Membrane-targeted strategies for modulating APP and Aβ-mediated toxicity

Journal of Cellular and Molecular Medicine

Volumn 13, Issue 2, 2009, Pages 249-261

  Price, Katherine A ^a,b   Crouch, Peter J ^a,b   Donnelly, Paul S ^a,c   Masters, Colin L ^b   White, Anthony R ^a,b   Curtain, Cyril C ^a,b,c,d  

^a UNIVERSITY OF MELBOURNE   (Australia)

^b FLOREY INSTITUTE OF NEUROSCIENCE AND MENTAL HEALTH   (Australia)

^c UNIVERSITY OF MELBOURNE   (Australia)

^d MONASH UNIVERSITY   (Australia)

Author keywords

Amyloid; Copper; Membranes

Indexed keywords

AMYLOID BETA PROTEIN; AMYLOID PRECURSOR PROTEIN; COPPER; MEMBRANE LIPID; MEMBRANE PROTEIN;

ALZHEIMER DISEASE; ANIMAL; ARTICLE; CELL MEMBRANE; CHEMICAL STRUCTURE; CHEMISTRY; HUMAN; METABOLISM; PATHOLOGY; ULTRASTRUCTURE;

ALZHEIMER DISEASE; AMYLOID BETA-PROTEIN; AMYLOID BETA-PROTEIN PRECURSOR; ANIMALS; CELL MEMBRANE; COPPER; HUMANS; MEMBRANE LIPIDS; MEMBRANE PROTEINS; MODELS, MOLECULAR; MOLECULAR STRUCTURE;

EID: 61349152371     PISSN: 15821838     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1582-4934.2008.00642.x     Document Type: Article

References (142)

