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Phosphatidylinositol

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Depicting the process of hydrolysis and biosynthesis at the plasma membrane and Endoplasmic Reticulum (ER). Describing the cycle of PI, with respective enzymatic processes and reactions. Made by Mathias Sollie Sandsdalen in BioRender.com, modified from N.J.
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Depicting the Phosphatidylinisitol molecule with an overview of different segregated components; Inositol, Phosphate, Glycerol-backbone, sn-1 acyl chain, sn-2 acyl chain. Made by Mathias Sollie Sandsdalen in BioRender.com, modified from N.J. Blunsom and S.
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Phosphatidylinositol (PI), also known as inositol phospholipid, is a lipid composed of a phosphate group, two fatty acid chains, and one inositol molecule. It belongs to the class of phosphatidylglycerides and is typically found as a minor component on the cytosolic side of
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The significance of phosphatidylinositol (PI) metabolism lies in its role as a potential transducing mechanism, evident from studies showing hormone and neurotransmitter-induced hydrolysis of PI. The hydrolysis starts with the enzyme PI 4-kinase alpha
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nature, with both polar and non-polar regions, due to its glycerophospholipid structure containing a glycerol backbone, two non-polar fatty acid tails, and a phosphate group substituted with an inositol polar head group.
395:. From early investigations into inositol's structure to the identification of its various isomers and their physiological functions, the study of inositol compounds continues to uncover new insights into 893:
Posternak, Théodore (1942). "Recherches dans la série des cyclites VI. Sut la configuration de la méso-inosite, de la scyllite et d'un inosose obtenu par voie biochimique (scyllo-ms-inosose)".
735: 649:). Lipid transfer proteins facilitate the exchange of PI and PA between membranes, ensuring its availability for receptor mechanisms on the plasma membrane, even in organelles like 245: 384:. Despite the complexity of inositol nomenclature and isomerism, modern research has greatly advanced the understanding of their diverse functions in cellular physiology and 54: 423:, transcription, mRNA export and translation, insulin signaling, embryonic development and stress response. Cis-inositol is the only isomer not found naturally in nature. 1382:
Inositol Phospholipid Metabolism in Arabidopsis. Characterized and Putative Isoforms of Inositol Phospholipid Kinase and Phosphoinositide-Specific Phospholipase C
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structure. Théodore Posternak's work further elucidated the configuration of myo-inositol, the principal form found in eukaryotic tissues. The study of inositol
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on the three, four and five hydroxyl groups in seven different combinations. However, the two and six hydroxyl groups are typically not phosphorylated due to
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Tabaei, Seyed R.; Guo, Feng; Rutaganira, Florentine U.; Vafaei, Setareh; Choong, Ingrid; Shokat, Kevan M.; Glenn, Jeffrey S.; Cho, Nam-Joon (2016-05-17).
611: 565: 1286:"Phosphatidylinositol-glycan-specific phospholipase D is an amphiphilic glycoprotein that in serum is associated with high-density lipoproteins" 1791:
Chatterjee, Soumya Deep; Zhou, Juan; Dasgupta, Rubin; Cramer-Blok, Anneloes; Timmer, Monika; van der Stelt, Mario; Ubbink, Marcellus (2021).
