Effects of the arrangement of a distal catalytic residue on regioselectivity and reactivity in the coupled oxidation of sperm whale myoglobin mutants

Journal of the American Chemical Society

Volumn 121, Issue 10, 1999, Pages 2007-2011

  Murakami, Tatsuya ^a   Morishima, Isao ^a   Matsui, Toshitaka ^b   Ozaki, Shin Ichi ^b,c   Hara, Isao ^b   Yang, Hui Jun ^b   Watanabe, Yoshihito ^b,c  

^a KYOTO UNIVERSITY   (Japan)

^b GRADUATE UNIVERSITY FOR ADVANCED STUDIES   (Japan)

^c INSTITUTE FOR MOLECULAR SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BILIVERDIN; HEME; HEME OXYGENASE; IRON; MYOGLOBIN;

AMINO ACID SUBSTITUTION; ARTICLE; AUTOOXIDATION; CHEMICAL REACTION KINETICS; CONFORMATIONAL TRANSITION; CRYSTAL STRUCTURE; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME MECHANISM; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROGEN BOND; MOLECULAR INTERACTION; OXIDATION; OXIDATION REDUCTION POTENTIAL; POLARIZATION; PROTEIN DEGRADATION; REACTION ANALYSIS; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; WHALE;

EID: 0033577332     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9834576     Document Type: Article

References (29)

1. (a) Tenhunen, R.; Marver, H. S.; Schmid, R. J. Proc. Natl. Acad. Sci. U.S.A. 1968, 61, 748.
2. (b) Tenhunen, R.; Marver, H. S.; Schmid, R. J. Biol. Chem. 1969, 244, 6388-6394.
3. Yoshida, T.; Kikuchi, G. J. Biol. Chem. 1978, 253, 4224-4229.
4. (a) Noguchi, M.; Yoshida, T.; Kikuchi, G. J. Biochem. (Tokyo) 1983, 93, 1027-1036.
5. (b) Wilks, A.; Torpey, J.; Ortiz de Montellano, P. R. J. Biol. Chem. 1994, 269, 29553-29556.
6. (a) Torpey, J.; Lee, A. D.; Smith, K. M.; Ortiz de Montellano, P. R. J. Am. Chem. Soc. 1996, 118, 9172-9173.
7. (b) Torpey, J.; Ortiz de Montellano, P. R. J. Biol. Chem. 1996, 271, 26067-26073.
8. (c) Torpey, J.; Ortiz de Montellano, P. R. J. Biol. Chem. 1997, 272, 22008-22014.
9. Takahashi, S.; Ishikawa, K.; Takeuchi, N.; Ikeda-Saito, M.; Yoshida, T.; Rousseau, D. L. J. Am. Chem. Soc. 1995, 117, 6002-6006.
10. Fujii, H.; Dou, Y.; Zhou, H.; Yoshida, T.; Ikeda-Saito, M. J. Am. Chem. Soc. 1998, 120, 8251-8252.
11. (a) Takahashi, S.; Wang, J.; Rousseau, D. L.; Ishikawa, K.; Yoshida, T.; Takeuchi, N.; Ikeda-Saito, M. Biochemistry 1994, 33, 5531-5538.
12. (b) Sun, J.; Wilks, A.; Ortiz de Montellano, P. R.; Loehr, T. M. Biochemistry 1993, 32, 14151-14157.
13. O'Carra, P.; Colleran, E. FEBS Lett. 1969, 5, 295-298.
14. Lemberg, R. Rev. Pure. Appl. Chem. 1956, 6, 1-23.
15. Phillips, S. E. J. Mol. Biol. 1980, 142, 531-534.
16. Ozaki, S.; Matsui, T.; Watanabe, Y. J. Am. Chem. Soc. 1996, 118, 9784-9785.
17. Ozaki, S.; Matsui, T.; Watanabe, Y. J. Am. Chem. Soc. 1997, 119, 6666-6667.
18. Murakami, T.; Morishima, L; Matsui, T.; Ozaki, S.; Watanabe, Y. J. Chem. Soc. Chem. Commun. 1998, 773-774.
19. Springer, B. A.; Egeberg, K. D.; Sliger, S. G.; Rohlfs, R. J.; Mathews, A. J.; Olson, J. S. J. Biol Chem. 1989, 264, 3057-3060.
20. Makino, R.; Uno, T.; Sakaguchi; Ishimura, Y. Oxygenase and Oxygen Metabolism; Makino, R.; Uno, T.; Sakaguchi; Ishimura, Y., Ed.; Academic Press: New York, 1982; pp 467-477.
21. Brown, S. B.; Docherty, J. C. Biochem. J. 1978, 173, 985-987.
22. Yoshida, T.; Ishikawa, K.; Sato, M. Eur. J. Biochem. 1991, 199, 729-733.
23. Hirota, K.; Yamamoto, S.; Itano, H. A. Biochem. J. 1985, 229, 477-483.
24. 2O (99:0.9:0.1); flow rate, 1.5 mL/min; column temperature, 40°C. The retention times for α-, β-, γ-, and δ-biliverdin methyl esters were 10.6, 9.2, 12.2, and 17.3 min, respectively. The order of elution was the same as reported by R. D. Rasmussen et al.: Anal. Biochem. 1980, 101, 66-74. Furthermore, the ratio of esterified biliverdin isomers determined by the method was essentially the same as the value for free acids obtained by the procedure described in the text.
25. Hildebrand, D. P.; Tang, H.-I.; Luo, Y.; Hunter, C. L.; Smith, M.; Brayer, G. D.; Mauk, A. G. J. Am. Chem. Soc. 1996, 118, 12909-12915.
26. Quillin, M. L.; Arduini, R. M.; Olson, J. S.; Phillips, G. N., Jr. J. Mol. Biol. 1993, 234, 140-155.
27. Matsui, T.; Ozaki, S.; Liong, E.; Phillips, G. N.; Watanabe, Y. submitted for publication. The coordinates of F43H/H64L and L29H/H64L Mb are deposited at the Protein Data Bank.
28. (a) Hernández, G.; Wilks, A.; Paolesse, R.; Smith, K. M.; Ortiz de Montellano, P. R.; La Mar, G. N. Biochemistry 1994, 33, 6631-6641.
29. (b) Tan, H.; Simonis, U.; Shokhirev, N. V.; Walker, F. A. J. Am. Chem. Soc. 1994, 116, 5784-5790.