1. Olofsson A, Lindhagen-Persson M, Saner-Eriksson AE, Ohman A. Amide solvent protection analysis demonstrates that amyloid-β(1-40) and amyloid-β(1-42) form different fibrillar structures under identical conditions. Biochem J. 2007 404 : 63 70.
2. Aisenbrey C, Borowik T, Bystrom R, Bokvist M, Lindstrom F, Misiak H, Sani MA, Grobner G. How is protein aggregation in amyloidogenic diseases modulated by biological membranes? Eur Biophys J. 2008 37 : 247 55.
3. Chen SY, Wright JW, Barnes CD. The neurochemical and behavioral effects of β-amyloid peptide(25-35). Brain Res. 1996 720 : 54 60.
4. Butterfield DA, Hensley K, Harris M, Mattson M, Carney J. β-Amyloid peptide free radical fragments initiate synaptosomal lipoperoxidation in a sequence-specific fashion: implications to Alzheimer's disease. Biochem Biophys Res Commun. 1994 200 : 710 5.
5. Dikalov SI, Vitek MP, Maples KR, Mason RP. Amyloid β peptides do not form peptide-derived free radicals spontaneously, but can enhance metal-catalyzed oxidation of hydroxylamines to nitroxides. J Biol Chem. 1999 274 : 9392 9.
6. Jang H, Zheng J, Lai R, Nussinov R. New structures help the modeling of toxic amyloid-β ion channels. Trends Biochem Sci. 2008 33 : 91 100.
7. Jang MH, Piao XL, Kim JM, Kwon SW, Park JH. Inhibition of cholinesterase and amyloid-β aggregation by resveratrol oligomers from Vitis amurensis. Phytother Res. 2008 22 : 544 9.
8. Kent A, Jha AK, Fitzgerald JE, Freed KF. Benchmarking implicit solvent folding simulations of the amyloid β(10-35) fragment. J Phys Chem B. 2008 112 : 6175 86.
9. Lemkul JA, Bevan DR. A comparative molecular dynamics analysis of the amyloid β-peptide in a lipid bilayer. Arch Biochem Biophys. 2008 470 : 54 63.
10. Adlard PA, Cherny RA, Finkelstein DI, Gautier E, Robb E, Cortes M, Volitakis I, Liu X, Smith JP, Perez K, Laughton K, Li QX, Charman SA, Nicolazzo JA, Wilkins S, Deleva K, Lynch T, Kok G, Ritchie CW, Tanzi RE, Cappai R, Masters CL, Barnham KJ, Bush AI. Rapid restoration of cognition in Alzheimer's transgenic mice with 8-hydroxy quinoline analogs is associated with decreased interstitial Aβ. Neuron. 2008 59 : 43 55.
11. Lannfelt L, Blennow K, Zetterberg H, Batsman S, Ames D, Harrison J, Masters CL, Targum S, Bush AI, Murdoch R, Janet Wilson, Ritchie CW. Safety, efficacy, and biomarker findings of PBT2 in targeting Aβ as a modifying therapy for Alzheimer's disease: a phase IIa, double-blind, randomised, placebo-controlled trial. Lancet Neurol. 2008 8 : 786 99.
12. Ritchie CW, Bush AI, Mackinnon A, Macfarlane S, Mastwyk M, MacGregor L, Kiers L, Cherny R, Li QX, Tammer A, Carrington D, Mavros C, Volitakis I, Xilinas M, Ames D, Davis S, Beyreuther K, Tanzi RE, Masters CL. Metal-protein attenuation with iodochlorhydroxyquin (clioquinol) targeting Aβ amyloid deposition and toxicity in Alzheimer disease: a pilot phase 2 clinical trial. Arch Neurol. 2003 60 : 1685 91.
13. White AR, Du T, Laughton KM, Volitakis I, Sharples RA, Xilinas ME, Hoke DE, Holsinger RM, Evin G, Cherny RA, Hill AF, Barnham KJ, Li QX, Bush AI, Masters CL. Degradation of the Alzheimer disease amyloid β-peptide by metal-dependent up-regulation of metalloprotease activity. J Biol Chem. 2006 281 : 17670 80.
14. White AR, Multhaup G, Galatis D, McKinstry WJ, Parker MW, Pipkorn R, Beyreuther K, Masters CL, Cappai R. Contrasting, species-dependent modulation of copper-mediated neurotoxicity by the Alzheimer's disease amyloid precursor protein. J Neurosci. 2002 22 : 365 76.
15. Filiz G, Price KA, Caragounis A, Du T, Crouch PJ, White AR. The role of metals in modulating metalloprotease activity in the AD brain. Eur Biophys J. 2008 37 : 315 21.
16. Lau TL, Gehman JD, Wade JD, Perez K, Masters CL, Barnham KJ, Separovic F. Membrane interactions and the effect of metal ions of the amyloidogenic fragment Aβ(25-35) in comparison to Aβ(1-42). Biochim Biophys Acta. 2007 1768 : 2400 8.
17. Nitzan YB, Sekler I, Frederickson CJ, Coulter DA, Balaji RV, Liang SL, Margulis A, Hershfinkel M, Silverman WF. Clioquinol effects on tissue chelatable zinc in mice. J Mol Med. 2003 81 : 637 44.
18. Braak H, Braak E, Grundke-lqbal I, Iqbal K. Occurrence of neuropil threads in the senile human brain and in Alzheimer's disease: a third location of paired helical filaments outside of neurofibrillary tangles and neuritic plaques. Neurosci Lett. 1986 65 : 351 5.
