Knowledge (XXG)

Mitomycins

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Danshiitsoodol N, de Pinho CA, Matoba Y, Kumagai T, Sugiyama M (July 2006). "The mitomycin C (MMC)-binding protein from MMC-producing microorganisms protects from the lethal effect of bleomycin: crystallographic analysis to elucidate the binding mode of the antibiotic to the protein".
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catalyzes a ring closure to give 4-amino3-dehydroquinate (aminoDHQ), which then undergoes a double oxidation via aminoDHQ dehydratase to give 4-amino-dehydroshikimate (aminoDHS). The key intermediate, 3-amino-5-hydroxybenzoic acid (AHBA), is made via aromatization by AHBA synthase.
144:, although no specific enzyme has been characterized that mediates this transformation. Once this condensation has occurred, the mitosane core is tailored by a variety of enzymes. Both the sequence and the identity of these steps are yet to be determined. 728:
Majmudar PA, Forstot SL, Dennis RF, Nirankari VS, Damiano RE, Brenart R, Epstein RJ (January 2000). "Topical mitomycin-C for subepithelial fibrosis after refractive corneal surgery".
839: 2599: 1539: 358:"Molecular characterization and analysis of the biosynthetic gene cluster for the antitumor antibiotic mitomycin C from Streptomyces lavendulae NRRL 2564" 100:, to form the mitosane core, followed by specific tailoring steps. The key intermediate, AHBA, is a common precursor to other anticancer drugs, such as 481:
Bleuyard JY, Gallego ME, Savigny F, White CI (February 2005). "Differing requirements for the Arabidopsis Rad51 paralogs in meiosis and DNA repair".
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Schewe MJ, Suzuki DT, Erasmus U (July 1971). "The genetic effects of mitomycin C in Drosophila melanogaster. II. Induced meiotic recombination".
2515: 832: 213:, mutant strains defective in genes necessary for recombination during meiosis and mitosis are hypersensitive to killing by mitomycin C. 2564: 2122: 2569: 1274: 1230: 1108: 636:
Rustagi T, Aslanian HR, Laine L (2015). "Treatment of Refractory Gastrointestinal Strictures With Mitomycin C: A Systematic Review".
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Hydroxylation of C-5, C-7 (followed by transamination), and C-9a. – Likely via cytochrome P450 monooxygenase or benzoate hydroxylase
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Complete reduction of C-6 – Likely via F420-dependent tetrahydromethanopterin (H4MPT) reductase and H4MPT:CoM methyltransferase
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Carbamoylation at C-10 – Carbamoyl transferase, with carbamoyl phosphate (C4P) being derived from L-citrulline or L-arginine
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is a process of DNA transfer between cells, and is regarded as a form of bacterial sexual interaction. In the fruit fly