1762: 678:(ER), which is the largest membrane component of the cell. This site also contributes the synthesis to the majority of phospholipids, namely 604: 540: 524: 508: 391:
The discovery of PI and its derivatives, along with their intricate roles in cellular signaling, marks a significant chapter in the field of
746:, CDS- enzymes. In the final enzymatic process, CDP-DG and inositol are catalyzed by the enzyme PI synthase (PIS) and synthesised into PI. 72: 337:
Phosphatidylinositol (PI) and its derivatives have a rich history dating back to their discovery by Johann Joseph von Scherer and
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acyl chain position. The process is then followed by a second acylation with LPAAT1, LPAAT2 and LPAAT3, LPAAT enzymes, at the
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PI can exist in nine different forms, myo-, scyllo-, muco-, epi-, neo-, allo-, D-chiro-, L-chiro-, and cis-inositol. These
1397:"SYMPOSIUM REVIEW: Phosphoinositides: lipid regulators of membrane proteins: Phosphoinositides instruct membrane proteins" 1333:"SYMPOSIUM REVIEW: Phosphoinositides: lipid regulators of membrane proteins: Phosphoinositides instruct membrane proteins" 977:"SYMPOSIUM REVIEW: Phosphoinositides: lipid regulators of membrane proteins: Phosphoinositides instruct membrane proteins" 252: 92: 1446:"Multistep Compositional Remodeling of Supported Lipid Membranes by Interfacially Active Phosphatidylinositol Kinases" 656: 345:" based on its sweet taste, the isolation and characterization of inositol laid the groundwork for understanding its 716: 1960: 1934: 1889:"Phosphatidylinositol 4,5-bisphosphate and calcium at ER-PM junctions — Complex interplay of simple messengers" 1600:"Phosphatidylinositol 4,5-bisphosphate and calcium at ER-PM junctions — Complex interplay of simple messengers" 683: 1285: 1395:
Falkenburger, Björn H.; Jensen, Jill B.; Dickson, Eamonn J.; Suh, Byung-Chang; Hille, Bertil (2010-09-01).
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Falkenburger, Björn H.; Jensen, Jill B.; Dickson, Eamonn J.; Suh, Byung-Chang; Hille, Bertil (2010-09-01).
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Phosphorylated forms of phosphatidylinositol (PI) are called phosphoinositides and play important roles in
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Ballou, Clinton E.; Pizer, Lewis I. (1959). "SYNTHESIS OF AN OPTICALLY ACTIVE myo-INOSITOL 1-PHOSPHATE".
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Pizer, Frances Lane; Ballou, Clinton E. (1959). "Studies on myo-Inositol Phosphates of Natural Origin".
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are common in biology and have many functions, for example taste sensory, regulating phosphate levels,
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Falkenburger, Björn H.; Jensen, Jill B.; Dickson, Eamonn J.; Suh, Byung-Chang; Hille, Bertil (2010).
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cell membranes. The phosphate group imparts a negative charge to the molecules at physiological pH.
679: 642: 444: 381: 1930: 1849: 1768: 1723: 1580: 1533: 1505: 957: 791: 738:(CDP-DG) by a process called CDP-diaglycerol synthase. This synthesis is catalyzed by the use of 687: 671: 396: 385: 292: 1552: 1793:"Protein Dynamics Influence the Enzymatic Activity of Phospholipase A/Acyltransferases 3 and 4" 1910: 1869: 1830: 1812: 1758: 1715: 1707: 1668: 1660: 1621: 1572: 1525: 1483: 1465: 1426: 1362: 1313: 1305: 1266: 1248: 1209: 1201: 1162: 1111: 1076: 1041: 1006: 949: 783: 728: 707: 634: 420: 1687: 17: 1900: 1861: 1820: 1804: 1750: 1699: 1652: 1611: 1564: 1517: 1473: 1457: 1416: 1408: 1352: 1344: 1297: 1256: 1240: 1193: 1152: 1142: 1103: 1068: 1033: 996: 988: 941: 902: 818: 775: 460: 338: 276: 188: 1688:"Phosphoinositide Diversity, Distribution, and Effector Function: Stepping Out of the Box" 1656: 646: 619: 440: 303: 353:
and their physiological functions has revealed a complex interplay in various organisms.
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oxyphosphoryl]oxy-2-octadecanoyloxypropyl] (8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoate
1825: 1792: 1754: 1478: 1445: 1421: 1396: 1357: 1332: 1301: 1261: 1228: 1182:"Ionization Properties of Phosphatidylinositol Polyphosphates in Mixed Model Membranes" 1157: 1130: 1001: 976: 809:
Scherer, Johann J. (1850). "Uber eine neue aus dem Muskelfleisch gewonnene Zuckerart".
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sugar molecule. Typically, the phosphate group has a negative charge (at physiological
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Kooijman, Edgar E.; King, Katrice E.; Gangoda, Mahinda; Gericke, Arne (2009-10-13).
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All seven variations of the following phosphoinositides have been found in animals:
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These phosphoinositides are also found in plant cells, with the exception of PIP
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Maquenne, Léon (1887). "Préparation, proprietés et constitution se l'inosite".
