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Intercalation (biochemistry)

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surrounds DNA (to partially balance the sum of the negative charges carried by each phosphate oxygen), thus forming a weak electrostatic association with the outer surface of DNA. From this position, the ligand diffuses along the surface of the DNA and may slide into the hydrophobic environment found between two base pairs that may transiently "open" to form an intercalation site, allowing the ethidium to move away from the hydrophilic (aqueous) environment surrounding the DNA and into the intercalation site. The base pairs transiently form such openings due to energy absorbed during collisions with solvent molecules.
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in 1961. One proposed mechanism of intercalation is as follows: In aqueous isotonic solution, the cationic intercalator is attracted electrostatically to the surface of the polyanionic DNA. The ligand displaces a sodium and/or magnesium cation present in the "condensation cloud" of such cations that
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found in aqueous solution) unwinds DNA by about 26°, whereas proflavine unwinds it by about 17°. This unwinding causes the base pairs to separate, or "rise", creating an opening of about 0.34 nm (3.4 Ă…). This unwinding induces local structural changes to the DNA strand, such as lengthening of
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In order for an intercalator to fit between base pairs, the DNA must dynamically open a space between its base pairs by unwinding. The degree of unwinding varies depending on the intercalator; for example, ethidium cation (the ionic form of
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Schatzschneider, Ulrich (2018). "Chapter 14. Metallointercalators and Metalloinsertors: Structural Requirements for DNA Recognition and Anticancer Activity". In Sigel, Astrid; Sigel, Helmut; Freisinger, Eva; Sigel, Roland K. O. (eds.).
108:, electrostatically binding, or intercalating. Intercalation occurs when ligands of an appropriate size and chemical nature fit themselves in between base pairs of DNA. These ligands are mostly polycyclic, 243:
Intercalation as a mechanism of interaction between cationic, planar, polycyclic aromatic systems of the correct size (on the order of a base pair) was first proposed by
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treatment to inhibit DNA replication in rapidly growing cancer cells. Examples include doxorubicin (adriamycin) and daunorubicin (both of which are used in treatment of
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Intercalation induces structural distortions. Left: unchanged DNA strand. Right: DNA strand intercalated at three locations (black areas).
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the DNA strand or twisting of the base pairs. These structural modifications can lead to functional changes, often to the inhibition of
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Metallointercalators are complexes of a metal cation with polycyclic aromatic ligands. The most commonly used metal ion is
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Luzzati, V.; Masson, F.; Lerman, L. S. (1961). "Interaction of DNA and proflavine: A small-angle x-ray scattering study".
2251: 852: 1403: 1359: 1237: 272: 946: 2688: 1162: 2661: 954: 777: 87:(DNA). This process is used as a method for analyzing DNA and it is also the basis of certain kinds of poisoning. 1678: 601: 792: 2297: 1299: 1189: 628: 589: 579: 2219: 2202: 2077: 1841: 1219: 584: 43: 531: 2153: 1543: 1513: 1333: 1438: 292: 35:
Need to be chunked into sections, so that additional information can fit. Need to have dsRNA mention..
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Proceedings of the National Academy of Sciences of the United States of America
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There are several ways molecules (in this case, also known as
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Ethidium intercalated between two adenine-thymine base pairs.
