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Methyl jasmonate

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Plants produce jasmonic acid and methyl jasmonate in response to many biotic and abiotic stresses (in particular, herbivory and wounding), which build up in the damaged parts of the plant. The methyl jasmonate can be used to signal the original plant's defense systems or it can be spread by physical
611:(root) coiling, flowering, seed and fruit maturation. An increase of the hormone affects flowering time, flower morphology and the number of open flowers. MeJA induces ethylene-forming enzyme activity, which increases the amount of ethylene to the amount necessary for fruit maturation. 614:
Increased amounts of methyl jasmonate in plant roots have shown to inhibit their growth. It is predicted that the higher amounts of MeJA activate previously unexpressed genes within the roots to cause the growth inhibition.
597:. Plants treated with methyl jasmonate and exposed to insect herbivores had significantly lower levels of herbivory, and the insect herbivores had slower development, when compared to untreated plants. 892:
Mageroy, Melissa H.; Christiansen, Erik; LĂ„ngström, Bo; Borg‐Karlson, Anna‐Karin; Solheim, Halvor; Björklund, Niklas; Zhao, Tao; Schmidt, Axel; Fossdal, Carl Gunnar; Krokene, Paal (February 2020).
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cells taken from human patients with this disease and then treated in tissue culture with methyl jasmonate. Treatment of isolated normal human blood lymphocytes did not result in cell death.
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plants were shown to alter their metabolism and were better able to withstand water stress and drought conditions by lowering the amount of transpiration, and membrane-lipid peroxidation.
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External application of methyl jasmonate has been shown to induce plant defensive responses against both biotic and abiotic stressors. When treatments of methyl jasmonate were applied to
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contact or through the air to produce a defensive reaction in unharmed plants. The unharmed plants absorb the airborne MeJA through either the stomata or diffusion through the leaf cell
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External application of methyl jasmonate has also shown a propensity for inducing an increased resistance to insect herbivory in some agricultural crops, such as
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Luzzatto, T.; Yishay, M.; Lipsky, A.; Ion, A.; Belausov, E.; Yedidia, I. (August 2007). "Efficient, long-lasting resistance against the soft rot bacterium
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In recent experiments, methyl jasmonate has been shown to be effective at preventing bacterial growth in plants when applied in a spray to the leaves. The
447: 333: 1372: 524:. An herbivorous attack on a plant causes it to produce MeJA both for internal defense and for a signaling compound to other plants. 1247: 708: 1420: 805: 544:. The protease inhibitors interfere with the insect digestive process and discourage the insect from eating the plant again. 442: 636: 1248:"Jasmonates: An Update on Biosynthesis, Signal Transduction and Action in Plant Stress Response, Growth and Development" 1199:"Two Methyl Jasmonate-Insensitive Mutants Show Altered Expression of AtVsp in Response to Methyl Jasmonate and Wounding" 579:
compounds doubled in the spruce needle tissues, a response that normally is only triggered when the tissue is damaged.
298: 454: 959:"Induction of Volatile Terpene Biosynthesis and Diurnal Emission by Methyl Jasmonate in Foliage of Norway Spruce" 828:"Induction of Volatile Terpene Biosynthesis and Diurnal Emission by Methyl Jasmonate in Foliage of Norway Spruce" 739:"Interplant communication: airborne methyl jasmonate induces synthesis of proteinase inhibitors in plant leaves" 1413: 307:
InChI=1S/C13H20O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h4-5,10-11H,3,6-9H2,1-2H3/b5-4-/t10-,11-/m1/s1
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InChI=1/C13H20O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h4-5,10-11H,3,6-9H2,1-2H3/b5-4-/t10-,11-/m1/s1
1549: 262: 1311:"Jasmonates: novel anticancer agents acting directly and selectively on human cancer cell mitochondria" 832: 1315: 1114: 474: 178: 23: 279: 1539: 1534: 1406: 653: 672:
Cheong, Jong-Joo; Choi, Yang Do (July 2003). "Methyl jasmonate as a vital substance in plants".
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Jasmonates induce nonapoptotic death in high-resistance mutant p53-expressing B-lymphoma cells
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Plant stress hormones suppress the proliferation and induce apoptosis in human cancer cells
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MeJA can induce the plant to produce multiple different types of defense chemicals such as
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In an experiment testing the effect of methyl jasmonate treatments on drought tolerance,
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trees. This can be used as a defense against many insect attackers as a type of vaccine.