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and Dan Brown. Their pioneering work established the structure of PI and its
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887,104 g/mol, neutral with fatty acid composition - 18:0, 20:4
712: 409: 1914: 1873: 1834: 1719: 1703: 1672: 1625: 1529: 1487: 1430: 1366: 1270: 1244: 1213: 1166: 1010: 787: 1576: 1553:"Phosphatidyldmositol hydrolysis: A multifunctional transducing mechanism" 1510:
Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids
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Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids
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Thomas, Mark P.; Mills, Stephen J.; Potter, Barry V. L. (2016-01-26).
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The biosynthesis and phosphorylation of PI is mainly confined to the
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Except where otherwise noted, data are given for materials in their
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Comptes rendus hebdomadaires des séances de l'Académie des Sciences
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Comptes rendus hebdomadaires des séances de l'Académie des Sciences
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Comptes rendus hebdomadaires des séances de l'Académie des Sciences
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Choy, Christopher H.; Han, Bong-Kwan; Botelho, Roberto J. (2017).
655: 622:) and forms the second messengers, inositol (1,4,5) triphosphate ( 596: 299: 142: 743: 727:
acyl chain position. This double step process acylates G-3-P to
694:(TG). The synthesis involves a series of enzymatic reactions. 275:. It was initially called "inosite" when it was discovered by 29: 1893:
Biochimica et Biophysica Acta (BBA) - Molecular Cell Research
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Biochimica et Biophysica Acta (BBA) - Molecular Cell Research
1506:"Phosphatidylinositol synthesis at the endoplasmic reticulum" 764:"Phosphatidylinositol synthesis at the endoplasmic reticulum" 1850:"PLC regulation: emerging pictures for molecular mechanisms" 874:
Maquenne, Léon (1887). "Sur quelques dérivés de l'inosite".
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Maquenne, Léon (1887). "Sur les propriétés de l'inosite".
641:). PA is also directly produced from phosphatidylcholine ( 298:
The biomolecule can exist in 9 different isomers. It is a
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Schink, Kay O.; Tan, Kia-Wee; Stenmark, Harald (2016).
240: 50: 603:), which is then converted into PI (4,5) biphosphate ( 701:
facing surface of organelles by already residential
1641:"Phosphoinositides in Control of Membrane Dynamics" 1094:Brown, D. M.; Clark, B. F. C.; Letters, R. (1961). 633:). DG is then phosphyrylated to phosphatidic acid ( 45:
may be too technical for most readers to understand
