Rationally designed dehydroalanine (ΔAla)-containing peptides inhibit amyloid-β (Aβ) peptide aggregation

Biopolymers

Volumn 91, Issue 6, 2009, Pages 456-465

  Rangachari, Vijayaraghavan ^a,b   Davey, Zachary S ^a   Healy, Brent ^a   Moore, Brenda D ^a   Sonoda, Leilani K ^a   Cusack, Bernadette ^a   Maharvi, Ghulam M ^a   Fauq, Abdul H ^a   Rosenberry, Terrone L ^a  

^a MAYO CLINIC   (United States)

^b The University of Southern Mississippi   (United States)

Author keywords

Amyloid aggregation; Dehydro alanine; Inhibition; Rational design

Indexed keywords

AGGREGATION PROCESS; ALZHEIMER'S DISEASE; AMYLOID AGGREGATION; COGNITIVE DECLINE; DEHYDRO-ALANINE; INHIBITION; NOVEL APPLICATIONS; PEPTIDE AGGREGATION; PROTEIN MISFOLDING; PROTOFIBRILS; RATIONAL DESIGN; SENILE PLAQUES;

AGGLOMERATION; GLYCOPROTEINS; LEAD COMPOUNDS; OLIGOMERS; PEPTIDES;

AMINES;

ALPHA,BETA DEHYDROALANINE DERIVATIVE; AMYLOID BETA PROTEIN[1-42]; PEPTIDE DERIVATIVE; UNCLASSIFIED DRUG; ALANINE; AMYLOID BETA PROTEIN; AMYLOID BETA PROTEIN (1 42); AMYLOID BETA-PROTEIN (1-42); DEHYDROALANINE; DRUG DERIVATIVE; LYSYL LEUCYL VALYL PHENYLALANYL DELTA ALANYL ISOLEUCYL DELTA ALANINE; LYSYL PHENYLALANYL DELTA ALANYL DELTA ALANYL DELTA ALANYL PHENYLALANINE; LYSYL-LEUCYL-VALYL-PHENYLALANYL-DELTA-ALANYL-ISOLEUCYL-DELTA-ALANINE; LYSYL-PHENYLALANYL-DELTA-ALANYL-DELTA-ALANYL-DELTA-ALANYL-PHENYLALANINE; OLIGOPEPTIDE; PEPTIDE FRAGMENT; AMYLOID BETA PROTEIN[1-40]; LYSYLLEUCYLVALYLPHENYLALANYLISOLEUCYLALANINE; LYSYLPHENYLALANYLALANYLALANYLALANYLPHENYLALANINE;

ALZHEIMER DISEASE; ARTICLE; DRUG DESIGN; DRUG MECHANISM; DRUG RESEARCH; DRUG SYNTHESIS; INHIBITION KINETICS; PROTEIN AGGREGATION; PROTEIN FOLDING; PROTEIN INTERACTION; REACTION ANALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; DRUG EFFECT; GENETICS; MASS SPECTROMETRY; SYNTHESIS; CONTROLLED STUDY; COVALENT BOND; DRUG ACTIVITY; DRUG CONFORMATION; DRUG PROTEIN BINDING; PROTEIN CONFORMATION; PROTEIN FUNCTION; PROTEIN MOTIF; PROTEIN STRUCTURE;

ALANINE; AMYLOID BETA-PROTEIN; DRUG DESIGN; MASS SPECTROMETRY; MOLECULAR STRUCTURE; OLIGOPEPTIDES; PEPTIDE FRAGMENTS;

EID: 67650604644     PISSN: 00063525     EISSN: 10970282     Source Type: Journal    
DOI: 10.1002/bip.21151     Document Type: Article

References (36)