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In general, the biosynthesis of all mitomycins proceeds via combination of 3-amino-5-hydroxybenzoic acid (AHBA),
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This article is about mitomycins as a family of natural products. For its use as a medication, see
1338: 661: 190: 2487: 567:"Borrelia burgdorferi, the Causative Agent of Lyme Disease, Forms Drug-Tolerant Persister Cells" 1368: 1348: 1333: 2574: 2462: 2036: 870: 804: 745: 710: 653: 596: 547: 498: 463: 428: 379: 338: 302: 292: 247: 239: 2467: 2224: 1939: 1573: 1558: 1279: 794: 784: 737: 700: 692: 645: 586: 578: 537: 529: 490: 455: 418: 410: 369: 330: 251: 2604: 2584: 1906: 1868: 1659: 1081: 996: 780: 2526: 2060: 1651: 1145: 1009: 896: 866: 853: 799: 764: 705: 680: 591: 566: 542: 517: 423: 398: 243: 115:(E4P) with a yet undiscovered enzyme, which is then ammoniated to give 4-amino-3-deoxy- 741: 374: 357: 168: 2553: 2400: 2360: 1730: 1603: 1484: 1427: 1185: 1134: 494: 459: 284: 90: 2447: 2411: 2295: 2285: 2239: 2235: 2197: 2105: 1895: 1834: 1830: 1811: 1806: 1785: 1774: 1588: 1582: 1568: 1563: 1494: 1489: 1442: 1328: 1195: 1175: 1104: 1053: 1043: 857: 849: 696: 665: 235: 120: 789: 649: 2492: 2472: 2457: 2452: 2437: 2395: 2365: 2305: 2275: 2219: 2192: 2065: 2006: 1978: 1968: 1921: 1885: 1801: 1763: 1745: 1740: 1720: 1697: 1668: 1646: 1626: 1616: 1467: 1452: 1432: 1318: 1249: 1235: 1190: 1123: 1118: 1095: 1070: 1038: 981: 944: 921: 906: 901: 886: 186: 138: 74: 42: 31: 128: 2482: 2385: 2380: 2355: 2350: 2340: 2335: 2330: 2300: 2290: 2255: 2250: 2230: 2185: 2173: 2148: 2143: 2133: 2115: 2110: 2100: 2095: 2053: 2041: 2029: 2001: 1988: 1983: 1953: 1916: 1911: 1849: 1790: 1735: 1687: 1673: 1621: 1608: 1577: 1510: 1499: 1472: 1462: 1457: 1403: 1358: 1353: 1254: 1218: 1150: 1140: 1129: 1113: 1065: 1048: 1024: 976: 964: 916: 334: 77:. When the name mitomycin occurs alone, it usually refers to mitomycin C, its 306: 137:
The mitosane core is synthesized as shown below via condensation of AHBA and
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Synthesis of the key intermediate, 3-amino-5-hydroxy-benzoic acid.
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O-Methylation at C-9a – Likely via SAM dependent methyltransferase
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Cabourne E, Clarke JC, Schlottmann PG, Evans JR (November 2015).
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Sharma B, Brown AV, Matluck NE, Hu LT, Lewis K (August 2015).
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Charpentier X, Kay E, Schneider D, Shuman HA (March 2011).
119:-arabino heptulosonic acid-7-phosphate (aminoDHAP). Next, 107:
Specifically, the biosynthesis begins with the addition of
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Mitomycin C has been shown to have activity against
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Intramolecular amination to form aziridine – Unknown