1747:Biochemistry of Lipids, Lipoproteins and Membranes 1504:Blunsom, Nicholas J.; Cockcroft, Shamshad (2020). 762:Blunsom, Nicholas J.; Cockcroft, Shamshad (2020). 922:"Acetonierung und Konfiguration des Meso-inosits" 325:The production of the molecule is limited to the 1645:Annual Review of Cell and Developmental Biology 674:of Phosphatidylinositol (PI) is limited to the 283:in the late 19th century. It was discovered in 1887:Ivanova, Adelina; Atakpa-Adaji, Peace (2023). 1598:Ivanova, Adelina; Atakpa-Adaji, Peace (2023). 341:in the late 19th century. Initially known as " 8: 1743:"Phospholipid Synthesis in Mammalian Cells" 84: 1933:at the U.S. National Library of Medicine 1904: 1824: 1615: 1477: 1420: 1356: 1284:Hoener, Marius C.; Brodbeck, Urs (1992). 1260: 1156: 1146: 1100:Journal of the Chemical Society (Resumed) 1000: 610:) by the enzyme PI 4-phosphate-5-kinase ( 364:, particularly PI, was first observed in 73:Learn how and when to remove this message 57:, without removing the technical details. 1061:Journal of the American Chemical Society 1026:Journal of the American Chemical Society 566:Phosphatidylinositol 3,4,5-trisphosphate 380:forms, shedding light on their roles as 1848:Bunney, Tom D.; Katan, Matilda (2011). 1233:Angewandte Chemie International Edition 754: 618:is then hydrolysed by phospholipase C ( 170: 734:PA is converted into the intermediate 318:values). As a result, the molecule is 1941:Phosphatidylinositol at Lipid Library 1657:10.1146/annurev-cellbio-111315-125349 1499: 1497: 599:) converting PI into PI 4-phosphate ( 541:Phosphatidylinositol 4,5-bisphosphate 525:Phosphatidylinositol 3,5-bisphosphate 509:Phosphatidylinositol 3,4-bisphosphate 469:Phosphatidylinositol monophosphates: 150: 55:make it understandable to non-experts 7: 1557:Molecular and Cellular Endocrinology 1131:"A short history of inositol lipids" 561:Phosphatidylinositol trisphosphate: 504:Phosphatidylinositol bisphosphates: 1755:10.1016/b978-0-444-63438-2.00007-9 1302:10.1111/j.1432-1033.1992.tb16981.x 711:PI synthesis of PI starts with an 705:, but not at the ER spesifically. 554:or often simply referred to as PIP 25: 1380:Muller-Roeber B, Pical C (2002). 1290:European Journal of Biochemistry 494:Phosphatidylinositol 5-phosphate 484:Phosphatidylinositol 4-phosphate 474:Phosphatidylinositol 3-phosphate 230: 91: 34: 719:(G-3-P) by GPAT enzymes at the 226:(at 25 Â°C , 100 kPa). 1854:Trends in Biochemical Sciences 1749:, Elsevier, pp. 209–236, 372:organisms by researchers like 333:History of phospatidylinositol 1: 1551:Berridge, Michael J. (1981). 568:, also known as PtdIns(3,4,5) 18:Inositol lipids and phosphate 1906:10.1016/j.bbamcr.2023.119475 1617:10.1016/j.bbamcr.2023.119475 1569:10.1016/0303-7207(81)90055-1 1522:10.1016/j.bbalip.2019.05.015 1462:10.1021/acs.analchem.6b01293 1413:10.1113/jphysiol.2010.192153 1349:10.1113/jphysiol.2010.192153 993:10.1113/jphysiol.2010.192153 780:10.1016/j.bbalip.2019.05.015 1809:10.1021/acs.biochem.0c00974 653:incapable of PI synthesis. 543:, also known as PtdIns(4,5) 527:, also known as PtdIns(3,5) 511:, also known as PtdIns(3,4) 451:. The inositol ring can be 356:The esterified presence of 1977: 1866:10.1016/j.tibs.2010.08.003 1741:Ridgway, Neale D. (2016), 717:Glyceraldehyde-3-phosphate 661:Blunsom and S. Cockcroft. 