Experimental and computational studies of the interactions of amphipathic peptides with lipid surfaces

Current Topics in Membranes

Volumn 52, Issue , 2002, Pages 397-435

  Segrest, Jere P ^a,b   Jones, Martin K ^a   Mishra, Vinod K ^a   Anantharamaiah, G M ^a,b  

^a Atherosclerosis Research Unit   (United States)

^b UNIVERSITY OF ALABAMA AT BIRMINGHAM   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 12444270914     PISSN: 10635823     EISSN: None     Source Type: Book Series    
DOI: 10.1016/s1063-5823(02)52016-0     Document Type: Review

References (90)

1. G.M. Anantharamaiah J.L. Jones C.G. Brouillette C.F. Schmidt B.H. Chung T.A. Hughes A.S. Bhown J.P. Segrest Studies of synthetic peptide analogs of the amphipathic helix: Structure of complexes with dimyristoyl phosphatidylcholine J. Biol. Chem. 260 1985 10248 10255
2. G.M. Anantharamaiah Y.V. Venkatachalapathi C.G. Brouillette J.P Segrest Use of synthetic peptide analogues to localize lecithin: cholesterol acyltransferase activating domain in apolipoprotein A-1 Arteriosclerosis 10 1990 95 105
3. T.A. Anderson D.G. Levitt L.J. Banaszak The structural basis of lipid interactions in lipovitellin, a soluble lipoprotein Structure 6 1998 895 909
4. A. Argiolas J.J. Pisano Facilitation of phospholipase A2 activity by mastoparans, a new class of mast cell degranulating peptides from wasp venom J. Biol. Chem. 258 1983 13697 13702
5. D. Atkinson D.M. Small G.G. Shipley X-ray and neutron scattering studies of plasma lipoproteins Ann. N.Y. Acad. Sci. 348 1980 284 298
6. L. Banaszak W. Sharrock E. Timmins Structure and function of a lipoprotein: Lipovitellin Annu. Rev. Biophys. Biophys. Chem. 20 1991 221 246
7. W.D. Blackburn Jr J.G. Dohlman Y.V. Venkatachalapathi D.J. Pillion W.J. Koopman J.P. Segrest G.M. Anantharamaiah Apolipoprotein A-I decreases neutrophil degranulation and superoxide production J. Lipid. Res. 32 1991 1911 1918
8. D.W. Borhani D.P. Rogers J.A. Engler C.G. Brouillette Crystal structure of truncated human apolipoprotein A-1 suggests a lipid-bound conformation Proc. Nad. Acad. Sci. USA 94 1997 12291 12296
9. P. Bradbury C.J. Mann S. Kochl T.A. Anderson S.A. Chester J.M. Hancock P.J. Ritchie J. Amey G.B. Harrison D.G. Levitt L.J. Banaszak J. Scott C.C. Shoulders A common binding site on the microsomal triglyceride transfer protein for apolipoprotein B and protein disulfide isomerase J. Biol. Chem. 274 1999 3159 3164
10. C.G. Brouillette J.L. Jones T.C. Ng H. Kercret B.H. Chung J.P. Segrest Structural studies of apolipoprotein A-I/phosphatidylcholine recombinants by high-field proton NMR, nondenaturing gradient gel electrophoresis, and electron microscopy Biochemistry 23 1984 359 367
11. S.K. Buchanan Beta-barrel proteins from bacterial outer membranes: Structure, function and refolding Curr Opin. Struct. Biol. 9 1999 455 461
12. J.W. Burgess P.G. Frank V. Franklin P. Liang D.C. Mcmanus M. Desforges E. Rassart Y.L. Marcel Deletion of the C-terminal domain of apolipoprotein A-I impairs cell surface binding and lipid efflux in macrophage Biochemistry 38 1999 14524 14533
13. C. Cladaras M. Hadzopoulou-Cladaras R.T. Nolte D. Atkinson V.I. Zannis The complete sequence and structural analysis of human apolipoprotein B-100: Relationship between apoB-100 and apoB-48 forms EMBO J. 5 1986 3495 3507