2207: 2158: 1938: 1931: 1867: 1821: 1754: 1711: 1548: 1533: 1413: 1383: 1308: 1293: 1264: 1160: 1080: 1023: 1006: 995: 931: 884: 865: 763:Cheng SM, Feng YF, Xu L, Li Y, Huang JH (2013). 833: 516:Feng J, Shi W, Zhang S, Zhang Y (June 2015). 8: 685:The Cochrane Database of Systematic Reviews 356:Mao Y, Varoglu M, Sherman DH (April 1999). 289:Bacteriophages : methods and protocols 261:surgery, corneal excimer laser surgery and 73:They include mitomycin A, mitomycin B, and 1935: 1545: 1305: 1020: 1003: 881: 840: 826: 818: 798: 788: 704: 590: 541: 422: 373: 276: 571:Antimicrobial Agents and Chemotherapy 7: 638:Journal of Clinical Gastroenterology 2600:Heterocyclic compounds with 4 rings 1109:ribonucleotide reductase inhibitors 1275:Ribonucleotide reductase inhibitor 1231:Ribonucleotide reductase inhibitor 522:Emerging Microbes & Infections 25: 1034:Dihydrofolate reductase inhibitor 157:Oxidation at C-5 and C8 – Unknown 79:international nonproprietary name 495:10.1111/j.1365-313X.2004.02318.x 167: 127: 238:. Mitomycin C is used to treat 1171:Thymidylate synthase inhibitor 1061:Thymidylate synthase inhibitor 697:10.1002/14651858.CD006259.pub2 1: 1091:Adenosine deaminase inhibitor 932:Block microtubule disassembly 742:10.1016/s0161-6420(99)00019-6 375:10.1016/S1074-5521(99)80040-4 790:10.1371/journal.pone.0062737 650:10.1097/MCG.0000000000000295 460:10.1016/0027-5107(71)90015-7 323:Journal of Molecular Biology 250:for its potential to treat 217:Medicinal uses and research 2626: 2565:DNA replication inhibitors 29: 2570:IARC Group 2B carcinogens 2510: 2391:Omacetaxine mepesuccinate 2271:Ciltacabtagene autoleucel 2261:Brexucabtagene autoleucel 335:10.1016/j.jmb.2006.05.017 2443:Talimogene laherparepvec 2376:Nadofaragene firadenovec 2346:Lisocabtagene maraleucel 1295:Topoisomerase inhibitors 1214:DNA polymerase inhibitor 63:Streptomyces caespitosus 2246:Axicabtagene ciloleucel 850:chemotherapeutic agents 403:Journal of Bacteriology 362:Chemistry & Biology 287:, Kropinski AM (2009). 204:Drosophila melanogaster 69:Streptomyces lavendulae 2428:Sitimagene ceradenovec 2326:Idecabtagene vicleucel 1891:Methyl aminolevulinate 199:Natural transformation 182:Legionella pneumophila 45: 41:Chemical structure of 2595:Nitrogen heterocycles 1902:Porphyrin derivatives 1598:Melphalan flufenamide 1245:Hypomethylating agent 854:antineoplastic agents 266:dacryocystorhinostomy 257:, wound healing from 113:erythrose-4-phosphate 40: 2231:Asparagine depleters 2160:Receptor antagonists 2074:+abiraterone acetate 583:10.1128/AAC.00864-15 231:Borrelia burgdorferi 210:Arabidopsis thaliana 27:Group of antibiotics 2281:Denileukin diftitox 2181:Retinoid X receptor 1881:Aminolevulinic acid 1703:Triethylenemelamine 1535:Crosslinking of DNA 1266:Deoxyribonucleotide 1205:+gimeracil/oteracil 781:2013PLoSO...862737C 534:10.1038/emi.2015.31 415:10.1128/JB.01146-10 109:phosphoenolpyruvate 