1. Selkoe, D. J. Physiol Rev 2001, 81, 741-766.
2. Nilsberth, C.; Westlind-Danielsson, A.; Eckman, C. B.; Condron, M. M.; Axelman, K.; Forsell, C.; Stenh, C.; Luthman, J.; Teplow, D. B.; Younkin, S. G.; Naslund, J.; Lannfelt, L. Nat Neurosci 2001, 4, 887-893.
3. Selkoe, D. J.; Podlisny, M. B. Annu Rev Genomics Hum Genet 2002, 3, 67-99.
4. Hardy, J.; Selkoe, D. J. Science 2002, 297, 353-356.
5. Lesne, S.; Koh, M. T.; Kotilinek, L.; Kayed, R.; Glabe, C. G.; Yang, A.; Gallagher, M.; Ashe, K. H. Nature 2006, 440, 352-357.
6. Kawarabayashi, T.; Shoji, M.; Younkin, L. H.; Wen-Lang, L.; Dickson, D. W.; Murakami, T.; Matsubara, E.; Abe, K.; Ashe, K. H.; Younkin, S. G. J Neurosci 2004, 24, 3801-3809.
7. Klein, W. L.; Stine, W. B., Jr.; Teplow, D B. Neurobiol Aging 2004, 25, 569-580.
8. Sillerud, L. O.; Larson, R. S. Curr Protein Pept Sci 2005, 6, 151-169.
9. Soto, C.; Sigurdsson, E. M.; Morelli, L.; Kumar, R. A.; Castano, E. M.; Frangione, B. Nat Med 1998, 4, 822-826.
10. Findeis, M. A.; Musso, G. M.; Arico-Muendel, C. C.; Benjamin, H. W.; Hundal, A. M.; Lee, J. J.; Chin, J.; Kelley, M.; Wakefield, J.; Hayward, N. J.; Molineaux, S. M. Biochemistry 1999, 38, 6791-6800.
11. Pallitto, M. M.; Ghanta, J.; Heinzelman, P.; Kiessling, L. L.; Murphy, R. M. Biochemistry 1999, 38, 3570-3578.
12. Gordon, D. J.; Sciarretta, K. L.; Meredith, S. C. Biochemistry 2001, 40, 8237-8245.
13. Kwak, J. W.; Kim, H. K.; Chae, C. B. J Med Chem 2006, 49, 4813-4817.
14. Sato, T.; Kienlen-Campard, P.; Ahmed, M.; Liu, W.; Li, H.; Elliott, J. I.; Aimoto, S.; Constantinescu, S. N.; Octave, J. N.; Smith, S. O. Biochemistry 2006, 45, 5503-5516.
15. Tjernberg, L. O.; Lilliehook, C.; Callaway, D. J.; Naslund, J.; Hahne, S.; Thyberg, J.; Terenius, L.; Nordstedt, C. J Biol Chem 1997, 272, 12601-12605.
16. Tjernberg, L. O.; Naslund, J.; Lindqvist, F.; Johansson, J.; Karlstrom, A. R.; Thyberg, J.; Terenius, L.; Nordstedt, C. J Biol Chem 1996, 271, 8545-8548.
17. Moss, M. A.; Nichols, M. R.; Reed, D. K.; Hoh, J. H.; Rosenberry, T. L. Mol Pharmacol 2003, 64, 1160-1168.
18. Gross, E.; Morell, J. L. J Am Chem Soc 1967, 89, 2791-2792.
19. Pascard, C.; Ducruix, A.; Lunel, J.; Prange, T. J Am Chem Soc 1977, 99, 6418-6423.
20. Singh, T. P.; Kaur, P. Prog Biophys Mol Biol 1996, 66, 141-165.
21. Bhatnagar, S.; Rao, G. S.; Singh, T. P. Biosystems 1995, 34, 143-148.
22. Crisma, M.; Formaggio, F.; Toniolo, C.; Yoshikawa, T.; Wakamiya, T. J Am Chem Soc 1999, 121, 3272-3278.
23. Siddiqui, M. I.; Kataria, S.; Ahuja, V.; Rao, G. S. Indian J Biochem Biophys 2001, 38, 90-95.
24. Bhatnagar, S.; Rao, G. S. J Biomol Struct Dyn 2000, 17, 957-964.
25. Dey, S.; Vijayaraghavan, R.; Goel, V. K.; Kumar, S.; Kumar, P.; Singh, T. P. J Mol Struct 2005, 737, 109-116.
26. Petkova, A. T.; Ishii, Y.; Balbach, J. J.; Antzutkin, O. N.; Leapman, R. D.; Delaglio, F.; Tycko, R. Proc Natl Acad Sci USA 2002, 99, 16742-16747.
27. Rangachari, V.; Moore, B. D.; Reed, D. K.; Bridges, A. W.; Conboy, E.; Hartigan, D.; Rosenberry, T. L. Biochemistry 2007, 46, 12451-12462.
28. Nichols, M. R.; Moss, M. A.; Reed, D. K.; Lin, W. L.; Mukhopadhyay, R.; Hoh, J. H.; Rosenberry, T. L. Biochemistry 2002, 41, 6115-6127.
29. Fezoui, Y.; Hartley, D. M.; Harper, J. D.; Khurana, R.; Walsh, D. M.; Condron, M. M.; Selkoe, D. J.; Lansbury, P. T., Jr.; Fink, A. L.; Teplow, D. B. Amyloid 2000, 7, 166-178.
30. Nielsen, L.; Khurana, R.; Coats, A.; Frokjaer, S.; Brange, J.; Vyas, S.; Uversky, V. N.; Fink, A. L. Biochemistry, 2001, 40, 8397-8409.
31. LeVine, H, III. Protein Sci 1993, 2, 404-410.
32. Nichols, M. R.; Moss, M. A.; Reed, D. K.; Hoh, J. H.; Rosenberry, T. L. Microsc Res Tech 2005, 67, 164-174.
33. Naiki, H.; Hasegawa, K.; Yamaguchi, I.; Nakamura, H.; Gejyo, F.; Nakakuki, K. Biochemistry 1998, 37, 17882-17889.
34. Breukink, E.; de Kruijff, B. Nat Rev Drug Discov 2006, 5, 321-332.
35. Buc-Calderon, P.; Praet, M.; Ruysschaert, J. M.; Roberfroid, M. Eur J Cancer Clin Oncol 1989, 25, 679-685.
36. Soto, C.; Kindy, M. S.; Baumann, M.; Frangione, B. Biochem Biophys Res Commun 1996, 226, 672-680.