1401:The Journal of Physiology 1337:The Journal of Physiology 1135:Journal of Lipid Research 1129:Irvine, Robin F. (2016). 981:The Journal of Physiology 920:Dangschat, Gerda (1942). 281:Johann Joseph von Scherer 220: 181: 136: 119: 109: 104: 90: 1935:Medical Subject Headings 907:10.1002/hlca.19420250410 823:10.1002/jlac.18500730303 684:phosphatidylethanolamine 291:, and was found to be a 287:but later also found in 926:Die Naturwissenschaften 676:Endoplasmatic Reticulum 496:, also known as PtdIns5 486:, also known as PtdIns4 476:, also known as PtdIns3 403:Structure and chemistry 368:and later confirmed in 1704:10.1002/bies.201700121 1245:10.1002/anie.201502227 662: 645:) by phospholipase D ( 629:) and diacylglycerol ( 1931:Phosphatidylinositols 659: 327:endoplasmic reticulum 269:inositol phospholipid 86:Phosphatidylinositol 1450:Analytical Chemistry 1108:10.1039/jr9610003774 449:membrane trafficking 265:Phosphatidylinositol 1148:10.1194/jlr.R071712 1073:10.1021/ja01526a074 1038:10.1021/ja01513a040 938:1942NW.....30..146D 736:CDP- diacylglycerol 680:phosphatidylcholine 382:signaling molecules 87: 946:10.1007/BF01475387 688:phosphatidylserine 663: 397:cellular processes 386:signaling pathways 293:signaling molecule 253:Infobox references 85: 27:Signaling molecule 1803:(15): 1178–1190. 1764:978-0-444-63438-2 1456:(10): 5042–5045. 1407:(17): 3179–3185. 1343:(17): 3179–3185. 1198:10.1021/bi9008616 1192:(40): 9360–9371. 1141:(11): 1987–1994. 987:(17): 3179–3185. 932:(9–10): 146–147. 811:Liebigs Ann. Chem 729:phosphatidic acid 435:Phosphoinositides 308:fatty acid chains 302:which contains a 261:Chemical compound 259: 258: 83: 82: 75: 16:(Redirected from 1968: 1961:Membrane biology 1919: 1918: 1908: 1884: 1878: 1877: 1845: 1839: 1838: 1828: 1788: 1782: 1781: 1780: 1779: 1738: 1732: 1731: 1683: 1677: 1676: 1636: 1630: 1629: 1619: 1595: 1589: 1588: 1548: 1542: 1541: 1501: 1492: 1491: 1481: 1441: 1435: 1434: 1424: 1392: 1386: 1385: 1377: 1371: 1370: 1360: 1328: 1322: 1321: 1281: 1275: 1274: 1264: 1239:(5): 1614–1650. 1224: 1218: 1217: 1177: 1171: 1170: 1160: 1150: 1126: 1120: 1119: 1091: 1085: 1084: 1056: 1050: 1049: 1021: 1015: 1014: 1004: 972: 966: 965: 917: 911: 910: 895:Helv. Chim. Acta 890: 884: 883: 871: 865: 864: 852: 846: 845: 833: 827: 826: 806: 800: 799: 759: 637:) by DG kinase ( 461:steric hindrance 455:by a variety of 243: 237: 234: 233: 189:Chemical formula 174: 154: 95: 88: 78: 71: 67: 64: 58: 38: 37: 30: 21: 1976: 1975: 1971: 1970: 1969: 1967: 1966: 1965: 1946: 1945: 1927: 1922: 1886: 1885: 1881: 1847: 1846: 1842: 1790: 1789: 1785: 1777: 1775: 1765: 1740: 1739: 1735: 1685: 1684: 1680: 1638: 1637: 1633: 1597: 1596: 1592: 1550: 1549: 1545: 1503: 1502: 1495: 1443: 1442: 1438: 1394: 1393: 1389: 1379: 1378: 1374: 1330: 1329: 1325: 1283: 1282: 1278: 1226: 1225: 1221: 1179: 1178: 1174: 1128: 1127: 1123: 1093: 1092: 1088: 1058: 1057: 1053: 1023: 1022: 1018: 974: 973: 969: 919: 918: 914: 892: 891: 887: 873: 872: 868: 854: 853: 849: 835: 834: 830: 808: 807: 803: 761: 760: 756: 752: 692:triacylglycerol 668: 627: 617: 608: 592: 585: 578: 574: 557: 553: 549: 537: 533: 521: 517: 441:lipid signaling 437: 426:PI exhibits an 405: 335: 304:phosphate group 262: 255: 250: 249: 248:  ?) 