Aspirin, diabetes, and amyloid: Re-examination of the inhibition of amyloid formation by aspirin and ketoprofen

ACS Chemical Biology

Volumn 9, Issue 7, 2014, Pages 1632-1637

  Tu, Ling Hsien ^a   Noor, Harris ^a   Cao, Ping ^a,b   Raleigh, Daniel P ^a  

^a STONY BROOK UNIVERSITY   (United States)

^b NEW YORK UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLSALICYLIC ACID; AMYLIN; AMYLOID; CONGO RED; KETOPROFEN; THIOFLAVINE; NONSTEROID ANTIINFLAMMATORY AGENT;

AMYLOIDOSIS; ARTICLE; CIRCULAR DICHROISM; DIABETES MELLITUS; LIGHT SCATTERING; PH; PRIORITY JOURNAL; PROTEIN AGGREGATION; TRANSMISSION ELECTRON MICROSCOPY; ANTAGONISTS AND INHIBITORS; HUMAN; METABOLISM; PROTEIN AGGREGATION, PATHOLOGICAL; ULTRASTRUCTURE;

AMYLOID; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; ASPIRIN; HUMANS; ISLET AMYLOID POLYPEPTIDE; KETOPROFEN; PROTEIN AGGREGATION, PATHOLOGICAL;

EID: 84904544087     PISSN: 15548929     EISSN: 15548937     Source Type: Journal    
DOI: 10.1021/cb500162w     Document Type: Article

References (34)