338:. Vol. 18. Berlin: de Gruyter GmbH. pp. 387–435. 204:
and DNA repair processes, which makes intercalators potent
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Metallo-Drugs: Development and Action of Anticancer Agents
290: 104:) can interact with DNA. Ligands may interact with DNA by 112:, and planar, and therefore often make good nucleic acid 179:(III). Typical ligands attached to the metal ion are 187:whose planar structure is ideal for intercalation. 2680: 208:. For this reason, DNA intercalators are often 116:. Intensively studied DNA intercalators include 332: 962: 532: 461: 384: 464:"The structure of the DNA-acridine complex" 969: 955: 539: 525: 497: 487: 31:needs attention from an expert in Biology 931:Polyhedral skeletal electron pair theory 89: 62: 2681: 46:may be able to help recruit an expert. 950: 520: 291:Richards, A. D.; Rodgers, A. (2007). 15: 1238:ribonucleotide reductase inhibitors 13: 1404:Ribonucleotide reductase inhibitor 1360:Ribonucleotide reductase inhibitor 546: 273:Twisted intercalating nucleic acid 14: 2700: 1163:Dihydrofolate reductase inhibitor 723: 717: 711: 140:. DNA intercalators are used in 20: 1300:Thymidylate synthase inhibitor 1190:Thymidylate synthase inhibitor 455: 420: 378: 326: 284: 1: 1220:Adenosine deaminase inhibitor 1061:Block microtubule disassembly 441:10.1016/S0022-2836(61)80026-0 406:10.1016/S0022-2836(61)80004-1 278: 429:Journal of Molecular Biology 394:Journal of Molecular Biology 83:between the planar bases of 7: 251: 33:. The specific problem is: 10: 2705: 629:Metal–ligand multiple bond 2639: 2520:Omacetaxine mepesuccinate 2400:Ciltacabtagene autoleucel 2390:Brexucabtagene autoleucel 2336: 2287: 2067: 2060: 1996: 1950: 1883: 1840: 1677: 1662: 1542: 1512: 1437: 1422: 1393: 1289: 1209: 1152: 1135: 1124: 1060: 1013: 994: 893: 870: 801: 763: 743: 732: 709: 692: 674: 565: 554: 344:10.1515/9783110470734-020 263:Intercalation (chemistry) 2689:Supramolecular chemistry 2572:Talimogene laherparepvec 2505:Nadofaragene firadenovec 2475:Lisocabtagene maraleucel 1424:Topoisomerase inhibitors 1343:DNA polymerase inhibitor 300:Chemical Society Reviews 2375:Axicabtagene ciloleucel 979:chemotherapeutic agents 216:(but not the endo) 8,9 2557:Sitimagene ceradenovec 2455:Idecabtagene vicleucel 2020:Methyl aminolevulinate 462:Lerman, L. S. (1963). 385:Lerman, L. S. (1961). 95: 68: 2031:Porphyrin derivatives 1727:Melphalan flufenamide 1374:Hypomethylating agent 983:antineoplastic agents 93: 85:deoxyribonucleic acid 66: 2360:Asparagine depleters 2289:Receptor antagonists 2203:+abiraterone acetate 619:Coordinate (dipolar) 489:10.1073/pnas.49.1.94 79:is the insertion of 2410:Denileukin diftitox 2310:Retinoid X receptor 2010:Aminolevulinic acid 1832:Triethylenemelamine 1664:Crosslinking of DNA 1395:Deoxyribonucleotide 1334:+gimeracil/oteracil 793:C–H···O interaction 575:Electron deficiency 480:1963PNAS...49...94L 44:WikiProject Biology 2666:Never to phase III 1468:Etirinotecan pegol 778:Resonance-assisted 268:Molecular tweezers 146:Hodgkin's lymphoma 106:covalently