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CHAPS detergent

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InChI=1S/C32H58N2O7S/c1-21(8-11-29(38)33-14-6-15-34(4,5)16-7-17-42(39,40)41)24-9-10-25-30-26(20-28(37)32(24,25)3)31(2)13-12-23(35)18-22(31)19-27(30)36/h21-28,30,35-37H,6-20H2,1-5H3,(H-,33,38,39,40,41)/t21-,22+,23-,24-,25+,26+,27-,28+,30+,31+,32-/m1/s1
476:
InChI=1/C32H58N2O7S/c1-21(8-11-29(38)33-14-6-15-34(4,5)16-7-17-42(39,40)41)24-9-10-25-30-26(20-28(37)32(24,25)3)31(2)13-12-23(35)18-22(31)19-27(30)36/h21-28,30,35-37H,6-20H2,1-5H3,(H-,33,38,39,40,41)/t21-,22+,23-,24-,25+,26+,27-,28+,30+,31+,32-/m1/s1
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InChI=1S/C32H58N2O7S/c1-21(8-11-29(38)33-14-6-15-34(4,5)16-7-17-42(39,40)41)24-9-10-25-30-26(20-28(37)32(24,25)3)31(2)13-12-23(35)18-22(31)19-27(30)36/h21-28,30,35-37H,6-20H2,1-5H3,(H-,33,38,39,40,41)
217: 634: 502: 629: 903: 457: 641: 586: 733:; its full chemical name is 3--2-hydroxy-1-propanesulfonate. Both detergents have low light absorbance in the 898: 46: 400: 179: 746: 696: 421: 141: 767: 726:
ulfonate. A related detergent, called CHAPSO, has the same basic chemical structure with an additional
692: 23: 438: 738: 211: 762: 688: 597: 36: 800: 700: 409: 161: 82: 8: 750: 676: 442: 183: 72: 804: 789:"A nondenaturing zwitterionic detergent for membrane biochemistry: design and synthesis" 823: 788: 893: 869: 864: 847: 828: 742: 328: 294: 268: 246: 848:"Liposome Solubilization and Membrane Protein Reconstitution Using Chaps and Chapso" 362: 859: 818: 808: 730: 704: 530: 239: 846:
Cladera, Josep; Ricaud, Jean-Louis; Verde, Joaquim Villa; DuNach, Mireia (1997).
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Proceedings of the National Academy of Sciences of the United States of America
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CC(CCC(=O)NCCC(C)(C)CCCS()(=O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C
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Except where otherwise noted, data are given for materials in their
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3-phenanthren-1-yl]pentanamido}propyl)azaniumyl]propane-1-sulfonate
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S(=O)(=O)CCC(C)(C)CCCNC(=O)CC(C)4CC32(1((C(O)CC1)C2O)C)C(O)34C
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3-((3-Cholamidopropyl)dimethylammonium)-1-propanesulfonate
845: 707:, which are often sparingly soluble or insoluble in 885: 839: 361: 327: 293: 267: 245: 238: 81: 683:groups; it is structurally similar to certain 786: 441: 182: 160: 863: 822: 812: 741:, which is useful for monitoring ongoing 408: 40:3-{Dimethylazaniumyl}propane-1-sulfonate 437: 216: 886: 703:and is especially useful in purifying 173: 489:Key: UMCMPZBLKLEWAF-BCTGSCMUSA-N 469:Key: UMCMPZBLKLEWAF-UHFFFAOYSA-N 140: 479:Key: UMCMPZBLKLEWAF-BCTGSCMUBQ 229: 199: 13: 718:CHAPS is an abbreviation for 3--1- 667:biological macromolecules such as 14: 915: 865:10.1111/j.1432-1033.1997.00798.x 852:European Journal of Biochemistry 787:Hjelmeland, LM (November 1980). 