14. G. Datta M. Chaddha D.W. Garber B.H. Chung E.M. Tytler N. Dashti W.A. Bradley S.H. Gianturco G.M. Anantharamaiah The receptor binding domain of apolipoprotein E, linked to a model class A amphipathic helix, enhances internalization and degradation of LDL by fibroblasts Biochemistry 39 2000 213 220
15. G. Datta D.W. Garber B.H. Chung M. Chaddha N. Dashti W.A. Bradley S.H. Gianturco G.M. Anantharamaiah Cationic domain 141–150 of apoE covalently linked to a class A amphipathic helix enhances atherogenic lipoprotein metabolism in vitro and in vivo J. Lipid Res. 42 2001 959 966
16. H. De Loof M. Rosseneu C.Y. Yang W.H. Li A.M. Gotto Jr L. Chan Human apolipoprotein B: Analysis of internal repeats and homology with other apolipoproteins J. Lipid Res. 28 1987 1455 1465
17. D.M. Engelman T.A. Steitz A. Goldman Identifying nonpolar transbilayer helices in amino acid sequences of membrane proteins Annu. Rev. Biophys. Biophys. Chem. 15 1986 321 353
18. R.M. Epand A. Gawish M. Iqbal K.B. Gupta C.H. Chen J.P. Segrest G.M. Anantharamaiah Studies of synthetic peptide analogs of the amphipathic helix: Effect of charge distribution, hydrophobicity, and secondary structure on lipid association and lecithin:cholesterol acyltransferase activation J. Biol. Chem. 262 1987 9389 9396
19. R.M. Epand W.K. Surewicz D.W. Hughes H. Mantsch J.P. Segrest T.M. allen G.M. Anantharamaiah Properties of lipid complexes with amphipathic helix-forming peptides: Role of distribution of peptide charges J. Biol. Chem. 264 1989 4628 4635
20. R.M. Epand J.P. Segrest G.M. Anantharamaiah Thermodynamics of the binding of human apolipoprotein A-I to dimyristoylphosphatidylglycerol J. Biol. Chem. 265 1990 20829 20832
21. R.M. Epand Y. Shai J.P. Segrest G.M. Anantharamaiah Mechanisms for the modulation of membrane bilayer properties by amphipathic helical peptides Biopolymers 37 1995 319 338
22. D.W. Garber G. Datta M. Chaddha M.N. Palgunachari S.Y. Hama M. Navab A.M. Fogelman J.P. Segrest G.M. Anantharamaiah A new synthetic class A amphipathic peptide analogue protects mice from diet-induced atherosclerosis J. Lipid Res. 42 2001 545 552
23. J.A. Gazzara M.C. Phillips S. Lund-Katz M.N. Palgunachari J.P. Segrest G.M. Anantharamaiah W.V. Rodrigueza J.W. Snow Effect of vesicle size on their interaction with class A amphipathic helical peptides J. Lipid Res. 38 1997 2147 2154
24. J.A. Gazzara M.C. Phillips S. Lund-Katz M.N. Palgunachari J.E. Segrest G.M. Anantharamaiah J.W. Snow Interaction of class A amphipathic helical peptides with phospholipid unilamellar vesicles J. Lipid Res. 38 1997 2134 2146
25. K.L. Gillotte M. Zaiou S. Lund-Katz G.M. Anantharamaiah P. Holvoet A. Dhoest M.N. Palgunachari J.P. Segrest K.H. Weisgraber G.H. Rothblat M.C. Phillips Apolipoproteinmediated plasma membrane microsolubilization: Role of lipid affinity and membrane penetration in the efflux of cellular cholesterol and phospholipid J. Biol. Chem. 274 1999 2021 2028
26. E. Goormaghtigh J. De Meutter B. Vanloo R. Brasseur M. Rosseneu J.M. Ruysschaert Evaluation of the secondary structure of apo B-100 in low-density lipoprotein (LDL) by infrared spectroscopy Biochim. Biophys. Acta 1006 1989 147 150
27. E. Goormaghtigh V. Cabiaux J. De Meutter M. Rosseneu J.M. Ruysschaert Secondary structure of the particle associating domain of apolipoprotein B-100 in low-density lipoprotein by attenuated total reflection infrared spectroscopy Biochemistry 32 1993 6104 6110
