Knowledge (XXG)

Cyanopeptolin

Source 📝

714: 55:, which links to one or two residues via an ester bound on the beta-hydroxyl group; the third position is conserved to be 3-amino-6-hydroxy-2-piperidone (Ahp) or a derivative. All other positions are highly variable. 395:
Mazur-Marzec, Hanna; Fidor, Anna; Cegłowska, Marta; Wieczerzak, Ewa; Kropidłowska, Magdalena; Goua, Marie; Macaskill, Jenny; Edwards, Christine (26 June 2018).
62:. Others, such as aeruginopeptins, micropeptins, microcystilide, nostopeptins, and oscillapeptins, refer to the organism the substance is originally found in. 300:"Limited Stability of Microcystins in Oligopeptide Compositions of Microcystis aeruginosa (Cyanobacteria): Implications in the Definition of Chemotypes" 202: 161:"Molecular effects of the cyanobacterial toxin cyanopeptolin (CP1020) occurring in algal blooms: Global transcriptome analysis in zebrafish embryos" 116:
CPs are probably very ancient: the cyanobacterial genera that produce CPs appear to have inherited the key modules vertically and not horizontally.
466:"Comparison of Cyanopeptolin Genes in Planktothrix , Microcystis , and Anabaena Strains: Evidence for Independent Evolution within Each Genus" 550: 523: 203:"Multiple Toxin Production in the Cyanobacterium Microcystis: Isolation of the Toxic Protease Inhibitor Cyanopeptolin 1020" 94: 351:"Cyanobacterial peptides beyond microcystins – A review on co-occurrence, toxicity, and challenges for risk assessment" 464:
Rounge, Trine B.; Rohrlack, Thomas; Tooming-Klunderud, Ave; Kristensen, Tom; Jakobsen, Kjetill S. (15 November 2007).
397:"Cyanopeptolins with Trypsin and Chymotrypsin Inhibitory Activity from the Cyanobacterium Nostoc edaphicum CCNP1411" 590: 543: 160: 159:
Susanne Faltermann; Sara Zucchi; Esther Kohler; Judith F. Blom; Jakob Pernthaler; Karl Fent (April 2014).
233: 743: 717: 536: 477: 36: 684: 58:
There is not a single, unified nomenclature, for CPs. Names such as CP1020 and CP1138 refer to the
618: 446: 82:, potentially threaten water contamination by the production of the toxic cyanopeptolin CP1020. 738: 503: 428: 372: 331: 280: 225: 183: 51:
bridge, making them chemically depsipeptides (peptidolactones). The first position is usually
493: 485: 418: 408: 362: 321: 311: 270: 217: 175: 105: 699: 91: 481: 201:
Karl Gademann; Cyril Portmann; Judith F. Blom; Michael Zeder; Friedrich Jüttner (2010).
689: 627: 498: 465: 423: 396: 326: 299: 75: 71: 732: 669: 275: 258: 79: 694: 649: 585: 130: 28: 20: 179: 367: 350: 664: 659: 654: 623: 610: 135: 24: 595: 580: 575: 567: 559: 125: 59: 32: 679: 633: 600: 101: 52: 507: 432: 376: 335: 284: 229: 187: 316: 489: 47:
CPs are, in general, a six-residue peptide formed into a ring by a beta-
413: 48: 221: 259:"Cyanobacterial peptides – Nature's own combinatorial biosynthesis" 532: 298:
Ramsy Agha; Samuel Cirés; Lars Wörmer; Antonio Quesada (2013).
528: 524:
Cyanobacteria, and toxin production (The New York Times)
154: 152: 150: 642: 609: 566: 35:. The production of cyanopeptolins occurs through 390: 388: 386: 544: 104:affected pathways related to DNA damage, the 8: 551: 537: 529: 497: 422: 412: 366: 325: 315: 274: 70:Increased water temperatures, because of 349:Janssen, Elisabeth M.-L. (March 2019). 257:Martin Welker; Hans Von Döhren (2006). 146: 470:Applied and Environmental Microbiology 7: 78:of inland waters promote blooms of 14: 100:Cyanopeptolin CP1020 exposure in 713: 712: 276:10.1111/j.1574-6976.2006.00022.x 1: 180:10.1016/j.aquatox.2014.01.018 368:10.1016/j.watres.2018.12.048 66:Factors affecting production 760: 31:algae strains, and can be 708: 263:FEMS Microbiology Reviews 451:pubchem.ncbi.nlm.nih.gov 108:and response to light. 447:"Cyanopeptolin CP1020" 317:10.3390/toxins5061089 37:nonribosomal peptides 19:(CPs) are a class of 490:10.1128/AEM.01475-07 112:Evolutionary history 685:Debromoaplysiatoxin 482:2007ApEnM..73.7322R 86:Biological activity 619:Cylindrospermopsin 414:10.3390/md16070220 168:Aquatic Toxicology 39:synthases (NRPS). 726: 725: 476:(22): 7322–7330. 222:10.1021/np900818c 751: 716: 715: 553: 546: 539: 530: 512: 511: 501: 461: 455: 454: 443: 437: 436: 426: 416: 392: 381: 380: 370: 346: 340: 339: 329: 319: 310:(6): 1089–1104. 