239: 235: 231: 227: 205: 201: 197: 191: 177: 157: 132: 131: 115: 100: 96: 79: 68: 62: 59: 51:help improve it 48: 39: 35: 28: 23: 22: 15: 12: 11: 5: 1974: 1972: 1964: 1963: 1958: 1948: 1947: 1944: 1943: 1938: 1926: 1925:External links 1923: 1921: 1920: 1879: 1840: 1783: 1763: 1733: 1678: 1651:(1): 143–171. 1631: 1590: 1563:(2): 115–140. 1543: 1493: 1436: 1387: 1372: 1323: 1296:(3): 747–757. 1276: 1219: 1172: 1121: 1086: 1051: 1032:(4): 915–921. 1016: 967: 912: 901:(4): 746-752. 885: 866: 847: 828: 801: 753: 751: 748: 667: 664: 625: 615: 606: 591: 588: 583: 580: 579: 576: 572: 559: 558: 555: 551: 547: 538: 535: 531: 522: 519: 515: 502: 501: 491: 481: 453:phosphorylated 445:cell signaling 436: 433: 421:metabolic flux 404: 401: 378:phosphorylated 374:Clinton Ballou 334: 331: 260: 257: 256: 251: 229: 228: 224:standard state 221: 218: 217: 214: 208: 207: 203: 199: 195: 192: 187: 184: 183: 179: 178: 176: 175: 167: 165: 159: 158: 156: 155: 147: 145: 139: 138: 134: 133: 130: 129: 126: 122: 121: 117: 116: 113: 107: 106: 102: 101: 97: 81: 80: 42: 40: 33: 26: 24: 14: 13: 10: 9: 6: 4: 3: 2: 1973: 1962: 1959: 1957: 1956:Phospholipids 1954: 1953: 1951: 1942: 1939: 1936: 1932: 1929: 1928: 1924: 1916: 1912: 1907: 1902: 1899:(6): 119475. 1898: 1894: 1890: 1883: 1880: 1875: 1871: 1867: 1863: 1859: 1855: 1851: 1844: 1841: 1836: 1832: 1827: 1822: 1818: 1814: 1810: 1806: 1802: 1798: 1794: 1787: 1784: 1774: 1770: 1766: 1760: 1756: 1752: 1748: 1744: 1737: 1734: 1729: 1725: 1721: 1717: 1713: 1709: 1705: 1701: 1697: 1693: 1689: 1682: 1679: 1674: 1670: 1666: 1662: 1658: 1654: 1650: 1646: 1642: 1635: 1632: 1627: 1623: 1618: 1613: 1610:(6): 119475. 1609: 1605: 1601: 1594: 1591: 1586: 1582: 1578: 1574: 1570: 1566: 1562: 1558: 1554: 1547: 1544: 1539: 1535: 1531: 1527: 1523: 1519: 1516:(1): 158471. 1515: 1511: 1507: 1500: 1498: 1494: 1489: 1485: 1480: 1475: 1471: 1467: 1463: 1459: 1455: 1451: 1447: 1440: 1437: 1432: 1428: 1423: 1418: 1414: 1410: 1406: 1402: 1398: 1391: 1388: 1383: 1376: 1373: 1368: 1364: 1359: 1354: 1350: 1346: 1342: 1338: 1334: 1327: 1324: 1319: 1315: 1311: 1307: 1303: 1299: 1295: 1291: 1287: 1280: 1277: 1272: 1268: 1263: 1258: 1254: 1250: 1246: 1242: 1238: 1234: 1230: 1223: 1220: 1215: 1211: 1207: 1203: 1199: 1195: 1191: 1187: 1183: 1176: 1173: 1168: 1164: 1159: 1154: 1149: 1144: 1140: 1136: 1132: 1125: 1122: 1117: 1113: 1109: 1105: 1102:: 3774–3779. 1101: 1097: 1090: 1087: 1082: 1078: 1074: 1070: 1066: 1062: 1055: 1052: 1047: 1043: 1039: 1035: 1031: 1027: 1020: 1017: 1012: 1008: 1003: 998: 994: 990: 986: 982: 978: 971: 968: 963: 959: 955: 951: 947: 943: 939: 935: 931: 928:(in German). 