binding 96: 69: 2676: 2675: 2635: 2634: 2592:Tigilanol tiglate 2069:Enzyme inhibitors 1992: 1991: 1988: 1987: 1688:Nitrogen mustards 1658: 1657: 1418: 1417: 1120: 1119: 944: 943: 895:Electron counting 866: 865: 755:London dispersion 707: 706: 684:Metal aromaticity 61: 60: 2696: 2597:Tisagenlecleucel 2354:Arsenic trioxide 2065: 2064: 1998:Photosensitizers 1789:Alkyl sulfonates 1703:Cyclophosphamide 1675: 1674: 1614:Anthracenediones 1435: 1434: 1409:Hydroxycarbamide 1150: 1149: 1133: 1132: 1011: 1010: 971: 964: 957: 948: 947: 936:Jemmis mno rules 788:Dihydrogen bonds 741: 740: 727: 721: 715: 649:Hyperconjugation 563: 562: 541: 534: 527: 518: 517: 512: 511: 501: 491: 459: 453: 452: 424: 418: 417: 391: 382: 376: 375: 369: 365: 363: 355: 330: 324: 323: 312:10.1039/b609495c 297: 288: 193:ethidium bromide 162:rhabdomyosarcoma 142:chemotherapeutic 122:ethidium bromide 56: 53: 47: 24: 23: 16: 2704: 2703: 2699: 2698: 2697: 2695: 2694: 2693: 2679: 2678: 2677: 2672: 2671: 2656:Clinical trials 2631: 2337:Other/ungrouped 2332: 2283: 2056: 2036:Porfimer sodium 1984: 1946: 1879: 1836: 1666: 1654: 1538: 1508: 1426: 1414: 1389: 1285: 1205: 1141: 1139:antimetabolites 1137: 1136:DNA precursors/ 1128: 1126:DNA replication 1116: 1056: 1026:Vinca alkaloids 1002: 990: 975: 945: 940: 889: 862: 805: 797: 759: 746: 736: 728: 722: 716: 703: 688: 670: 558: 550: 545: 515: 460: 456: 425: 421: 389: 383: 379: 367: 366: 357: 356: 331: 327: 295: 289: 285: 281: 254: 227: 158:Ewing's Sarcoma 57: 51: 48: 42: 25: 21: 12: 11: 5: 2702: 2692: 2691: 2674: 2673: 2670: 2669: 2668: 2667: 2664: 2653: 2647: 2641: 2640: 2637: 2636: 2633: 2632: 2630: 2629: 2624: 2619: 2614: 2609: 2604: 2599: 2594: 2589: 2584: 2579: 2574: 2569: 2564: 2559: 2554: 2549: 2543: 2532: 2527: 2522: 2517: 2512: 2507: 2502: 2497: 2492: 2487: 2482: 2477: 2472: 2467: 2462: 2457: 2452: 2447: 2442: 2437: 2432: 2427: 2422: 2417: 2412: 2407: 2402: 2397: 2392: 2387: 2382: 2377: 2372: 2356: 2351: 2346: 2340: 2338: 2334: 2333: 2331: 2330: 2318: 2306: 2293: 2291: 2285: 2284: 2282: 2281: 2275: 2270: 2265: 2260: 2248: 2242: 2237: 2232: 2227: 2216: 2210: 2205: 2197: 2190:PARP inhibitor 2186: 2174: 2162: 2150: 2149: 2148: 2143: 2138: 2133: 2121: 2115: 2110: 2105: 2100: 2086: 2073: 2071: 2062: 2058: 2057: 2055: 2054: 2048: 2043: 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1229: 1228: 1215: 1213: 1207: 1206: 1204: 1203: 1197: 1186: 1180: 1175: 1170: 1158: 1156: 1147: 1130: 1122: 1121: 1118: 1117: 1115: 1114: 1102: 1096: 1091: 1086: 1081: 1076: 1064: 1062: 1058: 1057: 1055: 1054: 1048: 1043: 1038: 1033: 1021: 1019: 1008: 992: 991: 977:Intracellular 974: 973: 966: 959: 951: 942: 941: 939: 938: 933: 928: 927: 926: 921: 916: 911: 900: 898: 891: 890: 888: 887: 882: 876: 874: 868: 867: 864: 863: 861: 860: 855: 850: 845: 840: 835: 825: 820: 815: 809: 807: 799: 798: 796: 795: 790: 785: 780: 775: 769: 767: 761: 760: 758: 757: 751: 749: 738: 734:Intermolecular 730: 729: 710: 708: 705: 704: 702: 701: 698: 696: 690: 689: 687: 686: 680: 678: 672: 671: 669: 668: 667: 666: 661: 651: 646: 641: 636: 