98:carbamoyl phosphate 2537:Never to phase III 1339:Etirinotecan pegol 175:Biological effects 46: 2610:Methoxy compounds 2547: 2546: 2506: 2505: 2463:Tigilanol tiglate 1940:Enzyme inhibitors 1863: 1862: 1859: 1858: 1559:Nitrogen mustards 1529: 1528: 1289: 1288: 991: 990: 617:. Drugs.com. 2017 483:The Plant Journal 448:Mutation Research 248:clinical research 179:In the bacterium 141: 118: 93: 16:(Redirected from 2617: 2468:Tisagenlecleucel 2225:Arsenic trioxide 1936: 1869:Photosensitizers 1660:Alkyl sulfonates 1574:Cyclophosphamide 1546: 1485:Anthracenediones 1306: 1280:Hydroxycarbamide 1021: 1004: 882: 842: 835: 828: 819: 813: 812: 802: 792: 760: 754: 753: 725: 719: 718: 708: 691:(11): CD006259. 676: 670: 669: 633: 627: 626: 624: 622: 611: 605: 604: 594: 577:(8): 4616–4624. 562: 556: 555: 545: 513: 507: 506: 478: 472: 471: 443: 437: 436: 426: 409:(5): 1114–1121. 394: 388: 387: 377: 353: 347: 346: 317: 311: 310: 291:. Humana Press. 281: 252:gastrointestinal 223:stationary phase 171: 139: 131: 116: 91: 58:natural products 52:are a family of 21: 2625: 2624: 2620: 2619: 2618: 2616: 2615: 2614: 2550: 2549: 2548: 2543: 2542: 2527:Clinical trials 2502: 2208:Other/ungrouped 2203: 2154: 1927: 1907:Porfimer sodium 1855: 1817: 1750: 1707: 1537: 1525: 1409: 1379: 1297: 1285: 1260: 1156: 1076: 1012: 1010:antimetabolites 1008: 1007:DNA precursors/ 999: 997:DNA replication 987: 927: 897:Vinca alkaloids 873: 861: 846: 816: 762: 761: 757: 727: 726: 722: 678: 677: 673: 644:(10): 837–847. 635: 634: 630: 620: 618: 613: 612: 608: 564: 563: 559: 515: 514: 510: 480: 479: 475: 445: 444: 440: 396: 395: 391: 355: 354: 350: 319: 318: 314: 299: 283: 282: 278: 274: 246:, and is under 219: 177: 104:and ansamycin. 87: 35: 28: 23: 22: 15: 12: 11: 5: 2623: 2621: 2613: 2612: 2607: 2602: 2597: 2592: 2587: 2582: 2577: 2572: 2567: 2562: 2552: 2551: 2545: 2544: 2541: 2540: 2539: 2538: 2535: 2524: 2518: 2512: 2511: 2508: 2507: 2504: 2503: 2501: 2500: 2495: 2490: 2485: 2480: 2475: 2470: 2465: 2460: 2455: 2450: 2445: 2440: 2435: 2430: 2425: 2420: 2414: 2403: 2398: 2393: 2388: 2383: 2378: 2373: 2368: 2363: 2358: 2353: 2348: 2343: 2338: 2333: 2328: 2323: 2318: 2313: 2308: 2303: 2298: 2293: 2288: 2283: 2278: 2273: 2268: 2263: 2258: 2253: 2248: 2243: 2227: 2222: 2217: 2211: 2209: 2205: 2204: 2202: 2201: 2189: 2177: 2164: 2162: 2156: 2155: 2153: 2152: 2146: 2141: 2136: 2131: 2119: 2113: 2108: 2103: 2098: 2087: 2081: 2076: 2068: 2061:PARP inhibitor 2057: 2045: 2033: 2021: 2020: 2019: 2014: 2009: 2004: 1992: 1986: 1981: 1976: 1971: 1957: 1944: 1942: 1933: 1929: 1928: 1926: 1925: 1919: 1914: 1909: 1898: 1893: 1888: 1883: 1877: 1875: 1865: 1864: 1861: 1860: 1857: 1856: 1854: 1853: 1847: 1842: 1837: 1827: 1825: 1819: 1818: 1816: 1815: 1809: 1804: 1793: 1788: 1783: 1778: 1766: 1760: 1758: 1752: 1751: 1749: 1748: 1743: 1738: 1733: 1728: 1723: 1717: 1715: 1713:Platinum-based 1709: 1708: 1706: 1705: 