1. Ashcroft, F. M. and Rorsman, P. (2012) Diabetes mellitus and the beta cell: The last ten years Cell 148, 1160-1171
2. Donath, M. Y. and Shoelson, S. E. (2011) Type 2 diabetes as an inflammatory disease Nat. Rev. Immunol. 11, 98-107
3. Clark, A., Wells, C. A., Buley, I. D., Cruickshank, J. K., Vanhegan, R. I., Matthews, D. R., Cooper, G. J. S., Holman, R. R., and Turner, R. C. (1988) Islet amyloid, increased alpha-cells, reduced beta-cells and exocrine fibrosis-quantitative changes in the pancreas in type 2 diabetes Diabetes Res. 9, 151-159 (Pubitemid 19105415)
4. Lorenzo, A., Razzaboni, B., Weir, G. C., and Yankner, B. A. (1994) Pancreatic-islet cell toxicity of amylin associated with type-2 diabetes-mellitus Nature 368, 756-760 (Pubitemid 24153418)
5. Konarkowska, B., Aitken, J. F., Kistler, J., Zhang, S. P., and Cooper, G. J. S. (2006) The aggregation potential of human amylin determines its cytotoxicity towards islet beta-cells FEBS. J. 273, 3614-3624 (Pubitemid 44086959)
6. Westermark, G. T., Westermark, P., Berne, C., and Korsgren, O. (2008) Widespread amyloid deposition in transplanted human pancreatic islets N. Engl. J. Med. 359, 977-979
7. Potter, K. J., Abedini, A., Marek, P., Klimek, A. M., Butterworth, S., Driscoll, M., Baker, R., Nilsson, M. R., Warnock, G. L., Oberholzer, J., Bertera, S., Trucco, M., Korbutt, G. S., Fraser, P. E., Raleigh, D. P., and Verchere, C. B. (2010) Islet amyloid deposition limits the viability of human islet grafts but not porcine islet grafts Proc. Natl. Acad. Sci. U.S.A. 107, 4305-4310
8. Kahn, S. E., Dalessio, D. A., Schwartz, M. W., Fujimoto, W. Y., Ensinck, J. W., Taborsky, G. J., and Porte, D. (1990) Evidence of cosecretion of islet amyloid polypeptide and insulin by beta-cells Diabetes 39, 634-638 (Pubitemid 20223792)
9. Hollander, P. A., Levy, P., Fineman, M., Maggs, D. G., Shen, L. Z., Strobel, S. A., Weyer, C., and Kolterman, O. G. (2003) Pramlintide as an adjunct to insulin therapy improves long-term glycemic and weight control in patients with type 2 diabetes-A 1-year randomized controlled trial Diabetes Care 26, 784-790 (Pubitemid 36929344)
10. Cao, P. and Raleigh, D. P. (2012) Analysis of the inhibition and remodeling of islet amyloid polypeptide amyloid fibers by flavanols Biochemistry 51, 2670-2683
11. Meng, F. L. and Raleigh, D. P. (2011) Inhibition of glycosaminoglycan- mediated amyloid formation by islet amyloid polypeptide and proIAPP processing intermediates J. Mol. Biol. 406, 491-502
12. Porat, Y., Mazor, Y., Efrat, S., and Gazit, E. (2004) Inhibition of islet amyloid polypeptide fibril formation: A potential role for heteroaromatic interactions Biochemistry 43, 14454-14462 (Pubitemid 39491980)
13. Meng, F. L., Raleigh, D. P., and Abedini, A. (2010) Combination of kinetically selected inhibitors in Trans leads to highly effective inhibition of amyloid formation J. Am. Chem. Soc. 132, 14340-14342
14. Mishra, R., Sellin, D., Radovan, D., Gohlke, A., and Winter, R. (2009) Inhibiting islet amyloid polypeptide fibril formation by the red wine compound resveratrol ChemBioChem 10, 445-449
15. Kapurniotu, A., Schmauder, A., and Tenidis, K. (2002) Structure-based design and study of non-amyloidogenic, double N-methylated IAPP amyloid core sequences as inhibitors of IAPP amyloid formation and cytotoxicity J. Mol. Biol. 315, 339-350 (Pubitemid 34729344)
16. Porat, Y., Abramowitz, A., and Gazit, E. (2006) Inhibition of amyloid fibril formation by polyphenols: structural similarity and aromatic interactions as a common inhibition mechanism Chem. Biol. Drug Des. 67, 27-37 (Pubitemid 43881385)
17. Noor, H., Cao, P., and Raleigh, D. P. (2012) Morin hydrate inhibits amyloid formation by islet amyloid polypeptide and disaggregates amyloid fibers Protien Sci. 21, 373-382
18. Thomas, T., Nadackal, G. T., and Thomas, K. (2003) Aspirin and diabetes: Inhibition of amylin aggregation by nonsteroidal anti-inflammatory drugs Exp. Clin. Endocrinol. Diabetes 111, 8-11 (Pubitemid 36336809)
19. Ehses, J. A., Perren, A., Eppler, E., Ribaux, P., Pospisilik, J. A., Maor-Cahn, R., Gueripel, X., Ellingsgaard, H., Schneider, M. K., Biollaz, G., Fontana, A., Reinecke, M., Homo-Delarche, F., and Donath, M. Y. (2007) Increased number of islet-associated macrophages in type 2 diabetes Diabetes 56, 2356-2370 (Pubitemid 47358243)
20. Donath, M. Y. and Shoelson, S. E. (2011) Type 2 diabetes as an inflammatory disease Nat. Rev. Immunol. 11, 98-107
21. Masters, S. L., Dunne, A., Subramanian, S. L., Hull, R. L., Tannahill, G. M., Sharp, F. A., Becker, C., Franchi, L., Yoshihara, E., Chen, Z., Mullooly, N., Mielke, L. A., Harris, J., Coll, R. C., Mills, K. H., Mok, K. H., Newsholme, P., Nuñez, G., Yodoi, J., Kahn, S. E., Lavelle, E. C., and O'Neill, L. A. (2010) Activation of the NLRP3 inflammasome by islet amyloid polypeptide provides a mechanism for enhanced IL-1β in type 2 diabetes Nat. Immunol. 11, 897-904
22. Westwell-Roper, C. Y., Ehses, J. A., and Verchere, C. B. (2014) Resident macrophages mediate islet amyloid polypeptide-induced islet IL-1β production and β-cell dysfunction Diabetes 63, 1698-1711
23. Goldfine, A. B., Silver, R., Aldhahi, W., Cai, D. S., Tatro, E., Lee, J., and Shoelson, S. E. (2008) Use of salsalate to target inflammation in the treatment of insulin resistance and type 2 diabetes CTS: Clin. Transl. Sci. 1, 36-43
24. Imai, Y., Dobrian, A. D., Morris, M. A., and Nadler, J. L. (2013) Islet inflammation: a unifying target for diabetes treatment? Trends Endocrinol. Metab. 24, 351-360
25. Levine, H. (1995) Thioflavine-T interaction with amyloid beta-sheet structures Amyloid 2, 1-6
26. Meng, F. L., Marek, P., Potter, K. J., Verchere, C. B., and Raleigh, D. P. (2008) Rifampicin does not prevent amyloid fibril formation by human islet amyloid polypeptide but does inhibit fibril thioflavin-T interactions: Implications for mechanistic studies beta-cell death Biochemistry 47, 6016-6024 (Pubitemid 351770031)
27. Marek, P., Gupta, R., and Raleigh, D. P. (2008) The fluorescent amino acid p- cyanophenylalanine provides an intrinsic probe of amyloid formation ChemBioChem 9, 1372-1374
28. Cao, P., Tu, L. H., Abedini, A., Levsh, O., Akter, R., Patsalo, V., Schmidt, A. M., and Raleigh, D. P. (2012) Sensitivity of amyloid formation by human islet amyloid polypeptide to mutations at residue 20 J. Mol. Biol. 421, 282-295
29. Yanagi, K., Ashizaki, M., Yagi, H., Sakurai, K., Lee, Y. H., and Goto, Y. (2011) Hexafluoroisopropanol induces amyloid fibrils of islet amyloid polypeptide by enhancing both hydrophobic and electrostatic interactions J. Biol. Chem. 286, 23959-23966
30. Khurana, R., Uversky, V. N., Nielsen, L., and Fink, A. L. (2001) Is Congo red an amyloid-specific dye? J. Biol. Chem. 276, 22715-22721
31. Abedini, A. and Raleigh, D. P. (2005) Incorporation of pseudoproline derivatives allows the facile synthesis of human IAPP, a highly amyloidogenic and aggregation-prone polypeptide Org. Lett. 7, 693-696 (Pubitemid 40353473)
32. Marek, P., Woys, A. M., Sutton, K., Zanni, M. T., and Raleigh, D. P. (2010) Efficient microwave-assisted synthesis of human islet amyloid polypeptide designed to facilitate the specific incorporation of labeled amino acids Org. Lett. 12, 4848-4851
33. Abedini, A., Singh, G., and Raleigh, D. P. (2006) Recovery and purification of highly aggregation-prone disulfide-containing peptides: Application to islet amyloid polypeptide Anal. Biochem. 351, 181-186
34. Tam, J. P., Wu, C. R., Liu, W., and Zhang, J. W. (1991) Disulfide bond formation in peptides by dimethyl-sulfoxide-Scope and applications J. Am. Chem. Soc. 113, 6657-6662