19. Glenner GG, Wong CW. Alzheimer's disease: initial report of the purification and characterization of a novel cerebrovascular amyloid protein. Biochem Biophys Res Commun. 1984 120 : 885 90.
20. Masters CL, Multhaup G, Simms G, Pottgiesser J, Martins RN, Beyreuther K. Neuronal origin of a cerebral amyloid: neurofibrillary tangles of Alzheimer's disease contain the same protein as the amyloid of plaque cores and blood vessels. EMBO J. 1985 4 : 2757 63.
21. Masters CL, Simms G, Weinman NA, Multhaup G, McDonald BL, Beyreuther K. Amyloid plaque core protein in Alzheimer disease and Down syndrome. Proc Natl Acad Sci USA. 1985 82 : 4245 9.
22. Bush AI, Pettingell WH, Multhaup G, dParadis M, Vonsattel JP, Gusella JF, Beyreuther K, Masters CL, Tanzi RE. Rapid induction of Alzheimer Aβ amyloid formation by zinc. Science. 1994b 265 : 1464 7.
23. Atwood CS, Moir RD, Huang X, Scarpa RC, Bacarra NM, Romano DM, Hartshorn MA, Tanzi RE, Bush AI. Dramatic aggregation of Alzheimer Aβ by Cu(II) is induced by conditions representing physiological acidosis. J Biol Chem. 1998 273 : 12817 26.
24. Atwood CS, Scarpa RC, Huang X, Moir RD, Jones WD, Fairlie DP, Tanzi RE, Bush AI. Characterization of copper interactions with alzheimer amyloid β peptides: identification of an attomolar-affinity copper binding site on amyloid β1-42. J Neurochem. 2000b 75 : 1219 33.
25. Selkoe DJ, Abraham CR, Podlisny MB, Duffy LK. Isolation of low-molecular-weight proteins from amyloid plaque fibers in Alzheimer's disease. J Neurochem. 1986 46 : 1820 34.
26. Lambermon MH, Rappaport RV, McLaurin J. Biophysical characterization of longer forms of amyloid β peptides: possible contribution to flocculent plaque formation. J Neurochem. 2005 95 : 1667 76.
27. Selkoe D, Kopan R. Notch and presenilin: regulated intramembrane proteolysis links development and degeneration. Annu Rev Neurosci. 2003 26 : 565 97.
28. Borchelt DR, Thinakaran G, Eckman CB, Lee MK, Davenport F, Ratovitsky T, Prada CM, Kim G, Seekins S, Yager D, Slunt HH, Wang R, Seeger M, Levey AI, Gandy SE, Copeland NG, Jenkins NA, Price DL, Younkin SG. Familial Alzheimer's disease-linked presenilin 1 variants elevate Aβ-1-42/1-40 ratio in vitro and in vivo. Neuron. 1996 17 : 1005 13.
29. De Strooper B. Aβh-1, Pen-2, and Nicastrin with Presenilin generate an active gamma-Secretase complex. Neuron. 2003 38 : 9 12.
30. Scheuner D, Eckman C, Jensen M, Song X, Citron M, Suzuki N, Bird TD, Hardy J, Hutton M, Kukull W, Larson E, Levylahad E, Viitanen M, Peskind E, Poorkaj P, Schellenberg G, Tanzi R, Wasco W, Lannfelt L, Selkoe D, Younkin S. Secreted amyloid β-protein similar to that in the senile plaques of Alzheimer's disease is increased in vivo by the presenilin 1 and 2 and APP mutations linked to familial Alzheimer's disease. Nat Med. 1996 2 : 864 70.
31. Vassar R, Bennett BD, Babu-Khan S, Kahn S, Mendiaz EA, Denis P, Teplow DB, Ross S, Amarante P, Loeloff R, Luo Y, Fisher S, Fuller J, Edenson S, Lile J, Jarosinski MA, Biere AL, Curran E, Burgess T, Louis JC, Collins F, Treanor J, Rogers G, Citron M. β-secretase cleavage of Alzheimer's amyloid precursor protein by the transmembrane aspartic protease BACE. Science. 1999 286 : 735 41.
32. Evin G, Beyreuther K, Masters CL. Alzheimer's disease amyloid precursor protein (AβPP): proteolytic processing, secretases and βA4 amyloid production [review]. Amyloid. 1994 1 : 263 80.
33. Wasco W, Bupp K, Magendantz M, Gusella JF, Tanzi RE, Solomon F. Identification of a mouse brain cDNA that encodes a protein related to the Alzheimer disease-associated amyloid β protein precursor. Proc Natl Acad Sci USA. 1992 89 : 10758 62.
34. Bush AI, Multhaup G, Moir RD, Williamson TG, Small DH, Rumble B, Pollwein P, Beyreuther K, Masters CL. A novel zinc(II) binding site modulates the function of the β A4 amyloid protein precursor of Alzheimer's disease. J Biol Chem. 1993 268 : 16109 12.
35. Bayer TA, Cappai R, Masters CL, Beyreuther K, Multhaup G. It all sticks together-the APP-related family of proteins and Alzheimer's disease. Mol Psychiatry. 1999 4 : 524 8.
