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Amphiphile

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46: 31: 312:, by forming a sheet composed of two layers of lipids. Each layer forms by positioning their lypophilic chains to the same side of the layer. The two layers then stack such that their lyphphilic chains touch on the inside and their polar groups are outside facing the surrounding aqueous media. Thus the inside of the bilayer sheet is a non-polar region sandwiched between the two polar sheets. 294: 337:
Aβ proteins form antiparallel β sheets which are strongly amphiphilic, and which aggregate to form toxic oxidative Aβ fibrils. Aβ fibrils themselves are composed of amphiphilic 13-mer modular β sandwiches separated by reverse turns. Hydropathic waves optimize the description of the small (40,42 aa)
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When placed in an immiscible biphasic system consisting of aqueous and organic solvents, the amphiphilic compound will partition the two phases. The extent of the hydrophobic and hydrophilic portions determines the extent of partitioning.
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analysis showed that amphipathicity best distinguished between AMPs with and without anti-gram-negative bacteria activities. The higher amphipathicity, the better chances for AMPs possessing antibacterial and antifungal dual activities.
334:, strongly interact with biological membranes by insertion of the hydrophobic part into the lipid membrane, while exposing the hydrophilic part to the aqueous medium, altering their physical behavior and sometimes disrupting them. 432:
is a common household amphiphilic surfactant compound. Soap mixed with water (polar, hydrophilic) is useful for cleaning oils and fats (non-polar, lipiphillic) from kitchenware, dishes, skin, clothing, etc.
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in aqueous solutions. Unlike this illustration, micelles are usually formed by non-biological, single-chain, amphiphiles, soaps or detergents, since it is difficult to fit two chains into this shape
734: 249: 1059: 682:"Large-scale analysis of antimicrobial activities in relation to amphipathicity and charge reveals novel characterization of antimicrobial peptides" 645:
Phillips, J.C. (20 May 2015). "Thermodynamic description of Beta amyloid formation using physicochemical scales and fractal bioinformatic scales".
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As a result of having both lipophilic and hydrophilic portions, some amphiphilic compounds may dissolve in water and to some extent in
514: 308:. The amphiphilic nature of these molecules defines the way in which they form membranes. They arrange themselves into 806: 754: 504: 896: 1125: 1049: 108:
Amphiphiles are the basis for a number of areas of research in chemistry and biochemistry, notably that of
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Often, amphiphilic species have several lipophilic parts, several hydrophilic parts, or several of both.
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Schubert, D; Behl, C; Lesley, R; Brack, A; Dargusch, R; Sagara, Y; Kimura, H (14 March 1995).
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are the principal constituents of biological membranes, there are other constituents, such as
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Organic compounds containing hydrophilic groups at both ends of the molecule are called
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are an example group of amphiphilic compounds. Their polar region can be either
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Proceedings of the National Academy of Sciences of the United States of America
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There are several examples of molecules that present amphiphilic properties:
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Estimating intestinal permeability by surface activity profiling
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The lipid bilayer, the material that makes up cell membranes.
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Cross-section view of the structures that can be formed by
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Chien-Kuo Wang; Ling-Yi Shih; Kuan Y. Chang (2017-11-22).