28. J.B. Hazelrig M.K. Jones J.P. Segrest A mathematically defined motif for the radial distribution of charged residues on apolipoprotein amphipathic alpha helixes Biophys. J. 64 1993 1827 1832
29. K. Hristova W.C. Wimley V.K. Mishra G.M. Anantharamiah J.P. Segrest S.H. White An amphipathic alpha-helix at a membrane interface: A structural study using a novel X-ray diffraction method J. Mol. Biol. 290 1999 99 117
30. R.E. Jacobs S.H. White The nature of the hydrophobic binding of small peptides at the bilayer interface: Implications for the insertion of transbilayer helices Biochemistry 28 1989 3421 3437
31. M.K. Jones G.M. Anantharamaiah J.P. Segrest Computer programs to identify and classify amphipathic alpha helical domains J. Lipid Res. 33 1992 287 296
32. E.V. Jorgensen G.M. Anantharamaiah J.P. Segrest J.T. Gwynne S. Handwerger Synthetic amphipathic peptides resembling apolipoproteins stimulate the release of human placental lactogen J. Biol. Chem. 264 1989 9215 9219
33. P. Kanellis A.Y. Romans B.J. Johnson H. Kercret R. Chiovetti Jr T.M. Allen J.P. Segrest Studies of synthetic peptide analogs of the amphipathic helix: Effect of charged amino acid residue topography on lipid affinity J. Biol. Chem. 255 1980 11464 11472
34. A.E. Klon M.K. Jones J.P. Segrest S.C. Harvey Molecular belt models for the apolipoprotein A-1 paris and milano mutations Biophys. J. 79 2000 1679 1685
35. R. Koebnik K.P. Locher P. Van Gelder Structure and function of bacterial outer membrane proteins: Barrels in a nutshell Mol. Microbiol. 37 2000 239 253
36. V. Koppaka L. Silvestro J.A. Engler C.G. Brouillette P.H. Axelsen The structure of human lipoprotein A-I: Evidence for the “belt” model J. Biol. Chem. 274 1999 14541 14544
37. A. Kreusch A. Neubuser E. Schiltz J. Weckesser G.E. Schulz Structure of the membrane channel porin from Rhodopseudomonas blastica at 2.0 Å resolution Protein Sci. 3 1994 58 63
38. M. Laccotripe S.C. Makrides A. Jonas V.I. Zannis The carboxyl-terminal hydrophobic residues of apolipoprotein A-I affect its rate of phospholipid binding and its association with high density lipoprotein J. Biol. Chem. 272 1997 17511 17522
39. Erratum J. Biol. Chem. 273 1998 158 781
40. H. Li D.S. Lyles M.J. Thomas W. Pan M.G. Sorci-Thomas Structural determination of lipid-bound apo A-I using fluorescence resonance energy transfer J. Biol. Chem. 275 2000 37048 37054
41. L. Lins R. Brasseur M. Rosseneu C.Y. Yang D.A. Sparrow J.T. Sparrow A.M. Gotto Jr. J.M. Ruysschaert Structure and orientation of apo B-100 peptides into a lipid bilayer J. Protein Chem. 13 1994 77 88
42. S. Lund-Katz G.M. Anantharamaiah Y.V. Venkatachalapathi J.P. Segrest M.C. Phillips Nuclear magnetic resonance investigation of the interactions with phospholipid of an amphipathic alpha-helix-forming peptide of the apolipoprotein class J. Biol. Chem. 265 1990 12217 12223
43. S. Lund-Katz M.C. Phillips V.K. Mishra J.P. Segrest G.M. Anantharamaiah Microenvironments of basic amino acids in amphipathic alpha-helices bound to phospholipid: 13C NMR studies using selectively labeled peptides Biochemistry 34 1995 9219 9226
44. J.N. Maiorano W.S. Davidson The orientation of helix 4 in apolipoprotein A-I-containing reconstituted high density lipoproteins J. Biol. Chem. 275 2000 17374 17380