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Rotem, R.; Heyfets, A.; Fingrut, O.; Blickstein, D.; Shaklai, M.; Flesher, E. (2005).
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Avdiushko, S. A.; Brown, G. C.; Dahlman, D. L.; Hildebrand, D. F. (1997-06-01).
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effect is thought to be because of methyl jasmonate inducing resistance.
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used in plant defense and many diverse developmental pathways such as
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88 to 90 Â°C (190 to 194 Â°F; 361 to 363 K) at 0.1 mmHg
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Martin, Diane M.; Gershenzon, Jonathan; Bohlmann, Jörg (July 2003).
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Except where otherwise noted, data are given for materials in their
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in calla lily provided by the plant activator methyl jasmonate".
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Jasmonate: pharmaceutical composition for treatment of cancer.
1445: 1308: 119: 97: 267: 482: 196: 956: 825: 1387:, British Journal of Pharmacology (2005) 146, 800–808. 1107: 511:-methionine:jasmonic acid carboxyl methyltransferase. 1140: 1016:"Methyl Jasmonate Reduces Water Stress in Strawberry" 1141:
Radhika, V.; Cost, J.; Boland, W.; Heil, M. (2010).
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Martin, D. M.; Gershenzon, J.; Bohlmann, J. (2003).
1143:"The role of jasmonates in floral nectar secretion" 1197:Berger, S.; Bell, E.; Mullet, J. E. (June 1996). 1526: 1196: 229: 743:Proceedings of the National Academy of Sciences 83: 408:< 25 Â°C (77 Â°F; 298 K) 1414: 737:Farmer, E. E.; Ryan, C. A. (1 October 1990). 1421: 1407: 1368:General information about methyl jasmonate 1245: 736: 732: 730: 671: 547:MeJA has been used to stimulate traumatic 282: 169: 147: 1273: 1222: 1170: 1160: 990: 917: 853: 772: 762: 607:MeJA is also a plant hormone involved in 249: 798:"Keeping Freshness in Fresh-Cut Produce" 709:"Plant oxylipins: Chemistry and biology" 706: 1192: 1190: 806:United States Department of Agriculture 795: 727: 278: 1527: 160: 1402: 310:Key: GEWDNTWNSAZUDX-WQMVXFAESA-N 127: 1395:; published online 19 September 2005 1375:US Patent Issued on October 22, 2002 1187: 1013: 707:Christie, William W. (22 May 2014). 527: 637:B-cell chronic lymphocytic leukemia 497:. Methyl jasmonate is derived from 320:Key: GEWDNTWNSAZUDX-WQMVXFAEBM 220: 204: 13: 1428: 1020:Journal of Plant Growth Regulation 14: 1566: 1361: 501:and the reaction is catalyzed by 1128:10.1111/j.1365-3059.2007.01622.x 432: 22: 1302: 1239: 1134: 1101: 618: 428:(at 25 Â°C , 100 kPa). 1062: 1007: 950: 885: 819: 802:Agricultural Research Magazine 789: 700: 665: 558: 514: 1: 1329:10.1158/0008-5472.CAN-04-3091 1014:Wang, S. Y. (November 1999). 898:Plant, Cell & Environment 796:Stanley, D. (February 1998). 