631: 626: 621: 616: 611: 606: 605: 604: 594: 593: 592: 587: 582: 571: 569: 560: 556:Intramolecular 552: 551: 548:Chemical bonds 544: 543: 536: 529: 521: 514: 513: 454: 419: 377: 368:|journal= 325: 282: 280: 277: 276: 275: 270: 265: 260: 253: 250: 245:Leonard Lerman 225: 212:, such as the 59: 58: 28: 26: 19: 9: 6: 4: 3: 2: 2701: 2690: 2687: 2686: 2684: 2665: 2663: 2660: 2659: 2657: 2654: 2651: 2648: 2646: 2643: 2642: 2638: 2628: 2625: 2623: 2620: 2618: 2615: 2613: 2610: 2608: 2605: 2603: 2600: 2598: 2595: 2593: 2590: 2588: 2585: 2583: 2580: 2578: 2575: 2573: 2570: 2568: 2565: 2563: 2560: 2558: 2555: 2553: 2550: 2547: 2544: 2542: 2538: 2537: 2533: 2531: 2530:Tabelecleucel 2528: 2526: 2523: 2521: 2518: 2516: 2513: 2511: 2508: 2506: 2503: 2501: 2498: 2496: 2493: 2491: 2490:Lurbinectedin 2488: 2486: 2483: 2481: 2478: 2476: 2473: 2471: 2468: 2466: 2463: 2461: 2458: 2456: 2453: 2451: 2448: 2446: 2443: 2441: 2438: 2436: 2433: 2431: 2428: 2426: 2423: 2421: 2418: 2416: 2413: 2411: 2408: 2406: 2403: 2401: 2398: 2396: 2393: 2391: 2388: 2386: 2383: 2381: 2378: 2376: 2373: 2370: 2366: 2362: 2361: 2357: 2355: 2352: 2350: 2347: 2345: 2342: 2341: 2339: 2335: 2328: 2324: 2323: 2319: 2316: 2312: 2311: 2307: 2304: 2300: 2299: 2295: 2294: 2292: 2290: 2286: 2279: 2276: 2274: 2271: 2269: 2266: 2264: 2261: 2259: 2255: 2253: 2249: 2246: 2243: 2241: 2238: 2236: 2233: 2231: 2228: 2226: 2222: 2221: 2217: 2214: 2211: 2209: 2206: 2204: 2201: 2198: 2196: 2192: 2191: 2187: 2184: 2180: 2179: 2175: 2172: 2168: 2167: 2163: 2160: 2156: 2155: 2151: 2147: 2144: 2142: 2139: 2137: 2134: 2132: 2129: 2128: 2127: 2126: 2122: 2119: 2116: 2114: 2111: 2109: 2106: 2104: 2101: 2099: 2095: 2094: 2091: 2087: 2084: 2080: 2079: 2075: 2074: 2072: 2070: 2066: 2063: 2059: 2052: 2049: 2047: 2044: 2042: 2039: 2037: 2033: 2032: 2028: 2026: 2023: 2021: 2018: 2016: 2013: 2011: 2008: 2007: 2005: 2003: 1999: 1995: 1980: 1977: 1975: 1972: 1970: 1967: 1965: 1961: 1958: 1957: 1955: 1953: 1952:Intercalation 1949: 1942: 1939: 1937: 1934: 1932: 1928: 1927: 1923: 1921: 1918: 1916: 1913: 1911: 1908: 1905: 1901: 1900: 1896: 1894: 1891: 1890: 1888: 1886: 1882: 1876: 1873: 1871: 1868: 1866: 1863: 1861: 1860:Dicycloplatin 1858: 1856: 1853: 1851: 1848: 1847: 1845: 1843: 1839: 1833: 1830: 1828: 1825: 1823: 1820: 1818: 1815: 1813: 1809: 1808: 1804: 1801: 1799: 1795: 1792: 1790: 1786: 1785: 1782: 1779: 1777: 1774: 1772: 1769: 1766: 1762: 1759: 1757: 1754: 1752: 1749: 1747: 1743: 1742: 1739: 1736: 1734: 1733:Prednimustine 1731: 1728: 1724: 1721: 1719: 1716: 1713: 1710: 1708: 1704: 1701: 1699: 1696: 1694: 1691: 1689: 1685: 1684: 1682: 1680: 1676: 1673: 1670: 1665: 1661: 1651: 1648: 1646: 1643: 1641: 1638: 1636: 1633: 1630: 1627: 1625: 1622: 1620: 1616: 1615: 1611: 1608: 1605: 1603: 1600: 1598: 1595: 1593: 1590: 1588: 1585: 1583: 1580: 1577: 1573: 1570: 1568: 1565: 1563: 1559: 1558: 1554: 1553: 1551: 1549: 1548:Intercalation 1545: 1541: 1534: 1531: 1529: 1525: 1524: 1520: 1519: 1517: 1515: 1511: 1504: 1501: 1499: 1496: 1494: 1491: 1489: 1486: 1484: 1481: 1479: 1476: 1474: 1471: 