295: 289: 288: 278: 254: 248: 247: 245: 244: 238: 232:. Archived from 207: 198: 192: 191: 165: 156: 106:circadian rhythm 759: 758: 754: 753: 752: 750: 749: 748: 729: 728: 727: 722: 704: 700:Aetokthonotoxin 638: 605: 562: 557: 520: 515: 463: 462: 458: 445: 444: 440: 394: 393: 384: 348: 347: 343: 297: 296: 292: 256: 255: 251: 242: 240: 236: 205: 200: 199: 195: 163: 158: 157: 148: 144: 122: 114: 92:serine protease 88: 68: 45: 12: 11: 5: 757: 755: 747: 746: 741: 731: 730: 724: 723: 721: 720: 709: 706: 705: 703: 702: 697: 692: 690:Lyngbyatoxin-a 687: 682: 677: 672: 667: 662: 657: 652: 646: 644: 640: 639: 637: 636: 631: 628:Microcystin-LR 621: 615: 613: 607: 606: 604: 603: 598: 593: 588: 583: 578: 572: 570: 564: 563: 558: 556: 555: 548: 541: 533: 527: 526: 519: 518:External links 516: 514: 513: 456: 438: 382: 355:Water Research 341: 290: 269:(4): 530–563. 249: 216:(5): 980–984. 193: 145: 143: 140: 139: 138: 133: 128: 121: 118: 113: 110: 87: 84: 76:eutrophication 72:climate change 67: 64: 44: 41: 17:Cyanopeptolins 13: 10: 9: 6: 4: 3: 2: 756: 745: 742: 740: 737: 736: 734: 719: 711: 710: 707: 701: 698: 696: 693: 691: 688: 686: 683: 681: 678: 676: 675:Cyanopeptolin 673: 671: 670:Cyanobacterin 668: 666: 663: 661: 658: 656: 653: 651: 648: 647: 645: 641: 635: 632: 629: 625: 622: 620: 617: 616: 614: 612: 608: 602: 599: 597: 594: 592: 589: 587: 584: 582: 579: 577: 574: 573: 571: 569: 565: 561: 554: 549: 547: 542: 540: 535: 534: 531: 525: 522: 521: 517: 509: 505: 500: 495: 491: 487: 483: 479: 475: 471: 467: 460: 457: 452: 448: 442: 439: 434: 430: 425: 420: 415: 410: 406: 402: 398: 391: 389: 387: 383: 378: 374: 369: 364: 360: 356: 352: 345: 342: 337: 333: 328: 323: 318: 313: 309: 305: 301: 294: 291: 286: 282: 277: 272: 268: 264: 260: 253: 250: 239:on 2022-02-02 235: 231: 227: 223: 219: 215: 211: 204: 197: 194: 189: 185: 181: 177: 173: 169: 162: 155: 153: 151: 147: 141: 137: 134: 132: 129: 127: 124: 123: 119: 117: 111: 109: 107: 103: 98: 96: 93: 90:Most CPs are 85: 83: 81: 80:cyanobacteria 77: 73: 65: 63: 61: 56: 54: 50: 42: 40: 38: 34: 30: 26: 22: 21:oligopeptides 18: 695:Microviridin 674: 650:Aplysiatoxin 624:Microcystins 611:Hepatotoxins 586:Antillatoxin 473: 469: 459: 450: 441: 404: 401:Marine Drugs 400: 358: 354: 344: 307: 303: 293: 266: 262: 252: 241:. Retrieved 234:the original 213: 210:J. Nat. Prod 209: 196: 171: 167: 131:Microviridin 115: 99: 89: 69: 57: 46: 29:Planktothrix 23:produced by 16: 15: 744:Cyanotoxins 665:Coibamide A 660:Caldoramide 655:Apratoxin A 568:Neurotoxins 560:Cyanotoxins 361:: 488–499. 136:Microcystin 25:Microcystis 733:Categories 596:Kalkitoxin 581:Guanitoxin 576:Anatoxin-a 407:(7): 220. 243:2019-07-14 142:References 126:Cyanotoxin 95:inhibitors 60:molar mass 33:neurotoxic 680:Cyclamide 634:Nodularin 601:Saxitoxin 174:: 33–39. 102:zebrafish 53:threonine 43:Chemistry 739:Peptides 718:Category 508:17921284 433:29949853 377:30641464 336:23744054 285:16774586 230:20405925 188:24561424 120:See also 499:2168201 478:Bibcode 424:6070996 327:3717771 49:lactone 626:(e.g. 506:  496:  431:  421:  375:  334:  324:  304:Toxins 283:  228:  186:  643:Other 237:(PDF) 206:(PDF) 164:(PDF) 591:BMAA 504:PMID 429:PMID 373:PMID 332:PMID 281:PMID 226:PMID 184:PMID 74:and 27:and 494:PMC 486:doi 419:PMC 409:doi 363:doi 359:151 322:PMC 312:doi 271:doi 218:doi 176:doi 172:149 735:: 502:. 492:. 484:. 474:73 472:. 468:. 449:. 427:. 417:. 405:16 403:. 399:. 385:^ 371:. 357:. 353:. 330:. 320:. 306:. 302:. 279:. 267:30 265:. 261:. 224:. 214:73 212:. 208:. 182:. 170:. 166:. 149:^ 97:. 630:) 552:e 545:t 538:v 510:. 488:: 480:: 453:. 435:. 411:: 379:. 365:: 338:. 314:: 308:5 287:. 273:: 246:. 220:: 190:. 178::

Index

oligopeptides
Microcystis
Planktothrix
neurotoxic
nonribosomal peptides
lactone
threonine
molar mass
climate change
eutrophication
cyanobacteria
serine protease
inhibitors
zebrafish
circadian rhythm
Cyanotoxin
Microviridin
Microcystin



"Molecular effects of the cyanobacterial toxin cyanopeptolin (CP1020) occurring in algal blooms: Global transcriptome analysis in zebrafish embryos"
doi
10.1016/j.aquatox.2014.01.018
PMID
24561424
"Multiple Toxin Production in the Cyanobacterium Microcystis: Isolation of the Toxic Protease Inhibitor Cyanopeptolin 1020"
doi
10.1021/np900818c
PMID

Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.