36. Barnham KJ, McKinstry WJ, Multhaup G, Galatis D, Morton CJ, Curtain CC, Williamson NA, White AR, Hinds MG, Norton RS, Beyreuther K, Masters CL, Parker MW, Cappai R. Structure of the Alzheimer's disease amyloid precursor protein copper binding domain: a regulator of neuronal copper homeostasis. J Biol Chem. 2003 278 : 17401 7.
37. Bellingham SA, Lahiri DK, Maloney B, La Fontaine S, Multhaup G, Camakaris J. Copper depletion down-regulates expression of the Alzheimer's disease amyloid-β precursor protein gene. J Biol Chem. 2004 279 : 20378 86.
38. White AR, Reyes R, Mercer JF, Camakaris J, Zheng H, Bush AI, Multhaup G, Beyreuther K, Masters CL, Cappai R. Copper levels are increased in the cerebral cortex and liver of APP and APLP2 knockout mice. Brain Res. 1999 842 : 439 44.
39. Opazo C, Huang X, Cherny RA, Moir RD, Roher AE, White AR, Cappai R, Masters CL, Tanzi RE, Inestrosa NC, Bush AI. Metalloenzyme-like activity of Alzheimer's disease β-amyloid. Cu-dependent catalytic conversion of dopamine, cholesterol, and biological reducing agents to neurotoxic H(2)O(2). J Biol Chem. 2002 277 : 40302 8.
40. Lovell MA, Robertson JD, Teesdale WJ, Campbell JL, Markesbery WR. Copper iron and zinc in Alzheimer's disease senile plaques. J Neurol Sci. 1998 158 : 47 52.
41. Suh SW, Jensen KB, Jensen MS, Sllva DS, Kesslak PJ, Danscher G, Frederlckson CJ. Histochemically-reactive zinc in amyloid plaques, angiopathy, and degenerating neurons of Alzheimer's diseased brains. Brain Res. 2000 852 : 274 8.
42. Lee J-Y, Mook-Jung I, Koh J-Y. Histochemically reactive zinc in plaques of the Swedish mutant β-amyloid precursor protein transgenic mice. J Neurosci. 1999 19 : 1 5.
43. Arlt S, Beisiegel U, Kontush A. Lipid peroxidation in neurodegeneration: new insights into Alzheimer's disease. Curr Opin Lipidol. 2002 13 : 289 94.
44. Butterfield DA. Amyloid β-peptide (1-42)-induced oxidative stress and neurotoxicity: implications for neurodegeneration in Alzheimer's disease brain. A review. Free Radic Res. 2002 36 : 1307 13.
45. Selley ML, Close DR, Stern SE. The effect of increased concentrations of homocysteine on the concentration of (E)-4-hydroxy-2-nonenal in the plasma and cerebrospinal fluid of patients with Alzheimer's disease. Neurobiol Aging. 2002 23 : 383 8.
46. Sayre LM, Smith MA, Perry G. Chemistry and biochemistry of oxidative stress in neurodegenerative disease. Curr Med Chem. 2001 8 : 721 38.
47. Kaksonen M. Taking apart the endocytic machinery. J Cell Biol. 2008 180 : 1059 60.
48. Hanyaloglu AC, von Zastrow M. Regulation of GPCRs by endocytic membrane trafficking and its potential implications. Annu Rev Pharmacol Toxicol. 2008 48 : 537 68.
49. Ikeda M, Kihara A, Igarashi Y. Lipid asymmetry of the eukaryotic plasma membrane: functions and related enzymes. Biol Pharm Bull. 2006 29 : 1542 6.
50. Yamaji-Hasegawa A, Tsujimoto M. Asymmetric distribution of phospholipids in biomembranes. Biol Pharm Bull. 2006 29 : 1547 53.
51. Ballas LM, Bell RM. Topography of phosphatidylcholine, phosphatidylethanolamine and triacylgycerol biosynthetic enzymes in rat liver microsomes. Biochim Biophys Acta. 1980 602 : 578 90.
52. Alberts B, Johnson A, Lewis J, Raff M, Roberts K, Walter P. Molecular Biology of the Cell. 4th. New York : Garland Publishing 2002.
53. Lambert S, Vind-Kezunovic D, Karvinen S, Gniadecki R. Ligand-independent activation of the EGFR by lipid raft disruption. J Invest Dermatol. 2006 126 : 954 62.
54. Simons K, Ikonen E. How cells handle cholesterol. Science. 2000 290 : 1721 6.
55. Jurevics H, Morell P. Cholesterol for synthesis of myelin is made locally, not imported into brain. J Neurochem. 1995 64 : 895 901.
56. Dietschy JM, Turley SD. Cholesterol metabolism in the brain. Curr Opin Lipidol. 2001 12 : 105 12.
57. Runquist M, Parmryd I, Thelin A, Chojnacki T, Dallner G. Distribution of branch point prenyltransferases in regions of bovine brain. J Neurochem. 1995 65 : 2299 306.
58. Bjorkhem I, Lutjohann D, Diczfalusy U, Stahle L, Ahlborg G, Wahren J. Cholesterol homeostasis in human brain: turnover of 24S-hydroxycholesterol and evidence for a cerebral origin of most of this oxysterol in the circulation. J Lipid Res. 1998 39 : 1594 600.
59. Velazquez E, Santos A, Montes A, Blazquez E, Ruiz-Albusac JM. 25-Hydroxycholesterol has a dual effect on the proliferation of cultured rat astrocytes. Neuropharmacology. 2006 51 : 229 37.