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with large R groups, such as diacyl glycerol (DAG), and
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List of boiling and freezing information of solvents
165:group falls into one of the following categories: 101:amphiphiles are the major structural component of 267:Amphiphilic compounds have lipophilic (typically 1112: 61:(from the Greek αμφις amphis, both, and φιλíα 755: 27:Hydrophilic and lipophilic chemical compound 503:Betts, J. Gordon. "3.1 The cell membrane". 402:Many biological compounds are amphiphilic: 338:plaque-forming (aggregative) Aβ fragments. 762: 748: 330:Many other amphiphilic compounds, such as 707: 697: 621: 611: 644: 292: 44: 29: 496: 14: 1113: 769: 244:polar, uncharged groups. Examples are 743: 146:, such as a long chain of the form CH 24: 288: 25: 1142: 728: 502: 399:(long-chain alcohol, non-ionic). 123:they form in the aggregate are 673: 638: 579: 554: 530: 13: 1: 489: 41:, have amphipathic character. 1050:Inorganic nonaqueous solvent 130: 7: 436: 426:, local anaesthetics, etc. 352: 139:group is typically a large 10: 1147: 1035:Acid dissociation constant 1018: 950: 880: 777: 699:10.3390/molecules22112037 647:ACS Chemical Neuroscience 562:"Structure of a Membrane" 542:Biology-Online Dictionary 506:Anatomy & physiology 65:, love, friendship), or 1000:Solubility table (data) 867:Apparent molar property 252:with long alkyl chains. 965:Total dissolved solids 960:Solubility equilibrium 885:and related quantities 613:10.1073/pnas.92.6.1989 474:Sodium dodecyl sulfate 448:Bubbles in abiogenesis 389:cocamidopropyl betaine 373:sodium dodecyl sulfate 342:Antimicrobial peptides 298: 54: 51:biological amphiphiles 42: 1065:Partition coefficient 1045:Polar aprotic solvent 381:benzalkonium chloride 296: 250:oligo ethylene glycol 48: 33: 980:Enthalpy of solution 907:Volume concentration 902:Number concentration 566:The Lipid Chronicles 306:biological membranes 1126:Chemical properties 892:Molar concentration 862:Dilution (equation) 604:1995PNAS...92.1989S 264:are such examples. 39:glycerophospholipid 932:Isotopic abundance 897:Mass concentration 771:Chemical solutions 469:Lipid polymorphism 299: 110:lipid polymorphism 55: 43: 1108: 1107: 659:10.1021/cn5001793 568:. 5 November 2011 516:978-1-947172-04-3 158:, with n > 4. 71:chemical compound 16:(Redirected from 1138: 1005:Solubility chart 832:Phase separation 792:Aqueous solution 764: 757: 750: 741: 740: 722: 721: 711: 701: 677: 671: 670: 642: 636: 635: 625: 615: 583: 577: 576: 574: 573: 558: 552: 551: 549: 548: 534: 528: 527: 525: 523: 500: 279:organic solvents 214:functional group 73:possessing both 21: 1146: 1145: 1141: 1140: 1139: 1137: 1136: 1135: 1111: 1110: 1109: 1104: 1014: 975:Solvation shell 946: 884: 876: 872:Miscibility gap 857:Serial dilution 852:Supersaturation 802:Buffer solution 773: 768: 731: 726: 725: 678: 674: 643: 639: 584: 580: 571: 569: 560: 559: 555: 546: 544: 536: 535: 531: 521: 519: 517: 501: 497: 492: 439: 355: 291: 289:Biological role 260:and some block 237: 206: 197: 188: 169:charged groups 157: 153: 149: 133: 117:bolaamphiphilic 37:, such as this 28: 23: 22: 15: 12: 11: 5: 1144: 1134: 1133: 1128: 1123: 1106: 1105: 1103: 1102: 1097: 1092: 1087: 1082: 1077: 1072: 1067: 1062: 1057: 1052: 1047: 1042: 1040:Protic solvent 1037: 1032: 1024: 1022: 1016: 1015: 1013: 1012: 1007: 1002: 997: 992: 987: 985:Lattice energy 982: 977: 972: 967: 962: 956: 954: 948: 947: 945: 944: 939: 934: 929: 924: 919: 914: 909: 904: 899: 894: 888: 886: 878: 877: 875: 874: 869: 864: 859: 854: 849: 844: 839: 837:Eutectic point 834: 829: 824: 819: 814: 809: 804: 799: 797:Solid solution 794: 789: 787:Ideal solution 783: 781: 775: 774: 767: 766: 759: 752: 744: 738: 737: 730: 729:External links 727: 724: 723: 672: 637: 598:(6): 1989–93. 