45. C.J. Mann T.A. Anderson J. Read S.A. Chester G.B. Harrison S. Kochl P.J. Ritchie P. Bradbury F.S. Hussain J. Amey B. Vanloo M. Rosseneu R. Infante J.M. Hancock D.G. Levitt L.J. Banaszak J. Scott C.C. Shoulders The structure of vitellogenin provides a molecular model for the assembly and secretion of atherogenic lipoproteins J. Mol. Biol. 285 1999 391 408
46. V.K. Mishra M.N. Palgunachari Interaction of model class A1, class A2, and class Y amphipathic helical peptides with membranes Biochemistry 35 1996 11210 11220
47. V.K. Mishra M.N. Palgunachari J.P. Segrest G.M. Anantharamaiah Interactions of synthetic peptide analogs of the class A amphipathic helix with lipids: Evidence for the snorkel hypothesis J. Biol. Chem. 269 1994 7185 7191
48. V.K. Mishra M.N. Palgunachari S. Lund-Katz M.C. Phillips J.P. Segrest G.M. Anantharamaiah Effect of the arrangement of tandem repeating units of class A amphipathic alphahelixes on lipid interaction J. Biol. Chem. 270 1995 1602 1611
49. V.K. Mishra M.N. Palgunachari G. Datta M.C. Phillips S. Lund-Katz S.O. Adeyeye J.P. Segrest G.M. Anantharamaiah Studies of synthetic peptides of human apolipoprotein A-1 containing tandem amphipathic alpha-helixes Biochemistry 37 1998 10313 10324
50. R.T. Nolte Structural analysis of the human apolipoproteins: An integrated approach utilizing physical and computational methods Thesis, Department of Biophysics 1994 Boston University Boston, MA
51. S.O. Olofsson G. Bjursell K. Bostrom P. Carlsson J. Elovson A.A. Protter M.A. Reuben G. Bondjers Apolipoprotein B: Structure, biosynthesis and role in the lipoprotein assembly process Atherosclerosis 68 1987 1 17
52. B.J. Owens G.M. Anantharamaiah J.B. Kahlon R.V. Srinivas R.W. Compans J.P. Segrest Apolipoprotein A-I and its amphipathic helix peptide analogues inhibit human immunodeficiency virus-induced syncytium formation J. Clin. Invest. 86 1990 1142 1150
53. M.N. Palgunachari V.K. Mishra S. Lund-Katz M.C. Phillips S.O. Adeyeye S. Alluri G.M. Anantharamaiah J.P. Segrest Only the two end helixes of eight tandem amphipathic helical domains of human apo A-I have significant lipid affinity: Implications for HDL assembly Arterioscler Thromb. Vasc. Biol. 16 1996 328 338
54. L.E. Perez M.J. Fenton I.P. Callard Vitellogenin: Homologs of mammalian apolipoproteins? Comp. Biochem. Physiol. B 100 1991 821 826
55. I.V. Polozov A.I. Polozova G.M. Anantharamaiah J.P. Segrest R.M. Epand Mixing rates can markedly affect the kinetics of peptide-induced leakage from liposomes Biochem. Mol. Biol. Int. 33 1994 1073 1079
56. I.V. Polozov A.L. Polozova E.M. Tytler G.M. Anantharamaiah J.P. Segrest G.A. Woolley R.M. Epand Role of lipids in the permeabilization of membranes by class L amphipathic helical peptides Biochemistry 36 1997 9237 9245
57. I.V. Polozov A.I. Polozova V.K. Mishra G.M. Anantharamaiah J.P. Segrest R.M. Epand Studies of kinetics and equilibrium membrane binding of class A and class L model amphipathic peptides Biochim. Biophys. Acta 1368 1998 343 354
58. R. Raag K. Appelt N.H. Xuong L. Banaszak Structure of the lamprey yolk lipidprotein complex lipovitellin-phosvitin at 2.8 A resolution J. Mol. Biol. 200 1988 553 569
