Knowledge (XXG)

Alazopeptin

Source ๐Ÿ“

29: 638: 548:
Kawai S, Sugaya Y, Hagihara R, Tomita H, Katsuyama Y, Ohnishi Y (April 2021). "Complete Biosynthetic Pathway of Alazopeptin, a Tripeptide Consisting of Two Molecules of 6-Diazo-5-oxo-l-norleucine and One Molecule of Alanine".
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Kawai S, Katsuyama Y, Ohnishi Y (April 2022). "The ฮฑ/ฮฒ Hydrolase AzpM Catalyzes Dipeptide Synthesis in Alazopeptin Biosynthesis Using Two Molecules of Carrier Protein-Tethered Amino Acid".
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InChI=1S/C15H20N6O5/c1-2-7-18-12(5-3-10(22)8-19-16)14(24)21-13(15(25)26)6-4-11(23)9-20-17/h2,8-9,12-13,18H,1,3-7H2,(H2-2,21,22,23,24,25,26)/b10-8-,11-9-
707: 679: 672: 283: 65: 341: 147: 380:"In vitro and in vivo antitrypanosomal activitiy [sic] of two microbial metabolites, KS-505a and alazopeptin" 358: 722: 463:
Patterson EL, Johnson BL, DeVoe SE, Bohonos N (1965). "Structure of the antitumor antibiotic alazopeptin".
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Ishiyama A, Otoguro K, Namatame M, Nishihara A, Furusawa T, Masuma R, et al. (October 2008).
617: 574: 346: 424:"Studies on the antitumor activity of an alazopeptin isolated from a new strain of Streptomyces" 361:
and one molecule of L-alanine. In 2021 the biosynthetic pathway of alazopeptin was elucidated.
609: 566: 530: 499: 472: 445: 401: 136: 656: 601: 558: 435: 391: 192: 156: 649: 91: 645: 490:
De Voe SE, Rigler NE, Shay AJ, Martin JH, Boyd TC, Backus EJ, et al. (1956โ€“1957).
28: 701: 621: 578: 116: 332: 637: 440: 423: 328: 225: 127: 491: 336: 20: 613: 605: 570: 562: 518: 503: 405: 534: 476: 449: 354: 357:. Structurally, alazopeptin is a tripeptide and contains 2 molecules of 396: 379: 102: 167: 492:"Alazopeptin; production, isolation, and chemical characteristics" 248: 239: 422:
Hata T, Umezawa I, Iwai Y, Katagiri M, Awaya J (March 1973).
353:
It is still largely produced via fermentation broths of that
73:
6-diazo-2-{6-diazo-5-oxo-2-hexanamido}-5-oxohexanoic acid
660: 314: 517:
Patterson EL, Johnson BL, DeVoe SE, Bohonos N (1965).
519:"Structure of the antitumor antibiotic alazopeptin" 237: 224: 191: 186: 166: 146: 126: 101: 81: 56: 40: 35: 417: 415: 115: 90: 733:Antineoplastic and immunomodulating drug stubs 680: 8: 19: 687: 673: 339:activity. It was originally isolated from 135: 27: 439: 395: 271:C=CCNC(CCC(=C#N))C(=O)NC(CCC(=C#N))C(=O)O 155: 370: 288: 268: 70: 18: 523:Antimicrobial Agents and Chemotherapy 465:Antimicrobial Agents and Chemotherapy 175: 7: 634: 632: 106: 659:. You can help Knowledge (XXG) by 14: 636: 209: 203: 296:Key:RCQIFJCPIWRTAF-WGEIWTTOSA-N 708:Drugs not assigned an ATC code 342:Streptacidiphilus griseoplanus 215: 197: 1: 349:. It is also isolated from 749: 631: 441:10.7164/antibiotics.26.181 428:The Journal of Antibiotics 384:The Journal of Antibiotics 359:6-diazo-5-oxo-L-norleucine 187:Chemical and physical data 345:, sourced from soil near 304: 279: 259: 61: 26: 696: 606:10.1002/cbic.202100700 563:10.1002/anie.202100462 695: 351:Kitasatospora azatica 331:, with moderate anti- 557:(18): 10319โ€“10325. 23: 496:Antibiotics Annual 397:10.1038/ja.2008.83 347:Williamsburg, Iowa 668: 667: 600:(7): e202100700. 551:Angewandte Chemie 322: 321: 250:Interactive image 16:Chemical compound 740: 689: 682: 675: 650:immunomodulatory 640: 633: 626: 625: 589: 583: 582: 545: 539: 538: 514: 508: 507: 487: 481: 480: 460: 454: 453: 443: 419: 410: 409: 399: 375: 318: 317: 310: 252: 232: 217: 211: 205: 199: 179: 159: 139: 119: 109: 108: 94: 31: 24: 22: 748: 747: 743: 742: 741: 739: 738: 737: 723:Diazo compounds 698: 697: 694: 693: 630: 629: 591: 590: 586: 547: 546: 542: 516: 515: 511: 489: 488: 484: 462: 461: 457: 421: 420: 413: 390:(10): 627โ€“632. 