1700: 1695: 1690: 1678: 1677: 1671: 1655: 1654: 1649: 1644: 1639: 1629: 1624: 1612: 1611: 1606: 1601: 1591: 1586: 1580: 1571: 1566: 1554: 1552: 1543: 1531: 1530: 1527: 1526: 1524: 1523: 1518: 1513: 1508: 1503: 1497: 1492: 1481: 1475: 1470: 1465: 1460: 1455: 1450: 1440: 1435: 1428:Anthracyclines 1423: 1421: 1411: 1410: 1408: 1407: 1401: 1389: 1387: 1381: 1380: 1378: 1377: 1371: 1366: 1361: 1356: 1351: 1346: 1341: 1336: 1331: 1326: 1314: 1312: 1303: 1291: 1290: 1287: 1286: 1284: 1283: 1270: 1268: 1262: 1261: 1259: 1258: 1252: 1240: 1239: 1226: 1225: 1209: 1208: 1198: 1193: 1188: 1183: 1178: 1166: 1164: 1158: 1157: 1155: 1154: 1148: 1146:Mercaptopurine 1137: 1132: 1127: 1121: 1116: 1100: 1099: 1086: 1084: 1078: 1077: 1075: 1074: 1068: 1057: 1051: 1046: 1041: 1029: 1027: 1018: 1001: 993: 992: 989: 988: 986: 985: 973: 967: 962: 957: 952: 947: 935: 933: 929: 928: 926: 925: 919: 914: 909: 904: 892: 890: 879: 863: 862: 848:Intracellular 847: 845: 844: 837: 830: 822: 815: 814: 755: 720: 671: 628: 606: 557: 508: 489:(4): 533–545. 473: 454:(3): 269–279. 438: 389: 368:(4): 251–263. 348: 329:(2): 398–408. 312: 297: 275: 273: 270: 244:stomach cancer 234:, a factor in 218: 215: 195:transformation 176: 173: 165: 164: 161: 158: 155: 152: 149: 86: 83: 60:isolated from 26: 24: 14: 13: 10: 9: 6: 4: 3: 2: 2622: 2611: 2608: 2606: 2603: 2601: 2598: 2596: 2593: 2591: 2588: 2586: 2583: 2581: 2578: 2576: 2573: 2571: 2568: 2566: 2563: 2561: 2558: 2557: 2555: 2536: 2534: 2531: 2530: 2528: 2525: 2522: 2519: 2517: 2514: 2513: 2509: 2499: 2496: 2494: 2491: 2489: 2486: 2484: 2481: 2479: 2476: 2474: 2471: 2469: 2466: 2464: 2461: 2459: 2456: 2454: 2451: 2449: 2446: 2444: 2441: 2439: 2436: 2434: 2431: 2429: 2426: 2424: 2421: 2418: 2415: 2413: 2409: 2408: 2404: 2402: 2401:Tabelecleucel 2399: 2397: 2394: 2392: 2389: 2387: 2384: 2382: 2379: 2377: 2374: 2372: 2369: 2367: 2364: 2362: 2361:Lurbinectedin 2359: 2357: 2354: 2352: 2349: 2347: 2344: 2342: 2339: 2337: 2334: 2332: 2329: 2327: 2324: 2322: 2319: 2317: 2314: 2312: 2309: 2307: 2304: 2302: 2299: 2297: 2294: 2292: 2289: 2287: 2284: 2282: 2279: 2277: 2274: 2272: 2269: 2267: 2264: 2262: 2259: 2257: 2254: 2252: 2249: 2247: 2244: 2241: 2237: 2233: 2232: 2228: 2226: 2223: 2221: 2218: 2216: 2213: 2212: 2210: 2206: 2199: 2195: 2194: 2190: 2187: 2183: 2182: 2178: 2175: 2171: 2170: 2166: 2165: 2163: 2161: 2157: 2150: 2147: 2145: 2142: 2140: 2137: 2135: 2132: 2130: 2126: 2124: 2120: 2117: 2114: 2112: 2109: 2107: 2104: 2102: 2099: 2097: 2093: 2092: 2088: 2085: 2082: 2080: 2077: 2075: 2072: 2069: 2067: 2063: 2062: 2058: 2055: 2051: 2050: 2046: 2043: 2039: 2038: 2034: 2031: 2027: 2026: 2022: 2018: 2015: 2013: 2010: 2008: 2005: 2003: 2000: 1999: 1998: 1997: 1993: 1990: 1987: 1985: 1982: 1980: 1977: 1975: 1972: 1970: 1966: 1965: 1962: 1958: 1955: 1951: 1950: 1946: 1945: 1943: 1941: 1937: 1934: 1930: 1923: 1920: 1918: 1915: 1913: 1910: 1908: 1904: 1903: 