Mutation of serine-39 to threonine in thermostable secondary alcohol dehydrogenase from Thermoanaerobacter ethanolicus changes enantiospecificity

Journal of the American Chemical Society

Volumn 120, Issue 21, 1998, Pages 5137-5141

  Tripp, Allie E ^a,e   Burdette, Douglas S ^c,d   Zeikus, J Gregory ^c   Phillips, Robert S ^a,b  

^a UNIVERSITY OF GEORGIA   (United States)

^b Michigan State University ^*  (United States)

^c Michigan State University   (United States)

^d MERCK RESEARCH LABORATORIES   (United States)

^e ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 BUTANOL; 2 PROPANOL; ALCOHOL; ALCOHOL DEHYDROGENASE; NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; SERINE; THREONINE;

ARTICLE; BACTERIUM; ENANTIOMER; ENZYME ACTIVITY; ENZYME SPECIFICITY; MUTATION; NONHUMAN; SPECTROPHOTOMETRY; TEMPERATURE DEPENDENCE; THERMOANAEROBACTER ETHANOLICUS;

EID: 0032479043     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja974129t     Document Type: Article

References (25)

1. For reviews, see: (a) Azerad, R. Bull. Soc. Chim. Fr. 1995, 132, 17-51. (b) Santaniello, E.; Ferraboschi, P.; Grisenti, P.; Manzocchi, A. Chem. Rev. 1992, 92, 1071-1140.
2. For reviews, see: (a) Azerad, R. Bull. Soc. Chim. Fr. 1995, 132, 17-51. (b) Santaniello, E.; Ferraboschi, P.; Grisenti, P.; Manzocchi, A. Chem. Rev. 1992, 92, 1071-1140.
3. Brändén, C. I.; Jörnvall, H.; Eklund, H.; Furugren, B. The Enzymes; Boyer, P. D., Ed.; Academic Press: New York, 1975; Vol. XI, part A, pp 103-190.
4. Bryant, F. O.; Weigel, J.; Ljungdahl, L. G. Appl. Environ. Microbiol. 1988, 460-465.
5. (a) Lamed, R. J.; Keinan, E.; Zeikus, J. G. Enzyme Microb. Technol. 1981, 3, 144-148.
6. (b) Keinan, E.; Hafeli, F. V.; Seth, K. K.; Lamed, R. J. Am. Chem. Soc. 1986, 108, 162-169.
7. (a) Zheng, C.; Pham, V. T.; Phillips, R. S. Bioorg. Med. Chem. Lett. 1992, 2, 619-622.
8. (b) Zheng, C.; Pham, V. T.; Phillips, R. S. Catal. Today 1994, 22, 607-620.
9. (a) Keinan, E.; Seth, K. K.; Lamed, R. J. Am. Chem. Soc. 1986, 108, 3474-3480.
10. (b) De Amici, M.; De Micheli, C.; Carrea, G.; Spezia, S. J. Org. Chem. 1989, 54, 2646-2650.
11. (c) Keinan, E.; Sinha, S. C.; Singh, S. P. Tetrahedron 1991, 47, 4631-4638.
12. (a) Pham, V. T.; Phillips, R. S.; Ljungdahl, L. G. J. Am. Chem. Soc. 1989, 111, 1935-1936.
13. (b) Pham, V. T.; Phillips, R. S. J. Am. Chem. Soc. 1990, 112, 3629-3632.
14. Drauz, K.; Waldmann, H. Enzyme Catal. Org. Synth: A Comprehensive Handbook 1995, 2, 600-616.
15. Sakoda, H.; Imanaka, T. J. Bacteriol. 1992, 174, 1397-1402.
16. r = ΔΔH‡/ΔΔS‡, is the temperature at which ΔΔG‡ = 0, and no discrimination is made in reaction or formation of enantiomers.
17. Korkhin, Y.; Frolow, F.; Bogin, O.; Peretz, M.; Kalb (Genoa), A. J.; Burstein, Y. Acta Crystallogr. 1996, D52, 882-886.
18. Burdette, D. S.; Vielle, C.; Zeikus, J. G. Biochem. J. 1996, 316, 115-122.
19. Höög, J.-O.; Eklund, H.; Jörnvall, H. Eur. J. Biochem. 1992, 205, 519-526.
20. (a) Estonius, M.; Höög, J.-O.; Danielsson, O.; Jörnvall, H. Biochemistry 1994, 33, 15080-15085.
21. (b) Eklund, H.; Müller-Wille, P.; Horjales, E.; Futer, O.; Holmquist, B.; Vallee, B. L.; Höög, J.-O.; Kaiser, R. Eur. J. Biochem. 1990, 193, 303-310.
22. Stone, C. L.; Ting-Kai, L.; Bosron, W. F. J. Biol. Chem. 1989, 264, 11112-11116.
23. Zheng, C.; Phillips, R. S. J. Chem. Soc., Chem. Commun. 1992, 1083-1084.
24. Secundo, F.; Phillips, R. S. Enzyme Microb. Technol. 1996, 19, 487-492.
25. Simpson, H. D.; Cowan, D. A. Protein Pept. Lett. 1997, 4, 25-32.