377: 376: 372: 367: 313: 311: 308:(what is this?) 305: 300: 297: 292: 287: 286: 275: 272: 267: 266: 255: 230: 220: 214: 208: 202: 182: 162: 142: 122: 105: 97: 77: 74: 69: 68: 52: 17: 12: 11: 5: 746: 744: 736: 735: 730: 725: 720: 715: 710: 700: 699: 692: 691: 684: 677: 669: 666: 665: 646:antineoplastic 641: 628: 627: 584: 540: 509: 482: 455: 434:(3): 181โ€“183. 411: 369: 368: 366: 363: 320: 319: 302: 301: 299: 298: 295: 293: 290: 282: 281: 280: 277: 276: 274: 273: 270: 262: 261: 260: 257: 256: 254: 253: 245: 243: 235: 234: 228: 222: 221: 218: 212: 206: 200: 195: 189: 188: 184: 183: 181: 180: 172: 170: 164: 163: 161: 160: 152: 150: 144: 143: 141: 140: 132: 130: 124: 123: 121: 120: 112: 110: 99: 98: 96: 95: 87: 85: 79: 78: 76: 75: 72: 64: 63: 62: 59: 58: 54: 53: 51: 50: 46: 44: 38: 37: 33: 32: 15: 13: 10: 9: 6: 4: 3: 2: 745: 734: 731: 729: 726: 724: 721: 719: 716: 714: 711: 709: 706: 705: 703: 690: 685: 683: 678: 676: 671: 670: 664: 662: 658: 655:article is a 654: 651: 647: 642: 639: 635: 623: 619: 615: 611: 607: 603: 599: 595: 588: 585: 580: 576: 572: 568: 564: 560: 556: 552: 544: 541: 536: 532: 528: 524: 520: 513: 510: 505: 501: 497: 493: 486: 483: 478: 474: 470: 466: 459: 456: 451: 447: 442: 437: 433: 429: 425: 418: 416: 412: 407: 403: 398: 393: 389: 385: 381: 374: 371: 364: 362: 360: 356: 352: 348: 344: 343: 338: 334: 330: 326: 316: 309: 303: 294: 289: 285: 278: 269: 265: 258: 251: 247: 246: 244: 241: 236: 229: 227: 223: 196: 194: 190: 185: 178: 174: 173: 171: 169: 165: 158: 154: 153: 151: 149: 145: 138: 134: 133: 131: 129: 125: 118: 114: 113: 111: 104: 100: 93: 89: 88: 86: 84: 80: 71: 67: 60: 55: 48: 47: 45: 43: 39: 36:Clinical data 34: 30: 25: 661:expanding it 643: 597: 593: 587: 554: 550: 543: 526: 522: 512: 495: 485: 468: 464: 458: 431: 427: 387: 383: 373: 350: 340: 333:trypanosomal 324: 323: 312:   306:   728:Tripeptides 718:Allylamines 713:Antibiotics 594:ChemBioChem 529:: 115โ€“118. 498:: 730โ€“735. 471:: 115โ€“118. 325:Alazopeptin 233: gยทmol 177:ChEMBL92957 57:Identifiers 21:Alazopeptin 702:Categories 365:References 329:antibiotic 238:3D model ( 226:Molar mass 157:H2QL5CU7EQ 128:ChemSpider 83:CAS Number 66:IUPAC name 622:246651326 579:232039107 337:antitumor 92:1397-84-8 614:35132756 571:33624374 504:13425456 406:19168977 355:organism 315:(verify) 137:16735646 42:ATC code 535:5883414 477:5883414 450:4205875 231:364.362 193:Formula 117:5486654 103:PubChem 620:  612:  577:  569:  533:  502:  475:  448:  404:  327:is an 264:SMILES 168:ChEMBL 644:This 618:S2CID 575:S2CID 284:InChI 240:JSmol 657:stub 653:drug 610:PMID 567:PMID 531:PMID 500:PMID 473:PMID 446:PMID 402:PMID 335:and 148:UNII 49:None 648:or 602:doi 559:doi 436:doi 392:doi 107:CID 704:: 616:. 608:. 598:23 596:. 573:. 565:. 555:60 553:. 525:. 521:. 494:. 467:. 444:. 432:26 430:. 426:. 414:^ 400:. 388:61 386:. 382:. 207:20 201:15 688:e 681:t 674:v 663:. 624:. 604:: 581:. 561:: 537:. 527:5 506:. 479:. 469:5 452:. 438:: 408:. 394:: 242:) 219:5 216:O 213:6 210:N 204:H 198:C

Index


ATC code
IUPAC name
CAS Number
1397-84-8
PubChem
5486654
ChemSpider
16735646
UNII
H2QL5CU7EQ
ChEMBL
ChEMBL92957
Formula
Molar mass
JSmol
Interactive image
SMILES
InChI
(what is this?)
(verify)
antibiotic
trypanosomal
antitumor
Streptacidiphilus griseoplanus
Williamsburg, Iowa
organism
6-diazo-5-oxo-L-norleucine
"In vitro and in vivo antitrypanosomal activitiy [sic] of two microbial metabolites, KS-505a and alazopeptin"
doi

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