686:10.1016/S0168-9525(03)00138-0 659: 1162:10.1371/journal.pone.0009265 631:of cancer cells, leading to 54:pentenyl-cyclopentaneacetate 7: 642: 341:O=C1(C/C=C\CC)(CC(OC)=O)CC1 10: 1571: 1110:Pectobacterium carotovorum 1474: 1436: 919:21.11116/0000-0004-E7D0-C 623:Methyl jasmonate induces 475:volatile organic compound 422: 390:224.3 g/mol 349: 329: 294: 67: 59: 35: 30: 21: 1075:Environmental Entomology 1246:Wasternack, C. (2007). 764:10.1073/pnas.87.19.7713 654:Methyl dihydrojasmonate 571:), the accumulation of 1499:Plant peptide hormones 1393:10.1038/sj.bjp.0706394 975:10.1104/pp.103.021196 846:10.1104/pp.103.021196 1215:10.1104/pp.111.2.525 1087:10.1093/ee/26.3.642 755:1990PNAS...87.7713F 542:protease inhibitors 18: 1550:Alkene derivatives 1479:24-Epibrassinolide 1266:10.1093/aob/mcm079 1032:10.1007/pl00007060 674:Trends in Genetics 455:Infobox references 16: 1522: 1521: 910:10.1111/pce.13661 749:(19): 7713–7716. 536:(antimicrobial), 528:Defense chemicals 463:Chemical compound 461: 460: 398:Colorless liquid 263:CompTox Dashboard 109:Interactive image 17:Methyl jasmonate 1562: 1451:Brassinosteroids 1423: 1416: 1409: 1400: 1399: 1356: 1355: 1353: 1351: 1323:(5): 1984–1993. 1306: 1300: 1299: 1297: 1295: 1286:. Archived from 1277: 1253:Annals of Botany 1243: 1237: 1236: 1226: 1203:Plant Physiology 1194: 1185: 1184: 1174: 1164: 1138: 1132: 1131: 1105: 1099: 1098: 1066: 1060: 1059: 1011: 1005: 1004: 994: 969:(3): 1586–1599. 963:Plant Physiology 954: 948: 947: 921: 889: 883: 882: 880: 878: 857: 840:(3): 1586–1599. 833:Plant Physiology 823: 817: 816: 814: 812: 793: 787: 786: 776: 766: 734: 725: 724: 722: 720: 711:. Archived from 704: 698: 697: 669: 510: 509: 479:seed germination 467:Methyl jasmonate 445: 439: 436: 435: 357:Chemical formula 287: 286: 271: 269: 253: 233: 222: 208: 181: 173: 162: 151: 131: 111: 87: 62:Methyl jasmonate 53: 26: 19: 15: 1570: 1569: 1565: 1564: 1563: 1561: 1560: 1559: 1525: 1524: 1523: 1518: 1470: 1432: 1427: 1364: 1359: 1349: 1347: 1316:Cancer Research 1307: 1303: 1293: 1291: 1290:on 25 June 2012 1244: 1240: 1195: 1188: 1139: 1135: 1115:Plant Pathology 1106: 1102: 1067: 1063: 1012: 1008: 955: 951: 890: 886: 876: 874: 824: 820: 810: 808: 794: 790: 735: 728: 718: 716: 715:on 30 June 2015 705: 701: 670: 666: 662: 645: 627:release in the 621: 561: 530: 517: 507: 506: 464: 457: 452: 451: 450:  ?) 441: 437: 433: 429: 379: 373: 367: 359: 345: 342: 337: 336: 325: 322: 321: 318: 312: 311: 308: 302: 301: 290: 272: 265: 256: 236: 223: 211: 191: 154: 134: 114: 101: 90: 77: 63: 55: 12: 11: 5: 1568: 1558: 1557: 1552: 1547: 1542: 1540:Plant hormones 1537: 1535:Acetate esters 1520: 1519: 1517: 1516: 1514:Strigolactones 1511: 1509:Salicylic acid 1506: 1501: 1496: 1491: 1486: 1481: 1475: 1472: 1471: 1469: 1468: 1463: 1458: 1453: 1448: 1443: 1437: 1434: 1433: 1430:Plant hormones 1426: 1425: 1418: 1411: 1403: 1397: 1396: 1382: 1376: 1370: 1363: 1362:External links 1360: 1358: 1357: 1301: 1260:(4): 681–697. 1238: 1209:(2): 525–531. 1186: 1133: 1122:(4): 692–701. 1100: 1081:(3): 642–654. 1061: 1026:(3): 127–134. 1006: 949: 904:(2): 420–430. 884: 818: 788: 726: 699: 680:(7): 409–413. 