1469: 1466: 1464: 1461: 1459: 1456: 1454: 1450: 1449: 1445: 1444: 1442: 1440: 1436: 1433: 1430: 1425: 1421: 1410: 1406: 1405: 1401: 1400: 1398: 1396: 1392: 1385: 1382: 1380: 1376: 1375: 1371: 1370: 1366: 1362: 1361: 1357: 1356: 1352: 1351:+daunorubicin 1349: 1345: 1344: 1340: 1339: 1335: 1331: 1328: 1326: 1323: 1321: 1318: 1316: 1315:Doxifluridine 1313: 1311: 1308: 1306: 1302: 1301: 1297: 1296: 1294: 1292: 1288: 1281: 1278: 1276: 1272: 1271: 1267: 1265: 1264:Rabacfosadine 1262: 1260: 1257: 1254: 1251: 1249: 1246: 1244: 1240: 1239: 1235: 1231: 1230: 1226: 1222: 1221: 1217: 1216: 1214: 1212: 1208: 1201: 1198: 1196: 1192: 1191: 1187: 1184: 1181: 1179: 1176: 1174: 1171: 1169: 1165: 1164: 1160: 1159: 1157: 1155: 1151: 1148: 1145: 1140: 1134: 1131: 1127: 1123: 1112: 1108: 1107: 1103: 1100: 1097: 1095: 1092: 1090: 1087: 1085: 1082: 1080: 1077: 1075: 1071: 1070: 1066: 1065: 1063: 1059: 1052: 1049: 1047: 1044: 1042: 1039: 1037: 1034: 1032: 1028: 1027: 1023: 1022: 1020: 1017: 1012: 1009: 1006: 1001: 997: 993: 988: 984: 980: 972: 967: 965: 960: 958: 953: 952: 949: 937: 934: 932: 929: 925: 922: 920: 917: 915: 912: 910: 909:HĂĽckel's rule 907: 906: 905: 902: 901: 899: 896: 892: 886: 883: 881: 878: 877: 875: 873: 872:Bond cleavage 869: 859: 856: 854: 851: 849: 846: 844: 841: 839: 838:Intercalation 836: 833: 829: 828:Metallophilic 826: 824: 821: 819: 816: 814: 811: 810: 808: 804: 800: 794: 791: 789: 786: 784: 781: 779: 776: 774: 771: 770: 768: 766: 762: 756: 753: 752: 750: 748: 745:Van der Waals 742: 739: 735: 731: 726: 720: 714: 700: 699: 697: 695: 691: 685: 682: 681: 679: 677: 673: 665: 662: 660: 657: 656: 655: 652: 650: 647: 645: 642: 640: 637: 635: 632: 630: 627: 625: 622: 620: 617: 615: 612: 610: 607: 603: 600: 599: 598: 595: 591: 588: 586: 583: 581: 578: 577: 576: 573: 572: 570: 568: 564: 561: 557: 553: 549: 542: 537: 535: 530: 528: 523: 522: 519: 509: 505: 500: 495: 490: 485: 481: 477: 474:(1): 94–102. 473: 469: 465: 458: 450: 446: 442: 438: 434: 430: 423: 415: 411: 407: 403: 399: 395: 388: 381: 373: 361: 353: 349: 345: 341: 337: 329: 321: 317: 313: 309: 306:(3): 471–83. 305: 301: 294: 287: 283: 274: 271: 269: 266: 264: 261: 259: 258:Anthracycline 256: 255: 249: 246: 241: 239: 235: 231: 223: 219: 215: 211: 207: 203: 199: 198:transcription 194: 188: 186: 182: 178: 174: 170: 165: 163: 159: 155: 154:Wilm's tumour 151: 147: 143: 139: 135: 131: 127: 123: 119: 115: 111: 107: 103: 102: 92: 88: 86: 82: 78: 77:intercalation 74: 65: 55: 52:November 2023 45: 40: 36: 32: 29:This article 27: 18: 17: 2577:Tazemetostat 2541:Alitretinoin 2534: 2445:Estramustine 2425:Elsamitrucin 2415:Eflornithine 2369:Pegaspargase 2365:Asparaginase 2358: 2327:Testolactone 2320: 2308: 2296: 2250: 2235:Panobinostat 2218: 2188: 2176: 2164: 2152: 2123: 2088: 2076: 2029: 2025:Padeliporfin 1964:Dactinomycin 1960:Streptomyces 1951: 1941:Temozolomide 1936:Mitozolomide 1924: 1915:Mitobronitol 1904:Procarbazine 1897: 1885:Nonclassical 1810: 1787: 1781:Streptozocin 1746:Nitrosoureas 1744: 1718:Chlorambucil 1712:Trofosfamide 1698:Chlormethine 1693:Bendamustine 1686: 1624:Mitoxantrone 1619:Losoxantrone 1612: 1572:Daunorubicin 1555: 1547: 1521: 1458:Camptothecin 1446: 1402: 1372: 1358: 1341: 1325:Fluorouracil 1305:Capecitabine 1298: 1268: 1232: 1218: 1188: 1183:Pralatrexate 1173:Methotrexate 1161: 1104: 1067: 1024: 914:Baird's rule 634:Charge-shift 597:Hypervalence 471: 467: 457: 435:(5): 634–9. 