59. D.E. Rogers C.G. Brouillette J.A. Engler S.W. Tendian L. Roberts V.K. Mishra G.M. Anantharamaiah S. Lund-Katz M.C. Phillips M.J. Ray Truncation of the amino terminus of human apolipoprotein A-I substantially alters only the lipid-free conformation Biochemistry 36 1997 288 300
60. A. Rozek G.W. Buchko R.J. Cushley Conformation of two peptides corresponding to human apolipoprotein C-1 residues 7–24 and 35–53 in the presence of sodium dodecyl sulfate by CD and NMR spectroscopy Biochemistry 34 1995 7401 7408
61. R.A. Sayle E.J. Milner-White RASMOL: Biomolecular graphics for all Trends Biochem. Sci. 20 1995 374
62. J.P. Segrest Amphipathic helixes and plasma lipoproteins: Thermodynamic and geometric considerations Chem. Phys. Lipids 18 1977 7 22
63. J.P. Searest R.L. Jackson J.D. Morrisett A.M. Gotto Jr A molecular theory of lipid-protein interactions in the plasma lipoproteins FEBS Lett. 38 1974 247 258
64. J.P. Segrest B.H. Chung C.G. Brouillette P. Kanellis R. McGahan Studies of synthetic peptide analogs of the amphipathic helix: Competitive displacement of exchangeable apolipoproteins from native lipoproteins J. Biol. Chem. 258 1983 2290 2295
65. J.P. Segrest H. De Loof J.G. Dohlman C.G. Brouillette G.M. Anantharamaiah Amphipathic helix motif: Classes and properties Proteins 8 1990 103 117
66. Erratum Proteins 9 1991 79
67. J.P. Segrest M.K. Jones H. De Loof C.G. Brouillette Y.V. Venkatachalapathi G.M. Anantharamaiah The amphipathic helix in the exchangeable apolipoproteins: A review of secondary structure and function J. Lipid Res. 33 1992 141 166
68. J.P. Segrest D.W. Garber C.G. Brouillette S.C. Harvey G.M. Anantharamaiah The amphipathic alpha helix: A multifunctional structural motif in plasma apolipoproteins Adv. Protein Chem. 45 1994 303 369
69. J.P. Segrest M.K. Jones V.K. Mishra G.M. Anantharamaiah D.W. Garber apoB-100 has a pentapartite structure composed of three amphipathic alpha-helical domains alternating with two amphipathic beta-strand domains: Detection by the computer program LOCATE Arterioscler Thromb. 14 1994 1674 1685
70. J.P. Segrest M.K. Jones V.K. Mishra V. Pierotti S.H. Young J. Boren T.L. Innerarity N. Dashti Apolipoprotein B-100: Conservation of lipid-associating amphipathic secondary structural motifs in nine species of vertebrates J. Lipid Res. 39 1998 85 102
71. J.P. Segrest M.K. Jones N. Dashti N-terminal domain of apolipoprotein B has structural homology to lipovitellin and microsomal triglyceride transfer protein: A “lipid pocket” model for self-assembly of apo B-containing lipoprotein particles J. Lipid Res. 40 1999 1401 1416
72. J.P. Segrest M.K. Jones A.E. Klon C.J. Sheldahl M. Hellinger H. De Loof S.C. Harvey A detailed molecular belt model for apolipoprotein A-1 in discoidal high density lipoprotein J. Biol. Chem. 274 1999 31755 31758
73. J.P. Segrest L. Li G.M. Anantharamaiah S.C. Harvey K.N. Liadaki V. Zannis Structure and function of apolipoprotein A-I and high-density lipoprotein Curr Opin. Lipidol. 11 2000 105 115
74. J.P. Segrest M.K. Jones H. De Loof N. Dashti Structure of apolipoprotein B-100 in low density lipoproteins J. Lipid Res. 42 2001 1346 1367
75. W.J. Sharrock T.A. Rosenwasser J. Gould J. Knott D. Hussey J.I. Gordon L. Banaszak Sequence of lamprey vitellogenin. Implications for the lipovitellin crystal structure J. Mol. Biol. 226 1992 903 907