578: 553: 529: 515: 494: 493: 491: 488: 487: 486: 484:Viral envelope 481: 476: 471: 466: 461: 459:surface energy 455: 450: 445: 438: 435: 354: 351: 310:lipid bilayers 290: 287: 254: 253: 242: 241: 240: 239: 238: 235: 223: 222: 221: 207: 204: 198: 195: 189: 186: 155: 151: 147: 132: 129: 103:cell membranes 26: 9: 6: 4: 3: 2: 1143: 1132: 1129: 1127: 1124: 1122: 1119: 1118: 1116: 1101: 1098: 1096: 1093: 1091: 1088: 1086: 1083: 1081: 1078: 1076: 1073: 1071: 1068: 1066: 1063: 1061: 1058: 1056: 1053: 1051: 1048: 1046: 1043: 1041: 1038: 1036: 1033: 1030: 1026: 1025: 1023: 1021: 1017: 1011: 1008: 1006: 1003: 1001: 998: 996: 993: 991: 988: 986: 983: 981: 978: 976: 973: 971: 968: 966: 963: 961: 958: 957: 955: 953: 949: 943: 940: 938: 935: 933: 930: 928: 927:Mass fraction 925: 923: 922:Mole fraction 920: 918: 915: 913: 910: 908: 905: 903: 900: 898: 895: 893: 890: 889: 887: 883: 882:Concentration 879: 873: 870: 868: 865: 863: 860: 858: 855: 853: 850: 848: 845: 843: 840: 838: 835: 833: 830: 828: 827:Phase diagram 825: 823: 820: 818: 815: 813: 810: 808: 807:Flory–Huggins 805: 803: 800: 798: 795: 793: 790: 788: 785: 784: 782: 780: 776: 772: 765: 760: 758: 753: 751: 746: 745: 742: 736: 733: 732: 719: 715: 710: 705: 700: 695: 691: 687: 683: 676: 668: 664: 660: 656: 653:(5): 745–50. 652: 648: 641: 633: 629: 624: 619: 614: 609: 605: 601: 597: 593: 589: 582: 567: 563: 557: 543: 539: 538:"Amphipathic" 533: 518: 512: 508: 507: 499: 495: 485: 482: 480: 477: 475: 472: 470: 467: 465: 462: 460: 456: 454: 451: 449: 446: 444: 441: 440: 434: 431: 427: 425: 421: 417: 413: 409: 405: 404:phospholipids 400: 398: 394: 390: 386: 382: 378: 374: 370: 366: 362: 358: 350: 347: 343: 339: 335: 333: 328: 326: 322: 318: 317:phospholipids 313: 311: 307: 303: 302:Phospholipids 295: 286: 282: 280: 277: 272: 270: 265: 263: 259: 251: 247: 243: 233: 230: 229: 227: 224: 219: 218:phospholipids 215: 212:(the charged 211: 208: 202: 199: 193: 190: 184: 181: 180: 178: 174: 171: 170: 168: 167: 166: 164: 159: 145: 142: 138: 128: 126: 122: 118: 113: 111: 106: 104: 100: 96: 92: 88: 84: 81:, polar) and 80: 76: 72: 68: 64: 60: 52: 47: 40: 36: 35:Phospholipids 32: 19: 1089: 990:Raoult's law 942:Ternary plot 937:Mixing ratio 692:(11): 2037. 689: 685: 675: 650: 646: 640: 595: 591: 581: 570:. Retrieved 565: 556: 545:. Retrieved 541: 532: 520:. Retrieved 509:. OpenStax. 505: 498: 428: 401: 393:zwitterionic 359: 356: 340: 336: 329: 314: 300: 283: 273: 266: 255: 228:. Examples: 183:carboxylates 176: 160: 134: 114: 107: 99:phospholipid 86: 79:water-loving 78: 66: 58: 56: 1131:Surfactants 1095:Lyonium ion 1010:Miscibility 995:Henry's law 443:Amphoterism 416:fatty acids 412:glycolipids 408:cholesterol 365:surfactants 361:Hydrocarbon 325:glycolipids 321:cholesterol 269:hydrocarbon 163:hydrophilic 141:hydrocarbon 91:surfactants 75:hydrophilic 18:Amphipathic 1115:Categories 1090:Amphiphile 1085:Lipophilic 1080:Hydrophile 1075:Hydrophobe 952:Solubility 847:Saturation 817:Suspension 572:2020-06-02 547:2016-11-17 490:References 464:Surfactant 420:bile acids 262:copolymers 210:phosphates 201:sulfonates 137:lipophilic 95:detergents 87:fat-loving 83:lipophilic 59:amphiphile 1100:Lyate ion 1055:Solvation 970:Solvation 912:Normality 686:Molecules 397:1-octanol 332:pepducins 315:Although 276:non-polar 232:ammoniums 131:Structure 67:amphipath 1070:Polarity 1029:Category 917:Molality 779:Solution 718:29165350 667:25702750 453:Emulsion 437:See also 424:saponins 385:cationic 353:Examples 346:big data 258:Proteins 246:alcohols 226:cationic 192:sulfates 121:micelles 1020:Solvent 822:Colloid 812:Mixture 709:6150348 632:7892213 600:Bibcode 479:Wetting 395:), and 377:anionic 363:-based 179:, are: 173:anionic 125:prolate 69:, is a 716:  706:  665:  630:  620:  522:14 May 513:  144:moiety 119:. The 97:. The 63:philia 1121:Soaps 842:Alloy 623:42408 457:Free 369:ionic 234:: RNH 203:: RSO 194:: RSO 185:: RCO 714:PMID 663:PMID 628:PMID 524:2023 511:ISBN 430:Soap 323:and 161:The 135:The 93:and 704:PMC 694:doi 655:doi 618:PMC 608:doi 387:), 379:), 216:in 150:(CH 57:An 1117:: 712:. 702:. 690:22 688:. 684:. 661:. 649:. 626:. 616:. 606:. 596:92 594:. 590:. 564:. 540:. 422:, 418:, 414:, 410:, 406:, 281:. 127:. 112:. 105:. 1031:) 1027:( 763:e 756:t 749:v 720:. 696:: 669:. 657:: 651:6 634:. 610:: 602:: 575:. 550:. 526:. 391:( 383:( 375:( 236:3 220:) 205:3 196:4 187:2 177:R 156:n 154:) 152:2 148:3 85:( 77:( 20:)

Index

Amphipathic

Phospholipids
glycerophospholipid

biological amphiphiles
philia
chemical compound
hydrophilic
lipophilic
surfactants
detergents
phospholipid
cell membranes
lipid polymorphism
bolaamphiphilic
micelles
prolate
lipophilic
hydrocarbon
moiety
hydrophilic
anionic
carboxylates
sulfates
sulfonates
phosphates
functional group
phospholipids
cationic

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