1899: 1897: 1894: 1892: 1889: 1887: 1884: 1882: 1879: 1878: 1876: 1874: 1870: 1866: 1851: 1848: 1846: 1843: 1841: 1838: 1836: 1832: 1829: 1828: 1826: 1824: 1823:Intercalation 1820: 1813: 1810: 1808: 1805: 1803: 1799: 1798: 1794: 1792: 1789: 1787: 1784: 1782: 1779: 1776: 1772: 1771: 1767: 1765: 1762: 1761: 1759: 1757: 1753: 1747: 1744: 1742: 1739: 1737: 1734: 1732: 1731:Dicycloplatin 1729: 1727: 1724: 1722: 1719: 1718: 1716: 1714: 1710: 1704: 1701: 1699: 1696: 1694: 1691: 1689: 1686: 1684: 1680: 1679: 1675: 1672: 1670: 1666: 1663: 1661: 1657: 1656: 1653: 1650: 1648: 1645: 1643: 1640: 1637: 1633: 1630: 1628: 1625: 1623: 1620: 1618: 1614: 1613: 1610: 1607: 1605: 1604:Prednimustine 1602: 1599: 1595: 1592: 1590: 1587: 1584: 1581: 1579: 1575: 1572: 1570: 1567: 1565: 1562: 1560: 1556: 1555: 1553: 1551: 1547: 1544: 1541: 1536: 1532: 1522: 1519: 1517: 1514: 1512: 1509: 1507: 1504: 1501: 1498: 1496: 1493: 1491: 1487: 1486: 1482: 1479: 1476: 1474: 1471: 1469: 1466: 1464: 1461: 1459: 1456: 1454: 1451: 1448: 1444: 1441: 1439: 1436: 1434: 1430: 1429: 1425: 1424: 1422: 1420: 1419:Intercalation 1416: 1412: 1405: 1402: 1400: 1396: 1395: 1391: 1390: 1388: 1386: 1382: 1375: 1372: 1370: 1367: 1365: 1362: 1360: 1357: 1355: 1352: 1350: 1347: 1345: 1342: 1340: 1337: 1335: 1332: 1330: 1327: 1325: 1321: 1320: 1316: 1315: 1313: 1311: 1307: 1304: 1301: 1296: 1292: 1281: 1277: 1276: 1272: 1271: 1269: 1267: 1263: 1256: 1253: 1251: 1247: 1246: 1242: 1241: 1237: 1233: 1232: 1228: 1227: 1223: 1222:+daunorubicin 1220: 1216: 1215: 1211: 1210: 1206: 1202: 1199: 1197: 1194: 1192: 1189: 1187: 1186:Doxifluridine 1184: 1182: 1179: 1177: 1173: 1172: 1168: 1167: 1165: 1163: 1159: 1152: 1149: 1147: 1143: 1142: 1138: 1136: 1135:Rabacfosadine 1133: 1131: 1128: 1125: 1122: 1120: 1117: 1115: 1111: 1110: 1106: 1102: 1101: 1097: 1093: 1092: 1088: 1087: 1085: 1083: 1079: 1072: 1069: 1067: 1063: 1062: 1058: 1055: 1052: 1050: 1047: 1045: 1042: 1040: 1036: 1035: 1031: 1030: 1028: 1026: 1022: 1019: 1016: 1011: 1005: 1002: 998: 994: 983: 979: 978: 974: 971: 968: 966: 963: 961: 958: 956: 953: 951: 948: 946: 942: 941: 937: 936: 934: 930: 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143: 135: 132: 130: 125: 122: 114: 110: 105: 103: 99: 95: 84: 82: 80: 76: 72: 70: 65: 64: 59: 55: 51: 44: 39: 33: 19: 2448:Tazemetostat 2412:Alitretinoin 2405: 2316:Estramustine 2296:Elsamitrucin 2286:Eflornithine 2240:Pegaspargase 2236:Asparaginase 2229: 2198:Testolactone 2191: 2179: 2167: 2121: 2106:Panobinostat 2089: 2059: 2047: 2035: 2023: 1994: 1959: 1947: 1900: 1896:Padeliporfin 1844: 1835:Dactinomycin 1831:Streptomyces 1812:Temozolomide 1807:Mitozolomide 1795: 1786:Mitobronitol 1775:Procarbazine 1768: 1756:Nonclassical 1681: 1658: 1652:Streptozocin 1617:Nitrosoureas 1615: 1589:Chlorambucil 1583:Trofosfamide 1569:Chlormethine 1564:Bendamustine 1557: 1495:Mitoxantrone 1490:Losoxantrone 1483: 1443:Daunorubicin 1426: 1392: 1329:Camptothecin 1317: 1273: 1243: 1229: 1212: 1196:Fluorouracil 1176:Capecitabine 1169: 1139: 1103: 1089: 1059: 1054:Pralatrexate 1044:Methotrexate 1032: 975: 938: 895: 772: 768: 758: 736:(1): 89–94. 