76. N. Sitaram R. Nagaraj A synthetic 13-residue peptide corresponding to the hydrophobic region of bovine seminalplasmin has antibacterial activity and also causes lysis of red blood cells J. Biol. Chem. 265 1990 10438 10442
77. D.M. Small D. Atkinson The first beta sheet region of apoB (apoB21–41) is a amphipathic ribbon 50–60 A wide and 200 A long which initiates triglyceride binding and assembly of nascent lipoproteins Circulation 96 1997 1
78. M. Sorci-Thomas M.W. Kearns J.P. Lee Apolipoprotein A-1 domains involved in lecithin-cholesterol acyltransferase activation: Structure: function relationships J. Biol. Chem. 268 1993 21403 21409
79. P. Spuhler G.M. Anantharamaiah J.P. Segrest J. Seelig Binding of apolipoprotein A-1 model peptides to lipid bilayers: Measurement of binding isotherms and peptide-lipid headgroup interactions J. Biol. Chem. 269 1994 23904 23910
80. S.K. Srinivas R.V. Srinivas G.M. Anantharamaiah J.P. Segrest R.W. Compans Membrane interactions of synthetic peptides corresponding to amphipathic helical segments of the human immunodeficiency virus type-1 envelope glycoprotein J. Biol. Chem. 267 1992 7121 7127
81. E. Steyrer D.L. Barber W.J. Schneider Evolution of lipoprotein receptors: The chicken oocyte receptor for very low density lipoprotein and vitellogenin binds the mammalian ligand apolipoprotein E J. Biol. Chem. 265 1990 19575 19581
82. A.R. Tall D.M. Small R.J. Deckelbaum G.G. Shipley Structure and thermodynamic properties of high density lipoprotein recombinants J. Biol. Chem. 252 1977 4701 4711
83. E.M. Tytler J.P. Segrest R.M. Epand S.Q. Nie R.F. Epand V.K. Mishra Y.V. Venkatachalapathi G.M. Anantharamaiah Reciprocal effects of apolipoprotein and lytic peptide analogs on membranes. Cross-sectional molecular shapes of amphipathic alpha helixes control membrane stability J. Biol. Chem. 268 1993 22112 22118
84. E.M. Tytler G.M. Anantharamaiah D.E. Walker V.K. Mishra M.N. Palgunachari J.P. Segrest Molecular basis for prokaryotic specificity of magainin-induced lysis Biochemistry 34 1995 4393 4401
85. Y.V. Venkatachalapathi M.C. Phillips R.M. Epand R.F. Epand E.M. Tytler J.P. Segrest G.M. Anantharamaiah Effect of end group blockage on the properties of a class A amphipathic helical peptide Proteins 15 1993 349 359
86. C. Wilson M.R. Wardell K.H. Weisgraber R.W. Mahley D.A. Agard Threedimensional structure of the LDL receptor-binding domain of human apolipoprotein E Science 252 1991 1817 1822
87. A. Wlodawer J.P. Segrest B.H. Chung R. Chiovetti Jr J.N. Weinstein Highdensity lipoprotein recombinants: Evidence for a bicycle tire micelle structure obtained by neutron scattering and electron microscopy FEBS Lett. 104 1979 231 235
88. P.G. Yancey J.K. Bielicki W.J. Johnson S. Lund-Katz M.N. Palgunachari G.M. Anantharamaiah J.P. Segrest M.C. Phillips G.H. Rothblat Efflux of cellular cholesterol and phospholipid to lipid-free apolipoproteins and class A amphipathic peptides Biochemistry 34 1995 7955 7965
89. C.Y. Yang S.H. Chen S.H. Gianturco W.A. Bradley J.T. Sparrow M. Tanimura W.H. Li D.A. Sparrow H. DeLoof M. Rosseneu Sequence, structure, receptor-binding domains and internal repeats of human apolipoprotein B-100 Nature 323 1986 738 742
90. M. Zasloff B. Martin H.C. Chen Antimicrobial activity of synthetic magainin peptides and several analogues Proc. Natl. Acad. Sci. USA 85 1988 910 913