663: 661: 658: 657: 656: 651: 644: 641: 620: 617: 560: 557: 551:production in 529: 526: 516: 513: 491:fruit ripening 462: 459: 458: 453: 431: 430: 426:standard state 423: 420: 419: 416: 410: 409: 406: 400: 399: 396: 392: 391: 388: 382: 381: 377: 371: 365: 360: 355: 352: 351: 347: 346: 344: 343: 340: 332: 331: 330: 327: 326: 324: 323: 319: 316: 315: 313: 309: 306: 305: 297: 296: 295: 292: 291: 289: 288: 275: 273: 261: 258: 257: 255: 254: 246: 244: 238: 237: 235: 234: 226: 224: 216: 213: 212: 210: 209: 201: 199: 193: 192: 190: 189: 185: 183: 175: 174: 164: 156: 155: 153: 152: 144: 142: 136: 135: 133: 132: 124: 122: 116: 115: 113: 112: 104: 102: 95: 92: 91: 89: 88: 80: 78: 73: 70: 69: 65: 64: 61: 57: 56: 39: 33: 32: 28: 27: 9: 6: 4: 3: 2: 1567: 1556: 1555:Methyl esters 1553: 1551: 1548: 1546: 1543: 1541: 1538: 1536: 1533: 1532: 1530: 1515: 1512: 1510: 1507: 1505: 1502: 1500: 1497: 1495: 1492: 1490: 1487: 1485: 1482: 1480: 1477: 1476: 1473: 1467: 1464: 1462: 1459: 1457: 1454: 1452: 1449: 1447: 1444: 1442: 1441:Abscisic acid 1439: 1438: 1435: 1431: 1424: 1419: 1417: 1412: 1410: 1405: 1404: 1401: 1394: 1390: 1386: 1383: 1380: 1377: 1374: 1371: 1369: 1366: 1365: 1346: 1342: 1338: 1334: 1330: 1326: 1322: 1318: 1317: 1312: 1305: 1289: 1285: 1281: 1276: 1271: 1267: 1263: 1259: 1255: 1254: 1249: 1242: 1234: 1230: 1225: 1220: 1216: 1212: 1208: 1204: 1200: 1193: 1191: 1182: 1178: 1173: 1168: 1163: 1158: 1154: 1150: 1149: 1144: 1137: 1129: 1125: 1121: 1117: 1116: 1111: 1104: 1096: 1092: 1088: 1084: 1080: 1076: 1072: 1065: 1057: 1053: 1049: 1045: 1041: 1037: 1033: 1029: 1025: 1021: 1017: 1010: 1002: 998: 993: 988: 984: 980: 976: 972: 968: 964: 960: 953: 945: 941: 937: 933: 929: 925: 920: 915: 911: 907: 903: 899: 895: 888: 873: 869: 865: 861: 856: 851: 847: 843: 839: 835: 834: 829: 822: 807: 803: 799: 792: 784: 780: 775: 770: 765: 760: 756: 752: 748: 744: 740: 733: 731: 714: 710: 703: 695: 691: 687: 683: 679: 675: 668: 664: 655: 652: 650: 647: 646: 640: 638: 634: 630: 626: 616: 612: 610: 605: 603: 602:antibacterial 598: 596: 592: 587: 585: 580: 578: 577:sesquiterpene 574: 570: 569:Norway spruce 566: 556: 554: 553:Norway spruce 550: 545: 543: 539: 535: 525: 523: 512: 504: 500: 499:jasmonic acid 496: 492: 488: 484: 480: 476: 472: 469:(abbreviated 468: 456: 449: 444: 427: 421: 417: 415: 414:Boiling point 412: 411: 407: 405: 404:Melting point 402: 401: 397: 394: 393: 389: 387: 384: 383: 376: 370: 364: 361: 358: 354: 353: 348: 339: 338: 335: 328: 314: 304: 303: 300: 293: 285: 281: 280:DTXSID3036731 277: 276: 274: 264: 260: 259: 252: 248: 247: 245: 243: 240: 239: 232: 228: 227: 225: 219: 215: 214: 207: 203: 202: 200: 198: 195: 194: 187: 186: 184: 182: 177: 176: 172: 168: 165: 163: 161:ECHA InfoCard 158: 157: 150: 146: 145: 143: 141: 138: 137: 130: 126: 125: 123: 121: 118: 117: 110: 106: 105: 103: 99: 94: 93: 86: 82: 81: 79: 76: 72: 71: 66: 58: 51: 47: 43: 38: 34: 29: 25: 20: 1466:Gibberellins 1348:. 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Index

Methyl jasmonate
IUPAC name
CAS Number
1211-29-6
JSmol
Interactive image
ChEBI
CHEBI:15929
ChemSpider
4445210
ECHA InfoCard
100.013.562
Edit this at Wikidata
EC Number
KEGG
C11512
PubChem
5281929
UNII
900N171A0F
CompTox Dashboard
DTXSID3036731
Edit this at Wikidata
InChI
SMILES
Chemical formula
C
H
O
Molar mass

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