Aminothiotyrosine disulfide, an optical trigger for initiation of protein folding

Journal of the American Chemical Society

Volumn 119, Issue 31, 1997, Pages 7173-7180

  Lu, Helen S M ^a   Volk, Martin ^a,b   Kholodenko, Yuriy ^a   Gooding, Edward ^a   Hochstrasser, Robin M ^a   DeGrado, William F ^a  

^a UNIVERSITY OF PENNSYLVANIA   (United States)

^b TECHNICAL UNIVERSITY OF MUNICH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

DISULFIDE; POLYPEPTIDE;

ARTICLE; CIRCULAR DICHROISM; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; PHOTOCHEMISTRY; PROTEIN CONFORMATION; PROTEIN FOLDING; TECHNIQUE;

EID: 0030801107     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja970567o     Document Type: Article

References (49)

1. Eaton, W. A.; Thompson, P. A.; Chan, C.-K.; Hagen, S. J.; Hofrichter, J. Structure 1996, 4, 1133-1139.
2. Bycroft, M.; Matouschek, A.; Kellis, J. T., Jr.; Serrano, L.; Fersht, A. R. Nature 1990, 346, 488-490.
3. Houry, W. A.; Rothwarf, D. M.; Scheraga, H. A. Nature Struct. Biol. 1995, 2, 495-503.
4. Elöve, G. A.; Chaffotte, A. F.; Roder, H.; Goldberg, M. E. Biochemistry 1992, 31, 6876-6883.
5. Jennings, P. A.; Wright, P. E. Science 1993, 262, 892-895.
6. Kragelund, B. B.; Robinson, C. V.; Knudsen, J.; Dobson, C. M.; Poulsen, F. M. Biochemistry 1995, 34, 7217-7224.
7. Kuwajima, K.; Yamaya, H.; Miwa, S.; Sugai, S.; Nagamura, T. FEBS Lett. 1987, 221, 115-118.
8. Ptitsyn, O. B.; Pain, R. H.; Semisotnov, G. V.; Zerovnik, E.; Razgulayaev, E. I. FEBS Lett. 1990, 262, 20-24.
9. Radford, S. E.; Dobson, C. M.; Evans, P. A. Nature 1992, 358, 302-307.
10. Karplus, M.; Weaver, D. C. Nature 1976, 260, 404-406.
11. Karplus, M.; Weaver, D. L. Protein Sci. 1994, 3, 650-668.
12. Kim, P. S.; Baldwin, R. L. Annu. Rev. Biochem. 1982, 51, 459-489.
13. Kim, P. S.; Baldwin, R. L. Annu. Rev. Biochem. 1990, 59, 631-660.
14. Ptitsyn, O. B. Protein Eng. 1994, 7, 593-596.
15. Wetlaufer, D. B. Proc. Natl. Acad. Sci. U.S.A. 1973, 70, 697-701.
16. Dill, K. Biochemistry 1985, 24, 1501-1509.
17. Abkevich, V. I.; Gutin, A. M.; Shakhnovich, E. I. Biochemistry 1994, 33, 10026-10036.
18. Fersht, A. R. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 10869-10873.
19. Sosnick, T. R.; Mayne, L.; Englander, S. W. Proteins: Struct., Funct., Genet. 1996, 24, 413-426.
20. Guo, Z.; Thirumalai, D. Biopolymers 1995, 36, 83-102.
21. Bryngelson, J. D.; Onuchic, J. N.; Socci, N. D.; Wolynes, P. G. Proteins 1995, 21, 167-195.
22. Nölting, B.; Golbik, R.; Fersht, A. R. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 10668-10672.
23. Phillips, C. M.; Mizutani, Y.; Hochstrasser, R. M. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 7292-7296.
24. (a) Williams, S.; Causgrove, T. P.; Gilmanshin, R.; Fang, K. S.; Callender, R. H.; Woodruff, W. H.; Dyer, R. B. Biochemistry 1996, 35, 691-697.