60. Kolsch H, Ludwig M, Lutjohann D, Rao ML. Neurotoxicity of 24-hydroxycholesterol, an important cholesterol elimination product of the brain, may be prevented by vitamin E and estradiol-17β. J Neural Transm. 2001 108 : 475 88.
61. Yeagle PL. Cholesterol and the cell membrane. Biochimica et Biophysica Acta. 1985 822 : 267 87.
62. Spiegel S, Wilchek M. Membrane sialoglycolipids emerging as possible signal transducers for lymphocyte stimulation. J Immunol. 1981 127 : 572 5.
63. Pollard TD, Earnshaw WC. Cell biology. Philadelphia : Saunders 2004.
64. Singer SJ, Nicolson GL. The fluid mosaic model of the structure of cell membranes. Science. 1972 175 : 720 31.
65. Simons K, Vaz WL. Model systems, lipid rafts, and cell membranes. Annu Rev Biophys Biomol Struct. 2004 33 : 269 95.
66. Simons K, Toomre D. Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 1 : 31 9.
67. Brown DA, London E. Functions of lipid rafts in biological membranes. Annu Rev Cell Dev Biol. 1998 14 : 111 36.
68. Heffer-Lauc M, Viljetic B, Vajn K, Schnaar RL, Lauc G. Effects of detergents on the redistribution of gangliosides and GPI-anchored proteins in brain tissue sections. J Histochem Cytochem. 2007 55 : 805 12.
69. Parton RG, Richards AA. Lipid rafts and caveolae as portals for endocytosis: new insights and common mechanisms. Traffic. 2003 4 : 724 38.
70. Carnie S, Israelachvili J, Pailthorp B. Lipid packing and transbilayer asymmetries of mized lipid vesicles. Biochim Biophys Acta. 1979 544 : 340 57.
71. Ehehalt R, Keller P, Haass C, Thiele C, Simons K. Amyloidogenic processing of the Alzheimer β-amyloid precursor protein depends on lipid rafts. J Cell Biol. 2003 160 : 113 23.
72. Cheng PC, Dykstra ML, Mitchell RN, Pierce SK. A role for lipid rafts in B cell antigen receptor signaling and antigen targeting. J Exp Med. 1999 190 : 1549 60.
73. Crouch PJ, Blake R, Duce JA, Ciccotosto GD, Li QX, Barnham KJ, Curtain CC, Cherny RA, Cappai R, Dyrks T, Masters CL, Trounce IA. Copper-dependent inhibition of human cytochrome c oxidase by a dimeric conformer of amyloid-β1-42. J Neurosci. 2005 25 : 672 9.
74. Dahlgren KN, Manelli AM, Stine WB Jr., Baker LK, Krafft GA, LaDu MJ. Oligomeric and fibrillar species of amyloid-β peptides differentially affect neuronal viability. J Biol Chem. 2002 277 : 32046 53.
75. Shankar GM, Li S, Mehta TH, Garcia-Munoz A, Shepardson NE, Smith I, Brett FM, Farrell MA, Rowan MJ, Lemere CA, Regan CM, Walsh DM, Sabatini BL, Selkoe DJ. Amyloid-β protein dimers isolated directly from Alzheimer's brains impair synaptic plasticity and memory. Nat Med. 2008 14 : 837 42.
76. Walsh DM, Klyubin I, Fadeeva JV, Culler WK, Anwyl R, Wolfe MS, Rowan MJ, Selkoe DJ. Naturally secreted oligomers of amyloid β protein potently inhibit hippocampal long-term potentiation in vivo. Nature. 2002 416 : 535 9.
77. Tew DJ, Bottomley SP, Smith DP, Ciccotosto GD, Babon J, Hinds MG, Masters CL, Cappai R, Barnham KJ. Stabilization of neurotoxic soluble β-sheet-rich conformations of the Alzheimer's disease amyloid-β peptide. Biophys J. 2008 94 : 2752 66.
78. Ciccotosto GD, Tew D, Curtain CC, Smith D, Carrington D, Masters CL, Bush AI, Cherny RA, Cappai R, Barnham KJ. Enhanced toxicity and cellular binding of a modified amyloid β peptide with a methionine to valine substitution. J Biol Chem. 2004 279 : 42528 34.
79. Simakova O, Arispe NJ. The cell-selective neurotoxicity of the Alzheimer's Aβ peptide is determined by surface phosphatidylserine and cytosolic ATP levels. Membrane binding is required for Aβ toxicity. J Neurosci. 2007 27 : 13719 29.
80. Wang SS, Rymer DL, Good TA. Reduction in cholesterol and sialic acid content protects cells from the toxic effects of β-amyloid peptides. J Biol Chem. 2001 276 : 42027 34.
81. Ma QF, Hu J, Wu WH, Liu HD, Du JT, Fu Y, Wu YW, Lei P, Zhao YF, Li YM. Characterization of copper binding to the peptide amyloid-β(1-16) associated with Alzheimer's disease. Biopolymers. 2006 83 : 20 31.
82. Smith DP, Smith DG, Curtain CC, Boas JF, Pilbrow JR, Ciccotosto GD, Lau TL, Tew DJ, Perez K, Wade JD, Bush AI, Drew SC, Separovic F, Masters CL, Cappai R, Barnham KJ. Copper-mediated amyloid-β toxicity is associated with an intermolecular histidine bridge. J Biol Chem. 2006 281 : 15145 54.