432: 428: 422: 400:(1): 18–30. 397: 393: 380: 335: 328: 303: 299: 286: 242: 210:carcinogenic 189: 166: 150:dactinomycin 99: 97: 76: 73:biochemistry 70: 49: 41:for details. 34: 30: 2652:from market 2622:Vorasidenib 2602:Trabectedin 2587:Tiazofurine 2582:Tebentafusp 2567:Tagraxofusp 2525:Plitidepsin 2495:Mitoguazone 2435:Epacadostat 2405:Demecolcine 2349:Aflibercept 2322:Sex steroid 2195:Fuzuloparib 2136:Carfilzomib 2108:Palbociclib 2098:Abemaciclib 2051:Verteporfin 2015:Efaproxiral 1931:Dacarbazine 1893:Altretamine 1875:Satraplatin 1870:Oxaliplatin 1850:Carboplatin 1827:Triaziquone 1798:Mannosulfan 1776:Ranimustine 1756:Fotemustine 1597:Pirarubicin 1582:Doxorubicin 1576:+cytarabine 1562:Aclarubicin 1523:Podophyllum 1448:Camptotheca 1379:Azacitidine 1365:Gemcitabine 1320:Floxuridine 1253:Fludarabine 1248:Clofarabine 1234:Halogenated 1225:Pentostatin 1200:Raltitrexed 1168:Aminopterin 1111:Ixabepilone 1106:Epothilones 1074:Cabazitaxel 1051:Vinorelbine 1036:Vincristine 1031:Vinblastine 1016:microtubule 904:Aromaticity 880:Heterolysis 858:Salt bridge 803:Noncovalent 773:Low-barrier 654:Aromaticity 644:Conjugation 624:Pi backbond 202:replication 185:terpyridine 138:thalidomide 134:doxorubicin 2617:Verdinexor 2612:Venetoclax 2515:Oblimersen 2510:Navitoclax 2485:Lucanthone 2480:Lonidamine 2470:Lifileucel 2465:Ivosidenib 2460:Imetelstat 2430:Enasidenib 2420:Elesclomol 2385:Bexarotene 2380:Belzutifan 2315:Bexarotene 2303:Atrasentan 2278:Umbralisib 2273:Idelalisib 2263:Copanlisib 2245:Vorinostat 2240:Romidepsin 2230:Entinostat 2225:Belinostat 2183:Masoprocol 2171:Tiazofurin 2159:Anagrelide 2131:Bortezomib 2118:Seliciclib 2113:Ribociclib 2093:inhibitors 2083:Tipifarnib 2046:Temoporfin 2041:Talaporfin 1979:Plicamycin 1974:Mitomycins 1920:Pipobroman 1899:Hydrazines 1865:Nedaplatin 1817:Carboquone 1812:Aziridines 1803:Treosulfan 1751:Carmustine 1738:Uramustine 1707:Ifosfamide 1679:Alkylating 1640:Bisantrene 1629:Pixantrone 1602:Valrubicin 1592:Idarubicin 1587:Epirubicin 1533:Teniposide 1488:Lurtotecan 1483:Irinotecan 1384:Decitabine 1348:Cytarabine 1291:Pyrimidine 1280:Tioguanine 1270:Thiopurine 1259:Nelarabine 1243:Cladribine 1195:Pemetrexed 1178:Pemetrexed 1154:Folic acid 1094:Paclitaxel 1046:Vinflunine 832:aurophilic 813:Mechanical 279:References 238:quinacrine 234:proflavine 181:dipyridine 175:(III) and 130:daunomycin 126:proflavine 2662:Phase III 2650:Withdrawn 2627:Vosaroxin 2607:Veliparib 2562:Sotorasib 2552:Selinexor 2546:Tretinoin 2536:Retinoids 2450:Glasdegib 2395:Celecoxib 2344:Adagrasib 2268:Duvelisib 2258:Alpelisib 2213:Rucaparib 2200:Niraparib 2141:Oprozomib 2103:Alvocidib 1969:Bleomycin 1926:Triazenes 1910:Etoglucid 1855:Cisplatin 1771:Nimustine 1765:Semustine 