619: 548: 542: 22: 675:and is zwitterionic due to its 615:(at 25 °C , 100 kPa). 780: 560: 554: 536: 1: 773: 711:solution due to their native 671:. It may be synthesized from 699:detergent in the process of 7: 756: 10: 920: 768:Taurochenodeoxycholic acid 693:taurochenodeoxycholic acid 663:used in the laboratory to 609: 579: 523: 498: 453: 65: 57: 45: 35: 30: 21: 904:Zwitterionic surfactants 739:electromagnetic spectrum 605:−4.32 (predicted) 814:10.1073/pnas.77.11.6368 747:protein-protein binding 695:. It is used as a non- 763:Taurodeoxycholic acid 689:taurodeoxycholic acid 60:3--1-propanesulfonate 47:Systematic IUPAC name 899:Biochemistry methods 701:protein purification 805:1980PNAS...77.6368H 751:UV/Vis spectroscopy 677:quaternary ammonium 575: g·mol 18: 743:chemical reactions 642:Infobox references 16: 705:membrane proteins 650:Chemical compound 648: 647: 580:Surface tension: 422:CompTox Dashboard 114:Interactive image 107:Interactive image 911: 878: 877: 867: 843: 837: 836: 826: 816: 784: 731:functional group 632: 626: 623: 622: 574: 562: 556: 550: 544: 538: 531:Chemical formula 446: 445: 430: 428: 412: 365: 331: 297: 271: 249: 242: 231: 220: 203: 186: 175: 164: 144: 116: 109: 85: 26: 19: 17:CHAPS detergent 15: 919: 918: 914: 913: 912: 910: 909: 908: 884: 883: 882: 881: 844: 840: 799:(11): 6368–70. 785: 781: 776: 759: 651: 644: 639: 638: 637:  ?) 628: 624: 620: 616: 589: 572: 559: 553: 547: 541: 533: 519: 516: 511: 506: 505: 494: 491: 490: 487: 481: 480: 477: 471: 470: 467: 461: 460: 449: 431: 424: 415: 395: 371: 345: 315: 285: 259: 232: 206: 167: 147: 119: 99: 88: 75: 61: 53: 52: 41: 12: 11: 5: 917: 907: 906: 901: 896: 880: 879: 858:(3): 798–804. 838: 778: 777: 775: 772: 771: 770: 765: 758: 755: 737:region of the 713:hydrophobicity 649: 646: 645: 640: 618: 617: 613:standard state 610: 607: 606: 603: 594: 593: 590: 585: 582: 581: 577: 576: 570: 564: 563: 557: 551: 545: 539: 534: 529: 526: 525: 521: 520: 518: 517: 514: 512: 509: 501: 500: 499: 496: 495: 493: 492: 488: 485: 484: 482: 478: 475: 474: 472: 468: 465: 464: 456: 455: 454: 451: 450: 448: 447: 439:DTXSID70997059 434: 432: 420: 417: 416: 414: 413: 405: 403: 397: 396: 394: 393: 359: 325: 291: 265: 243: 235: 233: 225: 222: 221: 214: 208: 207: 205: 204: 196: 194: 188: 187: 177: 169: 168: 166: 165: 157: 155: 149: 148: 146: 145: 137: 135: 129: 128: 125: 124:Abbreviations 121: 120: 118: 117: 110: 102: 100: 93: 90: 89: 87: 86: 78: 76: 71: 68: 67: 63: 62: 59: 55: 54: 50: 49: 43: 42: 39: 33: 32: 28: 27: 9: 6: 4: 3: 2: 916: 905: 902: 900: 897: 895: 892: 891: 889: 875: 871: 866: 861: 857: 853: 849: 842: 834: 830: 825: 820: 815: 810: 806: 802: 798: 794: 790: 783: 779: 769: 766: 764: 761: 760: 754: 752: 748: 744: 740: 736: 732: 729: 725: 721: 716: 714: 710: 706: 702: 698: 694: 690: 686: 682: 