733: 729: 723: 688: 684: 674: 641: 637: 631: 619:. Retrieved 609: 574: 570: 560: 525: 521: 511: 486: 482: 476: 451: 447: 441: 406: 402: 392: 365: 361: 351: 326: 322: 315: 288: 279: 236:lyme disease 229: 220: 208: 202: 180: 178: 166: 142:-glucosamine 136: 133: 126: 121:DHQ synthase 106: 94:-glucosamine 88: 85:Biosynthesis 67: 61: 56:-containing 49: 47: 2523:from market 2493:Vorasidenib 2473:Trabectedin 2458:Tiazofurine 2453:Tebentafusp 2438:Tagraxofusp 2396:Plitidepsin 2366:Mitoguazone 2306:Epacadostat 2276:Demecolcine 2220:Aflibercept 2193:Sex steroid 2066:Fuzuloparib 2007:Carfilzomib 1979:Palbociclib 1969:Abemaciclib 1922:Verteporfin 1886:Efaproxiral 1802:Dacarbazine 1764:Altretamine 1746:Satraplatin 1741:Oxaliplatin 1721:Carboplatin 1698:Triaziquone 1669:Mannosulfan 1647:Ranimustine 1627:Fotemustine 1468:Pirarubicin 1453:Doxorubicin 1447:+cytarabine 1433:Aclarubicin 1394:Podophyllum 1319:Camptotheca 1250:Azacitidine 1236:Gemcitabine 1191:Floxuridine 1124:Fludarabine 1119:Clofarabine 1105:Halogenated 1096:Pentostatin 1071:Raltitrexed 1039:Aminopterin 982:Ixabepilone 977:Epothilones 945:Cabazitaxel 922:Vinorelbine 907:Vincristine 902:Vinblastine 887:microtubule 621:11 November 615:"Mitomycin" 187:mitomycin C 75:mitomycin C 43:mitomycin C 32:Mitomycin C 18:Mitomycin-C 2590:Aziridines 2580:Carbamates 2560:Mitomycins 2554:Categories 2488:Verdinexor 2483:Venetoclax 2386:Oblimersen 2381:Navitoclax 2356:Lucanthone 2351:Lonidamine 2341:Lifileucel 2336:Ivosidenib 2331:Imetelstat 2301:Enasidenib 2291:Elesclomol 2256:Bexarotene 2251:Belzutifan 2186:Bexarotene 2174:Atrasentan 2149:Umbralisib 2144:Idelalisib 2134:Copanlisib 2116:Vorinostat 2111:Romidepsin 2101:Entinostat 2096:Belinostat 2054:Masoprocol 2042:Tiazofurin 2030:Anagrelide 2002:Bortezomib 1989:Seliciclib 1984:Ribociclib 1964:inhibitors 1954:Tipifarnib 1917:Temoporfin 1912:Talaporfin 1850:Plicamycin 1845:Mitomycins 1791:Pipobroman 1770:Hydrazines 1736:Nedaplatin 1688:Carboquone 1683:Aziridines 1674:Treosulfan 1622:Carmustine 1609:Uramustine 1578:Ifosfamide 1550:Alkylating 1511:Bisantrene 1500:Pixantrone 1473:Valrubicin 1463:Idarubicin 1458:Epirubicin 1404:Teniposide 1359:Lurtotecan 1354:Irinotecan 1255:Decitabine 1219:Cytarabine 1162:Pyrimidine 1151:Tioguanine 1141:Thiopurine 1130:Nelarabine 1114:Cladribine 1066:Pemetrexed 1049:Pemetrexed 1025:Folic acid 965:Paclitaxel 917:Vinflunine 528:(6): e31. 