25. (b) The folding lifetime for helix formation was originally reported to be 16 ns in ref 24a and was subsequently revised to 180 ns in Gilmanshin, R.; Williams, S.; Callender, R. H.; Woodruff, W. H.; Dyer, R. B. Proc. Natl. Acad. Sci. U.S.A. 1997, 94, 3709-3713.
26. Ballew, R. M.; Sabelko, J.; Gruebele, M. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 5759-5764.
27. Jones, C. M.; Henry, E. R.; Hu, Y.; Chan, C.-K.; Luck, S. D.; Bhuyan, A.; Roder, H.; Hofrichter, J.; Eaton, W. A. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 11860-11864.
28. Anfinrud, P. A.; Han, C.; Hochstrasser, R. M. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 8387-8391.
29. Pascher, T.; Chesick, J. P.; Winkler, J. R.; Gray, H. B. Science 1996, 271, 1558-1560.
30. Borisevich, N. A.; Lysak, N. A.; Melnichuk, S. V.; Tikhormirov, S. A.; Tolstorozhev, G. B. Fast Structural Transformations of Organic Molecules; Springer-Verlag: Berlin, 1990; Vol. 49, pp 276-281.
31. Borisevich, N. A.; Malkin, Y. N.; Ruziev, S.; Mel'nichuk, S. V.; Tikhomirov, S. A.; Tolstorozhev, G. B.; Kuz'min, V. A. Izv. Akad. Nauk SSSR, Ser. Khim. 1990, 3, 468-471.
32. Scott, T. W.; Liu, S. N. J. Phys. Chem. 1989, 93, 1393-1396.
33. Lembke, R. R.; Natarajan, L. V.; Kuntz, R. R. J. Photochem. 1983, 21, 814.
34. Marqusee, S.; Robbins, V. H.; Baldwin, R. L. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 5286-5290.
35. Locke, B.; Diller, R.; Hochstrasser, R. M. Wiley: New York, 1993; Vol. Part B, Vol. 20, pp 1-43.
36. Krimm, S.; Bandekar, J. Adv. Protein Chem. 1986, 38, 181-364.
37. Escher, E.; Bernier, M.; Parent, P. Helv. Chim. Acta 1983, 66, 1355-1365.
38. Abbreviations: Fmoc, 9-fluorenylmethoxycarbonyl; PAL, 5-(4-(aminomethyl)-3,5-bis(methyloxy)phenoxy)valeric acid; TFA, trifluoroacetic acid; DMSO, dimethyl sulfoxide; HPLC, high-performance liquid chromatography; CD, circular dichroism; UV, ultraviolet; HBTU, o-benzotriazole-N,N,N′,N′-tetramethyluronium hexafluorophosphate; DIEA, N,N-diisopropylethy lamine.
39. Tam, J. P.; Wu, C. R.; Liu, W.; Zhang, J. W. J. Am. Chem. Soc. 1991, 113, 6657-6662.
40. Volk, M.; Kholodenko, Y.; Lu, H. S. M.; Gooding, E.; DeGrado, W. F.; Hochstrasser, R. M. Submitted for publication in J. Phys. Chem.
41. The photochemistry of these disulfides will be reported elsewhere.
42. Thompson, P. A.; Eaton, W. A.; Hofrichter, J. Biophys. J. 1996, 70, A177.
43. Arnold, L. D.; Kalantar, T. H.; Vederas, J. C. J. Am. Chem. Soc. 1985, 107, 7105-7109.
44. Mitsunobu, O. Synthesis 1981, 1-28.
45. Guthrie, R. D.; Nicolas, E. C. J. Am. Chem. Soc. 1981, 103, 4637-4638.
46. Christie, B. D.; Rapoport, H. J. Org. Chem. 1985, 50, 1239-1245.
47. Cherney, R. J.; Wang, L. J. Org. Chem. 1996, 61, 7544-7546.
48. Chakrabartty, A.; Kortemme, T.; Padmanabhan, S.; Baldwin, R. L. Biochemistry 1993, 32, 5560-5565.
49. Turro, N. J. Modern Molecular Photochemistry; University Science Books: Mill Valley, 1991.