927: 923: 916: 913: 908: 904: 900: 896: 889: 886: 881: 877: 870: 867: 862: 858: 851: 848: 843: 839: 832: 829: 824: 820: 816: 812: 805: 802: 797: 793: 789: 785: 781: 777: 773: 769: 765: 758: 755: 749: 747: 745: 741: 737: 732: 730: 726: 722: 718: 714: 710: 709: 704: 700: 695: 693: 689: 685: 681: 677: 673: 665: 658: 654: 652: 648: 644: 640: 636: 632: 628: 621: 613: 609: 602: 598: 589: 587: 575:or PI(3,4,5)P 571: 567: 564: 563: 562: 546: 542: 539: 530: 526: 523: 514: 510: 507: 506: 505: 499: 495: 492: 489: 485: 482: 479: 475: 472: 471: 470: 467: 464: 462: 458: 454: 450: 446: 442: 434: 432: 429: 424: 422: 418: 413: 411: 402: 400: 398: 394: 389: 387: 383: 379: 375: 371: 367: 363: 359: 354: 352: 348: 344: 340: 339:LĂ©on Maquenne 332: 330: 328: 323: 321: 317: 313: 309: 305: 301: 296: 294: 290: 286: 282: 278: 277:LĂ©on Maquenne 274: 270: 266: 254: 247: 242: 225: 219: 215: 213: 210: 209: 193: 190: 186: 185: 180: 173: 169: 168: 166: 164: 161: 160: 153: 149: 148: 146: 144: 141: 140: 135: 127: 124: 123: 118: 112: 108: 103: 94: 89: 77: 74: 66: 63:February 2024 56: 52: 46: 43:This article 41: 32: 31: 19: 1896: 1892: 1882: 1860:(2): 88–96. 1857: 1853: 1843: 1800: 1797:Biochemistry 1796: 1786: 1776:, retrieved 1746: 1736: 1695: 1691: 1681: 1648: 1644: 1634: 1607: 1603: 1593: 1560: 1556: 1546: 1513: 1509: 1453: 1449: 1439: 1404: 1400: 1390: 1381: 1375: 1340: 1336: 1326: 1293: 1289: 1279: 1236: 1232: 1222: 1189: 1186:Biochemistry 1185: 1175: 1138: 1134: 1124: 1099: 1089: 1067:(17): 4745. 1064: 1060: 1054: 1029: 1025: 1019: 984: 980: 970: 929: 925: 915: 898: 894: 888: 882:: 1719-1722. 879: 875: 869: 860: 856: 850: 841: 837: 831: 814: 810: 804: 771: 767: 757: 733: 724: 720: 706: 696: 669: 666:Biosynthesis 651:mitochondria 593: 581: 569: 560: 544: 528: 512: 503: 497: 487: 477: 468: 465: 438: 425: 414: 406: 393:biochemistry 390: 355: 347:cyclohexanol 336: 324: 297: 268: 264: 263: 137:Identifiers 120:Other names 69: 60: 44: 715:process of 614:). PI(4,5)P 534:or PI(3,5)P 518:or PI(3,4)P 428:amphiphilic 320:amphiphilic 273:biomolecule 182:Properties 152:CHEBI:28874 1950:Categories 1778:2024-02-15 863:: 297-299. 844:: 225-227. 817:(3): 322. 750:References 590:Hydrolysis 550:, PI(4,5)P 410:eukaryotic 370:eukaryotic 310:, and one 289:eukaryotes 212:Molar mass 111:IUPAC name 99:Cockcroft. 1817:0006-2960 1712:0265-9247 1692:BioEssays 1665:1081-0706 1538:182948709 1470:0003-2700 1310:0014-2956 1253:1433-7851 1206:0006-2960 1116:0368-1769 1081:0002-7863 1046:0002-7863 954:0028-1042 796:182948709 699:cytosolic 690:(PS) and 672:synthesis 500:or PI(5)P 490:or PI(4)P 480:or PI(3)P 1915:37098393 1874:20870410 1835:33749246 1773:89265741 1728:22778474 1720:28977683 1673:27576122 1626:37098393 1585:27566538 1530:31173893 1488:27118725 1431:20519312 1367:20519312 1271:26694856 1214:19725516 1167:27623846 1011:20519312 962:38695213 788:31173893 713:acylated 605:PI(4,5)P 366:bacteria 358:inositol 312:inositol 285:bacteria 206:P 163:DrugBank 1826:8154263 1577:6117490 1479:5291064 1422:2976013 1358:2976013 1318:1606959 1262:5156312 1158:5087877 1002:2976013 934:Bibcode 731:(PA). 708:De novo 703:kinases 457:kinases 417:isomers 351:isomers 343:inosite 246:what is 244: ( 172:DB02144 49:Please 1937:(MeSH) 1913:  1872:  1833:  1823:  1815:  1771:  1761:  1726:  1718:  1710:  1698:(12). 