272:References 263:endoscopic 255:strictures 240:pancreatic 228:caused by 226:persisters 191:competence 50:mitomycins 2533:Phase III 2521:Withdrawn 2498:Vosaroxin 2478:Veliparib 2433:Sotorasib 2423:Selinexor 2417:Tretinoin 2407:Retinoids 2321:Glasdegib 2266:Celecoxib 2215:Adagrasib 2139:Duvelisib 2129:Alpelisib 2084:Rucaparib 2071:Niraparib 2012:Oprozomib 1974:Alvocidib 1840:Bleomycin 1797:Triazenes 1781:Etoglucid 1726:Cisplatin 1642:Nimustine 1636:Semustine 1632:Lomustine 1594:Melphalan 1521:Menogaril 1516:Crisnatol 1506:Amsacrine 1478:Zorubicin 1438:Amrubicin 1399:Etoposide 1374:Topotecan 1369:Silatecan 1364:Rubitecan 1349:Gimatecan 1334:Cositecan 1324:Belotecan 1000:inhibitor 970:Tesetaxel 960:Ortataxel 955:Larotaxel 950:Docetaxel 912:Vindesine 307:297169927 285:Clokie MR 111:(PEP) to 102:rifamycin 54:aziridine 2575:Quinones 2371:Mitotane 2311:Eribulin 2079:Olaparib 2017:Ixazomib 1693:Thiotepa 1665:Busulfan 1344:Exatecan 1181:Carmofur 889:assembly 852: / 809:23675423 769:PLOS ONE 750:10647725 715:26545176 658:25626632 601:26014929 552:26954881 503:15686518 433:21169481 384:10099135 343:16756991 259:glaucoma 189:induces 1300:S phase 1201:Tegafur 1015:S phase 940:Taxanes 876:M phase 800:3652813 777:Bibcode 706:8763343 666:5867992 592:4505243 543:5176177 468:5563942 424:3067580 2605:Enones 2585:Ethers 2516:WHO-EM 2125:(Pi3K) 1082:Purine 885:Block 807:  797:  748:  713:  703:  664:  656:  599:  589:  550:  540:  501:  466:  431:  421:  382:  341:  305:  295:  96:, and 2037:IMPDI 1932:Other 662:S2CID 2123:PIKI 2091:HDAC 1540:CCNS 805:PMID 746:PMID 711:PMID 689:2015 654:PMID 623:2017 597:PMID 548:PMID 499:PMID 464:PMID 429:PMID 380:PMID 339:PMID 303:OCLC 293:ISBN 242:and 193:for 48:The 2169:ERA 2025:PhI 1996:PrI 1961:CDK 1873:PDT 871:MIs 867:SPs 858:L01 795:PMC 785:doi 738:doi 734:107 701:PMC 693:doi 646:doi 587:PMC 579:doi 538:PMC 530:doi 491:doi 456:doi 419:PMC 411:doi 407:193 370:doi 331:doi 327:360 197:. 66:or 2556:: 2529:: 2049:LI 1949:FI 1415:II 1385:II 1207:)) 803:. 793:. 783:. 771:. 767:. 744:. 732:. 709:. 699:. 687:. 683:. 660:. 652:. 642:49 640:. 595:. 585:. 575:59 573:. 569:. 546:. 536:. 524:. 520:. 497:. 487:41 485:. 462:. 452:12 450:. 427:. 417:. 405:. 401:. 378:. 364:. 360:. 337:. 325:. 301:. 268:. 185:, 2419:) 2410:( 2242:) 2238:/ 2234:( 2200:) 2196:( 2188:) 2184:( 2176:) 2172:( 2151:) 2127:( 2118:) 2094:( 2086:) 2064:( 2056:) 2052:( 2044:) 2040:( 2032:) 2028:( 1991:) 1967:( 1956:) 1952:( 1924:) 1905:( 1871:/ 1852:) 1833:( 1814:) 1800:( 1777:) 1773:( 1685:: 1676:) 1667:( 1662:: 1638:) 1634:( 1619:: 1600:) 1596:( 1585:) 1576:( 1561:: 1542:) 1538:( 1502:) 1488:( 1480:) 1449:) 1445:( 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Index

Mitomycin-C
Mitomycin C

mitomycin C
aziridine
natural products
Streptomyces caespitosus
Streptomyces lavendulae
mitomycin C
international nonproprietary name
D-glucosamine
carbamoyl phosphate
rifamycin
phosphoenolpyruvate
erythrose-4-phosphate
DHQ synthase

D-glucosamine

Legionella pneumophila
mitomycin C
competence
transformation
Natural transformation
Drosophila melanogaster
Arabidopsis thaliana
stationary phase
persisters
Borrelia burgdorferi
lyme disease

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