83. Curtain CC, Ali FE, Smith DG, Bush AI, Masters CL, Barnham KJ. Metal ions, pH and cholesterol regulate the interactions of Alzheimer's disease amyloid-β peptide with membrane lipid. J Biol Chem. 2003 278 : 2977 82.
84. Tickler AK, Smith DG, Ciccotosto GD, Tew DJ, Curtain CC, Carrington D, Masters CL, Bush AI, Cherny RA, Cappai R, Wade JD, Barnham KJ. Methylation of the imidazole side chains of the Alzheimer disease amyloid-beta peptide results in abolition of superoxide dismutase-like structures and inhibition of neurotoxicity. J Biol Chem. 2005 280 : 13355 63.
85. Curtain CC, Ali F, Volitakis I, Cherny RA, Norton RS, Beyreuther K, Barrow CJ, Masters CL, Bush AI, Barnham KJ. Alzheimer's disease amyloid-β binds copper and zinc to generate an allosterically ordered membrane-penetrating structure containing superoxide dismutase-like sub-units. J Biol Chem. 2001 276 : 20466 73.
86. Barnham KJ, Ciccotosto GD, Tickler AK, Ali FE, Smith DG, Williamson NA, Lam YH, Carrington D, Tew D, Kocak G, Volitakis I, Separovic F, Barrow CJ, Wade JD, Masters CL, Cherny RA, Curtain CC, Bush AI, Cappai R. Neurotoxic, redox-competent Alzheimer's β-amyloid is released from lipid membrane by methionine oxidation. J Biol Chem. 2003 278 : 42959 65.
87. Ali FE, Barnham KJ, Barrow CJ, Separovic F. Metal catalyzed oxidation of tyrosine residues by different oxidation systems of copper/hydrogen peroxide. J Inorg Biochem. 2004 98 : 173 84.
88. Butterfield DA, Castegna A, Lauderback CM, Drake J. Evidence that amyloid β-peptide-induced lipid peroxidation and its sequelae in Alzheimer's disease brain contribute to neuronal death. Neurobiol Aging. 2002 23 : 655 64.
89. Barnham KJ, Haeffner F, Ciccotosto GD, Curtain CC, Tew D, Mavros C, Beyreuther K, Carrington D, Masters CL, Cherny RA, Cappai R, Bush AI. Tyrosine gated electron transfer is key to the toxic mechanism of Alzheimer's disease β-amyloid. FASEB J. 2004 18 : 1427 9.
90. Nelson TJ, Alkon DL. Oxidation of cholesterol by amyloid precursor protein and β-amyloid peptide. J Biol Chem. 2005 280 : 7377 87.
91. Atwood CS, Perry G, Zeng H, Kato Y, Jones WD, Ling KQ, Huang X, Moir RD, Wang D, Sayre LM, Smith MA, Chen SG, Bush AI. Copper mediates dityrosine cross-linking of Alzheimer's amyloid-β. Biochemistry. 2004 43 : 560 8.
92. Ali FE, Separovic F, Barrow CJ, Cherny RA, Fraser F, Bush AI, Masters CL, Barnham KJ. Methionine regulates copper/hydrogen peroxide oxidation products of Aβ. J Pept Sci. 2005 11 : 353 60.
93. Ali FE, Separovic F, Barrow CJ, Yao S, Barnham KJ. Copper and zinc mediated oligomerisation of Aβ peptides. Int J Pept Res Ther. 2006 12 : 153 64.
94. Smith DP, Smith DG, Curtain CC, Boas JF, Pilbrow JR, Ciccotosto GD, Lau TL, Tew DJ, Perez K, Wade JD, Bush AI, Drew SC, Separovic F, Masters CL, Cappai R, Barnham KJ. Copper-mediated amyloid-β toxicity is associated with an intermolecular histidine bridge. J Biol Chem. 2006 281 : 15145 54.
95. Lambert MP, Barlow AK, Chromy BA, Edwards C, Freed R, Liosatos M, Morgan TE, Rozovsky I, Trommer B, Viola KL, Wals P, Zhang C, Finch CE, Krafft GA, Klein WL. Diffusible, nonfibrillar ligands derived from Aβ1-42 are potent central nervous system neurotoxins. Proc Natl Acad Sci USA. 1998 95 : 6448 53.
96. Hasegawa K, Yamaguchi I, Omata S, Gejyo F, Naiki H. Interaction between Aβ(1-42) and Aβ(1-40) in Alzheimer's β-amyloid fibril formation in vitro. Biochemistry. 1999 38 : 15514 21.
97. Yip CM, Darabie AA, McLaurin J. Aβ42-peptide assembly on lipid bilayers. J Mol Biol. 2002 318 : 97 107.
98. Yamamoto N, Fukata Y, Fukata M, Yanagisawa K. GM1-ganglioside-induced Aβ assembly on synaptic membranes of cultured neurons. Biochim Biophys Acta-Biomembr. 2007 1768 : 1128 37.
99. Attard GS, Templer RH, Smith WS, Hunt AN, Jackowski S. Modulation of CTP:phosphocholine cytidylyltransferase by membrane curvature elastic stress. Proc Natl Acad Sci USA. 2000 97 : 9032 6.
100. Lansbury PT Jr. Structural neurology: are seeds at the root of neuronal degeneration? Neuron. 1997 19 : 1151 4.
101. Harper JD, Lansbury PT Jr. Models of amyloid seeding in Alzheimer's disease and scrapie: mechanistic truths and physiological consequences of the time-dependent solubility of amyloid proteins. Annu Rev Biochem. 1997 66 : 385 407.