678: 674: 670: 666: 662: 659: 655: 643: 636: 631: 614: 608: 604: 602: 601: 596: 595: 591: 588: 584: 583: 578: 571: 569: 566: 565: 535: 532: 528: 527: 522: 513: 508: 507: 504: 497: 483: 473: 463: 462: 459: 452: 444: 440: 436: 435: 433: 423: 419: 418: 411: 407: 406: 404: 402: 399: 398: 391: 387: 383: 379: 375: 369: 364: 360: 357: 353: 349: 343: 339: 335: 330: 326: 323: 319: 313: 309: 305: 301: 296: 292: 289: 283: 279: 275: 270: 266: 263: 257: 253: 248: 244: 241: 237: 236: 234: 228: 224: 223: 219: 215: 213: 210: 209: 202: 198: 197: 195: 193: 190: 189: 185: 181: 178: 176: 174:ECHA InfoCard 171: 170: 163: 159: 158: 156: 154: 151: 150: 143: 139: 138: 136: 134: 131: 130: 126: 123: 122: 115: 111: 108: 104: 103: 101: 97: 92: 91: 84: 80: 79: 77: 74: 70: 69: 64: 56: 48: 44: 38: 34: 29: 25: 20: 855: 851: 841: 796: 792: 782: 723: 719: 717: 658:zwitterionic 653: 652: 599: 389: 385: 381: 377: 373: 367: 355: 351: 347: 341: 337: 333: 321: 317: 311: 307: 303: 299: 287: 281: 277: 273: 261: 255: 251: 142:ChEMBL450950 66:Identifiers 58:Other names 735:ultraviolet 673:cholic acid 524:Properties 272: (),(1 250: (),(5 180:100.129.679 888:Categories 774:References 697:denaturing 687:, such as 685:bile acids 665:solubilize 661:surfactant 568:Molar mass 410:QBP25342AG 153:ChemSpider 94:3D model ( 83:75621-03-3 73:CAS Number 37:IUPAC name 681:sulfonate 894:Steroids 757:See also 728:hydroxyl 669:proteins 592:8-10 mM 366: (4 332: (4 329:18397788 298: (4 295:25244640 269:10371606 247:24883538 874:9057848 833:6935651 801:Bibcode 709:aqueous 635:what is 633: ( 363:9895216 227:PubChem 872:  831:  824:350285 821:  722:ropane 630:verify 627:  573:614.88 503:SMILES 240:107670 201:C11321 133:ChEMBL 127:CHAPS 31:Names 749:with 656:is a 654:CHAPS 458:InChI 162:96843 96:JSmol 870:PMID 829:PMID 691:and 679:and 598:log 401:UNII 336:),(2 302:),(2 212:MeSH 192:KEGG 860:doi 856:243 819:PMC 809:doi 745:or 587:CMC 427:EPA 388:,16 384:,15 380:,14 354:,16 350:,15 320:,16 280:,11 230:CID 890:: 868:. 854:. 850:. 827:. 817:. 807:. 797:77 795:. 791:. 753:. 715:. 546:58 540:32 376:,5 372:(2 370:), 346:14 340:,5 316:15 310:,7 306:,5 286:16 276:,5 260:16 254:,7 876:. 862:: 835:. 811:: 803:: 724:s 720:p 625:N 600:P 561:S 558:7 555:O 552:2 549:N 543:H 537:C 429:) 425:( 392:) 390:S 386:S 382:R 378:R 374:S 368:S 358:) 356:S 352:R 348:R 344:, 342:R 338:S 334:R 324:) 322:S 318:R 314:, 312:S 308:R 304:S 300:R 290:) 288:S 284:, 282:S 278:R 274:S 264:) 262:S 258:, 256:S 252:R 98:)

Index

Structural formula of CHAPS detergent
IUPAC name
Systematic IUPAC name
CAS Number
75621-03-3
JSmol
Interactive image
Interactive image
ChEMBL
ChEMBL450950
ChemSpider
96843
ECHA InfoCard
100.129.679
Edit this at Wikidata
KEGG
C11321
MeSH
3-((3-Cholamidopropyl)dimethylammonium)-1-propanesulfonate
PubChem
107670
24883538
10371606
25244640
18397788
9895216
UNII
QBP25342AG
CompTox Dashboard
DTXSID70997059

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