1761:Lomustine 1723:Melphalan 1650:Menogaril 1645:Crisnatol 1635:Amsacrine 1607:Zorubicin 1567:Amrubicin 1528:Etoposide 1503:Topotecan 1498:Silatecan 1493:Rubitecan 1478:Gimatecan 1463:Cositecan 1453:Belotecan 1129:inhibitor 1099:Tesetaxel 1089:Ortataxel 1084:Larotaxel 1079:Docetaxel 1041:Vindesine 924:spherical 885:Homolysis 848:Cation–pi 823:Chalcogen 783:Symmetric 639:Hapticity 370:ignored ( 360:cite book 230:acridines 222:aflatoxin 169:ruthenium 152:(used in 118:berberine 81:molecules 39:talk page 2683:Category 2500:Mitotane 2440:Eribulin 2208:Olaparib 2146:Ixazomib 1822:Thiotepa 1794:Busulfan 1473:Exatecan 1310:Carmofur 1018:assembly 981: / 853:Anion–pi 843:Stacking 765:Hydrogen 676:Metallic 567:Covalent 559:(strong) 508:13929834 449:14467543 414:13761054 352:29394033 320:17325786 252:See also 232:such as 206:mutagens 110:aromatic 37:See the 1429:S phase 1330:Tegafur 1144:S phase 1069:Taxanes 1005:M phase 818:Halogen 664:bicyclo 609:Agostic 476:Bibcode 218:epoxide 177:iridium 173:rhodium 148:), and 101:ligands 2645:WHO-EM 2254:(Pi3K) 1211:Purine 1014:Block 919:Möbius 747:forces 737:(weak) 506:  499:300634 496:  447:  412:  350:  318:  136:, and 114:stains 2166:IMPDI 2061:Other 897:rules 806:other 694:Ionic 602:3c–4e 590:8c–2e 585:4c–2e 580:3c–2e 390:(PDF) 296:(PDF) 2252:PIKI 2220:HDAC 1669:CCNS 659:homo 614:Bent 504:PMID 445:PMID 410:PMID 372:help 348:PMID 316:PMID 228:and 200:and 183:and 2298:ERA 2154:PhI 2125:PrI 2090:CDK 2002:PDT 1000:MIs 996:SPs 987:L01 494:PMC 484:doi 437:doi 402:doi 340:doi 308:doi 236:or 220:of 214:exo 164:). 71:In 2685:: 2658:: 2178:LI 2078:FI 1544:II 1514:II 1336:)) 502:. 492:. 482:. 472:49 470:. 466:. 443:. 431:. 408:. 396:. 392:. 364:: 362:}} 358:{{ 346:. 314:. 304:36 302:. 298:. 240:. 160:, 156:, 132:, 128:, 124:, 120:, 75:, 2548:) 2539:( 2371:) 2367:/ 2363:( 2329:) 2325:( 2317:) 2313:( 2305:) 2301:( 2280:) 2256:( 2247:) 2223:( 2215:) 2193:( 2185:) 2181:( 2173:) 2169:( 2161:) 2157:( 2120:) 2096:( 2085:) 2081:( 2053:) 2034:( 2000:/ 1981:) 1962:( 1943:) 1929:( 1906:) 1902:( 1814:: 1805:) 1796:( 1791:: 1767:) 1763:( 1748:: 1729:) 1725:( 1714:) 1705:( 1690:: 1671:) 1667:( 1631:) 1617:( 1609:) 1578:) 1574:( 1560:( 1546:+ 1535:) 1526:( 1505:) 1451:( 1439:I 1431:) 1427:( 1411:) 1407:( 1386:) 1377:( 1367:) 1363:( 1353:) 1346:( 1332:( 1303:( 1282:) 1273:( 1255:) 1241:( 1236:/ 1227:) 1223:( 1202:) 1193:( 1185:) 1166:( 1146:) 1142:( 1113:) 1109:( 1101:) 1072:( 1053:) 1029:( 1007:) 1003:( 998:/ 989:) 985:( 970:e 963:t 956:v 834:) 830:( 540:e 533:t 526:v 510:. 486:: 478:: 451:. 439:: 433:3 416:. 404:: 398:3 374:) 354:. 342:: 322:. 310:: 226:1 224:B 54:) 50:(

Index

talk page
WikiProject Biology

biochemistry
molecules
deoxyribonucleic acid

ligands
covalently binding
aromatic
stains
berberine
ethidium bromide
proflavine
daunomycin
doxorubicin
thalidomide
chemotherapeutic
Hodgkin's lymphoma
dactinomycin
Wilm's tumour
Ewing's Sarcoma
rhabdomyosarcoma
ruthenium
rhodium
iridium
dipyridine
terpyridine
ethidium bromide
transcription

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