102. Harper JD, Lieber CM, Lansbury PT Jr. Atomic force microscopic imaging of seeded fibril formation and fibril branching by the Alzheimer's disease amyloid-β protein. Chem Biol. 1997 4 : 951 9.
103. Harper JD, Wong SS, Lieber CM, Lansbury PT. Observation of metastable Aβ amyloid protofibrils by atomic force microscopy. Chem Biol. 1997 4 : 119 25.
104. Yanagisawa K, Odaka A, Suzuki N, Ihara Y. GM1 ganglioside-bound amyloid beta-protein (Aβ): a possible form of preamyloid in Alzheimer's disease. Nat Med. 1995 1 : 1062 6.
105. Kakio A, Nishimoto SI, Yanagisawa K, Kozutsumi Y, Matsuzaki K. Cholesterol-dependent formation of GM1 ganglioside-bound amyloid β-protein, an endogenous seed for Alzheimer amyloid. J Biol Chem. 2001 276 : 24985 90.
106. Kakio A, Nishimoto S, Yanagisawa K, Kozutsumi Y, Matsuzaki K. Interactions of amyloid β-protein with various gangliosides in raft-like membranes: importance of GM1 ganglioside-bound form as an endogenous seed for Alzheimer amyloid. Biochemistry. 2002 41 : 7385 90.
107. Kakio A, Nishimoto S, Kozutsumi Y, Matsuzaki K. Formation of a membrane-active form of amyloid β-protein in raftlike model membranes. Biochem Biophys Res Commun. 2003 303 : 514 8.
108. Barrow CJ, Zagorski MG. Solution structures of β peptide and its constituent fragments: relation to amyloid deposition. Science. 1991 253 : 179 82.
109. Barrow CJ, Yasuda A, Kenny PTM, Zagorski MG. Solution conformations and aggregational properties of synthetic amyloid β-peptides of Alzheimer's disease: analysis of circular dichroism spectra. J Mol Biol. 1992 225 : 1075 93.
110. Bokvist M, Lindstrdm F, Watts A, Grdbner G. Two types of Alzheimer's β-amyloid (1-40) peptide membrane interactions: aggregation preventing transmembrane anchoring versus accelerated surface fibril formation. J Mol Biol. 2004 335 : 1039 49.
111. Antzutkin ON, Balbach JJ, Leapman RD, Rizzo NW, Reed J, Tycko R. Multiple quantum solid-state NMR indicates a parallel, not antiparallel, organization of β-sheets in Alzheimer's β-amyloid fibrils. Proc Natl Acad Sci USA. 2000 97 : 13045 50.
112. 16-22, a seven-residue fragment of the Alzheimer's β-amyloid peptide, and structural characterization by solid state NMR. Biochemistry. 2000 39 : 13748 59.
113. Benzinger TL, Gregory DM, Burkoth TS, Miller-Auer H, Lynn DG, Botto RE, Meredith SC. Two-dimensional structure of β-amyloid(10-35) fibrils. Biochemistry. 2000 39 : 3491 9.
114. Benzinger TLS, Gregory DM, Burkoth TS, Miller-Auer H, Lynn DG, Botto RE, Meredith SC. Propagating structure of Alzheimer's β-amyloid (10-35) is parallel β-sheet with residues in exact register. Proc Nat Acad Sci USA. 1998 95 : 13407 12.
115. Petkova AT, Buntkowsky G, Dyda F, Leapman RD, Yau WM, Tycko R. Solid state NMR reveals a pH-dependent antiparallel β-sheet registry in fibrils formed by a β-amyloid peptide. J Mol Biol. 2004 335 : 247 60.
116. Balbach JJ, Petkova AT, Oyler NA, Antzutkin ON, Gordon DJ, Meredith SC, Tycko R. Supramolecular structure in full-length Alzheimer's β-amyloid fibrils: evidence for a parallel β-sheet organization from solid-state nuclear magnetic resonance. Biophys J. 2002 83 : 1205 16.
117. Matsuzaki K, Horikiri C. Interactions of amyloid β-peptide (1-40) with ganglioside-containing membranes. Biochemistry. 1999 38 : 4137 42.
118. Stoorvogel W, Kleijmeer MJ, Geuze HJ, Raposo G. The biogenesis and functions of exosomes. Traffic. 2002 3 : 321 30.
119. Laulagnier K, Motta C, Hamdi S, Roy Sb, Fauvelle F, Pageaux J-Fo, Kobayashi T, Salles J-P, Perret B, Bonnerot C, Record M. Mast cell- and dendritic cell-derived exosomes display a specific lipid composition and an unusual membrane organization. 10.1042/BJ20031594. Biochem. J. 2004 380 : 161 71.
120. Laulagnier K, Vincent-Schneider H, Hamdi S, Subra C, Lankar D, Record M. Characterization of exosome subpopulations from RBL-2H3 cells using fluorescent lipids. Blood Cells Mol Dis. 2005 35 : 116 21.
121. Rajendran L, Honsho M, Zahn TR, Keller P, Geiger KD, Verkade P, Simons K. Alzheimer's disease β-amyloid peptides are released in association with exosomes. Proc Natl Acad Sci USA. 2006 103 : 11172 7.
122. Fainerman-Melnikova M, Szabo-Planka T, Rockenbauer A, Codd R. Coordination modes between copper(II) and N-acetyl-neuraminic (sialic) acid from a 2D-simulation analysis of EPR spectra. Implications for copper mediation of sialoglycoconjugate chemistry relevant to human biology. Inorg Chem. 2005 44 : 2531 43.