1671:  1663:  1624:  1583:  1575:  1536:  1528:  1486:  1476:  1468:  1429:  1419:  1365:  1355:  1316:  1308:  1269:  1259:  1251:  1212:  1204:  1165:  1155:  1114:  1079:  1044:  1009:  999:  960:  952:  794:  786:  686:(PE), 682:(PC), 612:PI4P5K 362:lipids 306:, two 241:verify 238:  128:PtdIns 105:Names 1769:S2CID 1724:S2CID 1581:S2CID 1534:S2CID 958:S2CID 792:S2CID 774:(1). 597:PI4Kα 300:lipid 271:is a 143:ChEBI 1911:PMID 1897:1870 1870:PMID 1831:PMID 1813:ISSN 1759:ISBN 1716:PMID 1708:ISSN 1669:PMID 1661:ISSN 1622:PMID 1608:1870 1573:PMID 1526:PMID 1514:1865 1484:PMID 1466:ISSN 1427:PMID 1363:PMID 1314:PMID 1306:ISSN 1267:PMID 1249:ISSN 1210:PMID 1202:ISSN 1163:PMID 1112:ISSN 1077:ISSN 1042:ISSN 1007:PMID 950:ISSN 784:PMID 772:1865 744:CDS2 742:and 740:CDS1 725:sn-2 721:sn-1 670:The 601:PI4P 447:and 279:and 1901:doi 1862:doi 1821:PMC 1805:doi 1751:doi 1700:doi 1653:doi 1612:doi 1565:doi 1518:doi 1474:PMC 1458:doi 1417:PMC 1409:doi 1405:588 1353:PMC 1345:doi 1341:588 1298:doi 1294:206 1257:PMC 1241:doi 1194:doi 1153:PMC 1143:doi 1104:doi 1069:doi 1034:doi 997:PMC 989:doi 985:588 942:doi 903:doi 880:104 861:104 842:104 819:doi 776:doi 647:PLD 639:DGK 620:PLC 399:. 360:in 267:or 53:to 1952:: 1909:. 1895:. 1891:. 1868:. 1858:36 1856:. 1852:. 1829:. 1819:. 1811:. 1801:60 1799:. 1795:. 1767:, 1757:, 1745:, 1722:. 1714:. 1706:. 1696:39 1694:. 1690:. 1667:. 1659:. 1649:32 1647:. 1643:. 1620:. 1606:. 1602:. 1579:. 1571:. 1561:24 1559:. 1555:. 1532:. 1524:. 1512:. 1508:. 1496:^ 1482:. 1472:. 1464:. 1454:88 1452:. 1448:. 1425:. 1415:. 1403:. 1399:. 1361:. 1351:. 1339:. 1335:. 1312:. 1304:. 1292:. 1288:. 1265:. 1255:. 1247:. 1237:55 1235:. 1231:. 1208:. 1200:. 1190:48 1188:. 1184:. 1161:. 1151:. 1139:57 1137:. 1133:. 1110:. 1098:. 1075:. 1065:81 1063:. 1040:. 1030:81 1028:. 1005:. 995:. 983:. 979:. 956:. 948:. 940:. 930:30 924:. 899:25 897:. 878:. 859:. 840:. 815:73 813:. 790:. 782:. 770:. 766:. 643:PC 635:PA 631:DG 624:IP 586:. 463:. 443:, 388:. 329:. 322:. 316:pH 295:. 204:13 200:83 196:47 125:PI 1917:. 1903:: 1876:. 1864:: 1837:. 1807:: 1753:: 1730:. 1702:: 1675:. 1655:: 1628:. 1614:: 1587:. 1567:: 1540:. 1520:: 1490:. 1460:: 1433:. 1411:: 1384:. 1369:. 1347:: 1320:. 1300:: 1273:. 1243:: 1216:. 1196:: 1169:. 1145:: 1118:. 1106:: 1083:. 1071:: 1048:. 1036:: 1013:. 991:: 964:. 944:: 936:: 909:. 905:: 825:. 821:: 798:. 778:: 626:3 616:2 607:2 595:( 584:3 577:3 573:3 570:P 556:2 552:2 548:2 545:P 536:2 532:2 529:P 520:2 516:2 513:P 498:P 488:P 478:P 236:Y 202:O 198:H 194:C 76:) 70:( 65:) 61:( 47:. 20:)

Index

Inositol lipids and phosphate
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IUPAC name
ChEBI
CHEBI:28874
DrugBank
DB02144
Chemical formula
Molar mass
standard state
verify
what is
Infobox references
biomolecule
LĂ©on Maquenne
Johann Joseph von Scherer
bacteria
eukaryotes
signaling molecule
lipid
phosphate group
fatty acid chains
inositol
pH
amphiphilic
endoplasmic reticulum
LĂ©on Maquenne

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