate | PGP4513 | Glycerophospholipid | Takehiko Yokomizo | 2-stearoyl LPA | C21H43O7P | 438.536 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Edg7 has higher affinity to LPAs with 2-acyl fattty acid chains << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | ||||||||||||||
| 9 |  | 2-palmitoyl lysophosphatidic acid | 2-palmitoyl-sn-glycero-3-phosphate | PGP4512 | Glycerophospholipid | Takehiko Yokomizo | 2-palmitoyl LPA | C19H39O7P | 410.483 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | ||||||||||||||
| 10 |  | 2-myristoyl lysophosphatidic acid | 2-myristoyl-sn-glycero-3-phosphate | PGP4511 | Glycerophospholipid | Takehiko Yokomizo | 2-myristoyl LPA | C17H35O7P | 382.429 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Edg7 has higher affinity to LPAs with 2-acyl fattty acid chains << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | ||||||||||||||
| 11 |  | 1-myristoyl lysophosphatidic acid | 1-myristoyl-sn-glycero-3-phosphate | PGP4510 | Glycerophospholipid | Takehiko Yokomizo | 1-myristoyl LPA | C17H35O7P | 382.429 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | ||||||||||||||
| 12 |  | 2-arachidonoyl lysophosphatidic acid | 2-arachidonoyl-sn-glycero-3-phosphate | PGP4509 | Glycerophospholipid | Takehiko Yokomizo | 2-arachidonoyl LPA | C23H39O7P | 458.525 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Edg7 has higher affinity to LPAs with 2-acyl fattty acid chains << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | |||||||||||||||
| 13 |  | 1-arachidonoyl lysophosphatidic acid | 1-arachidonoyl-sn-glycero-3-phosphate | PGP4508 | Glycerophospholipid | Takehiko Yokomizo | 1-arachidonoyl LPA | C23H39O7P | 458.525 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | |||||||||||||||
| 14 |  | 2-linolenoyl lysophosphatidic acid | 2-linolenoyl-sn-glycero-3-phosphate | PGP4507 | Glycerophospholipid | Takehiko Yokomizo | 2-linolenoyl LPA | C21H37O7P | 432.488 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Edg7 has higher affinity to LPAs with 2-acyl fattty acid chains << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | ||||||||||||||
| 15 |  | 1-linolenoyl lysophosphatidic acid | 1-linolenoyl-sn-glycero-3-phosphate | PGP4506 | Glycerophospholipid | Takehiko Yokomizo | 1-linolenoyl LPA | C21H37O7P | 432.488 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | ||||||||||||||
| 16 |  | 2-linoleoyl lysophosphatidic acid | 2-linoleoyl-sn-glycero-3-phosphate | PGP4505 | Glycerophospholipid | Takehiko Yokomizo | 2-linoleoyl LPA | C21H39O7P | 434.504 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Edg7 has higher affinity to LPAs with 2-acyl fattty acid chains << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Increases in ascitic fluids of ovarian cancer patients. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | |||||||||||||
| 17 |  | 1-linoleoyl lysophosphatidic acid | 1-linoleoyl-sn-glycero-3-phosphate | PGP4504 | Glycerophospholipid | Takehiko Yokomizo | 1-linoleoyl LPA | C21H39O7P | 434.504 | Download ChemDraw structure data | Acts through a family of G protein-coupled receptors called Edg receptors (Edg2, 4, 7) << Ref. 4511>>. Mobilizes intracellular calcium. Decreases cAMP << Ref. 4517>>. Activates cell proliferation as well as inhibits cell growth << Ref. 4517>>. Stimulates smooth muscle contraction, neurite retraction, stress fiber formation, chemotaxis, and platelet aggregation << Ref. 4517>>. Inhibits apoptosis << Ref. 4517>>. | Soluble in chloroform and toluene. Insoluble in diethyl ether and acetone. Due to the high transition temperatures of the saturated products, it may be necessary to heat the solvent to solubilize the compound. Also, a small amount of methanol (0.1%) and water (0.05%) may be needed to hydrate the compound. | ESI/MS << Ref. 4509>>. | Synthesized from glycerol-3-phosphate by glycerol-3-phosphate acyltransferase, or from monoacylglycerol by kinases, or from phosphatidic acid by phosphatidic acid phospholipase A2, or from lysophospholipid by lysophospholipid phospholipase D << Ref. 4517>>. Degraded to phosphatidic acid by lysophosphatidic acid acyltransferase or monoacylglycerol by phosphatases << Ref. 4517>>. | << Ref.4509 >> AUTHOR: Xiao, Y. J., Schwartz, B., Washington, M., Kennedy, A., Webster, K., Belinson, J., and Xu, Y. TITLE: Electrospray ionization mass spectrometry analysis of lysophospholipids in human ascitic fluids: comparison of the lysophospholipid contents in malignant vs nonmalignant ascitic fluids PubMed ID:11237333 JOURNAL: Anal Biochem. VOLUME: 290 PAGE: 302-313(2001) << Ref.4511 >> AUTHOR: Bandoh, K., Aoki, J., Taira, A., Tsujimoto, M., Arai, H., and Inoue, K. TITLE: Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors PubMed ID:10922489 JOURNAL: FEBS Lett. VOLUME: 478 PAGE: 159-165(2000) << Ref.4517 >> AUTHOR: Moolenaar, W. H., Kruijer, W., Tilly, B. C., Verlaan, I., Bierman, A. J., and de Laat, S. W. TITLE: Growth factor-like action of phosphatidic acid PubMed ID:3748188 JOURNAL: Nature. VOLUME: 323 PAGE: 171-173(1986) | ||||||||||||||
| 18 |  | 2-oleoyl lysophosphatidic acid | |||||||||||||||||||||||||||