123. Flock D, Colacino S, Colombo G, Di Nola A. Misfolding of the amyloid β-protein: a molecular dynamics study. Proteins. 2006 62 : 183 92.
124. Clements A, Allsop D, Walsh DM, Williams CH. Aggregation and metal-binding properties of mutant forms of the amyloid Aβ peptide of Alzheimer's disease. Journal of Neurochemistry 1996 66 : 740 7.
125. Renault A, Lenne P, Zakri C, Aradian A, Vénien-Bryan C, Amblard F. Surface-induced polymerization of actin. Biophys J. 1999 76 : 1580 90.
126. Kivipelto M, Helkala EL, Hanninen T, Laakso MP, Hallikainen M, Alhainen K, Soininen H, Tuomilehto J, Nissinen A. Midlife vascular risk factors and late-life mild cognitive impairment: a population-based study. Neurology. 2001 56 : 1683 9.
127. Notkola IL, Sulkava R, Pekkanen J, Erkinjuntti T, Ehnholm C, Kivinen P, Tuomilehto J, Nissinen A. Serum total cholesterol, apolipoprotein E epsilon 4 allele, and Alzheimer's disease. Neuroepidemiology 1998 17 : 14 20.
128. Jick H, Zornberg GL, Jick SS, Seshadri S, Drachman DA. Statins and the risk of dementia. Lancet. 2000 356 : 1627 31.
129. Sparks DL. Intraneuronal β-amyloid immunoreactivity in the CNS. Neurobiol Aging. 1996 17 : 291 9.
130. Fassbender K, Simons M, Bergmann C, Stroick M, Lutjohann D, Keller P, Runz H, Kuhl S, Bertsch T, von Bergmann K, Hennerici M, Beyreuther K, Hartmann T. Simvastatin strongly reduces levels of Alzheimer's disease β-amyloid peptides Aβ42 and Aβ 40 in vitro and in vivo. Proc Natl Acad Sci USA. 2001 98 : 5856 61.
131. Frears ER, Stephens DJ, Walters CE, Davies H, Austen BM. The role of cholesterol in the biosynthesis of β-amyloid. Neuroreport. 1999 10 : 1699 705.
132. Kojro E, Gimpl G, Lammich S, Marz W, Fahrenholz F. Low cholesterol stimulates the nonamyloidogenic pathway by its effect on the α-secretase ADAM 10. Proc Natl Acad Sci USA. 2001 98 : 5815 20.
133. Simons M, Keller P, De Strooper B, Beyreuther K, Dotti CG, Simons K. Cholesterol depletion inhibits the generation of β-amyloid in hippocampal neurons. Proc Natl Acad Sci USA. 1998 95 : 6460 4.
134. Chen X, Resh MD. Cholesterol depletion from the plasma membrane triggers lig-and-independent activation of the epidermal growth factor receptor. J Biol Chem. 2002 277 : 49631 7.
135. Pitha J, Irie T, Sklar PB, Nye JS. Drug solubilizers to aid pharmacologists: amorphous cyclodextrin derivatives. Life Sci. 1988 43 : 493 502.
136. Price KA, Filiz G, Caragounis A, Du T, Laughton KM, Masters CL, Sharpies RA, Hill AF, Li QX, Donnelly PS, Barnham KJ, Crouch PJ, White AR. Activation of epidermal growth factor receptor by metal-ligand complexes decreases levels of extracellular amyloid β peptide. Int J Biochem Cell Biol. 2008 40 : 1901 17.
137. Lau TL, Gehman JD, Wade JD, Masters CL, Barnham KJ, Separovic F. Cholesterol and Clioquinol modulation of A β(1-42) interaction with phospholipid bilayers and metals. Biochim Biophys Acta-Biomembr. 2007 1768 : 3135 44.
138. Donnelly PS, Caragounis A, Du T, Laughton KM, Volitakis I, Cherny RA, Sharples RA, Hill AF, Li QX, Masters CL, Barnham KJ, White AR. Selective intracel-lular release of copper and zinc ions from Bis(thiosemicarbazonato) complexes reduces levels of Alzheimer disease amyloid-β peptide. J Biol Chem. 2008 283 : 4568 77.
139. Price KA, Crouch PJ, White AR. Therapeutic treatment of Alzheimer's disease using metal complexing agents. Recent Patents CNS Drug Discov. 2007 2 : 180 7.
140. Barnham KJ, Kenche VB, Ciccotosto GD, Smith DP, Tew DJ, Liu X, Perez K, Cranston GA, Johanssen TJ, Volitakis I, Bush AI, Masters CL, White AR, Smith JP, Cherny RA, Cappai R. Platinum-based inhibitors of amyloid-β as therapeutic agents for Alzheimer's disease. Proc Natl Acad Sci USA. 2008 105 : 6813 8.
141. Gehman JD, O'Brien CC, Shabanpoor F, Wade JD, Separovic F. Metal effects on the membrane interactions of amyloid-β peptides. Eur Biophys J Biophys Lett. 2008 37 : 333 44.
142. Ravault S, Soubias O, Saurel O, Thomas A, Brasseur R, Milon A. Fusogenic Alzheimer's peptide fragment Aβ(29-42) in interaction with lipid bilayers: secondary structure, dynamics, and specific interaction with phosphatidyl ethanolamine polar heads as revealed by solid-state NMR. Protein Sci. 2005 14 : 1181 9.