An artificial imine reductase based on the ribonuclease S scaffold

ChemCatChem

Volumn 6, Issue 3, 2014, Pages 736-740

  Genz, Maika ^a   Köhler, Valentin ^b   Krauss, Michel ^a   Singer, David ^a   Hoffmann, Ralf ^a   Ward, Thomas R ^b   Sträter, Norbert ^a  

^a UNIVERSITY OF LEIPZIG   (Germany)

^b UNIVERSITY OF BASEL   (Switzerland)

Author keywords

asymmetric catalysis; half sandwich complexes; metalloenzymes; reduction; transfer hydrogenation

Indexed keywords

AMINO ACID RESIDUES; ASYMMETRIC CATALYSIS; CATALYTIC PERFORMANCE; ENANTIOMERIC EXCESS; HALF-SANDWICH COMPLEXES; METALLOENZYMES; RIBONUCLEASE S; TRANSFER HYDROGENATIONS;

AMINO ACIDS; PEPTIDES; REDUCTION; SCAFFOLDS;

NITROGEN COMPOUNDS;

EID: 84896856414     PISSN: 18673880     EISSN: 18673899     Source Type: Journal    
DOI: 10.1002/cctc.201300995     Document Type: Article

References (39)

1. U. T. Bornscheuer, G. W. Huisman, R. J. Kazlauskas, S. Lutz, J. C. Moore, K.Robins, Nature 2012, 485, 185-194.
2. F. Rosati, G. Roelfes, ChemCatChem 2010, 2, 916-927.
3. V. Kçhler, Y. M. Wilson, C. Lo, A. Sardo, T. R. Ward, Curr. Opin. Biotechnol. 2010, 21, 744-752.
4. Y. Lu, N. Yeung, N. Sieracki, N. M. Marshall, Nature 2009, 460, 855-862.
5. T. Heinisch, T. R. Ward, Curr. Opin. Chem. Biol. 2010, 14, 184-199.
6. M. E. Wilson, G. M. Whitesides, J. Am. Chem. Soc. 1978, 100, 306-307.
7. M. Creus, T. R. Ward, Org. Biomol. Chem. 2007, 5, 1835-1844.
8. K. Okrasa, R. J. Kazlauskas, Chem. Eur. J. 2006, 12, 1587-1596.
9. R. S. Roy, B. Imperiali, Protein Eng. 1997, 10, 691-698.
10. M. Genz, D. Singer, E. Hey-Hawkins, R. Hoffmann, N. Strter, Z. Anorg. Allg. Chem. 2013, 639, 2395-2400.
11. F. M. Richards, C. R. Trav. Lab. Carlsberg 1955, 29, 322-328.
12. R. T. Raines, Chem. Rev. 1998, 98, 1045-1065.
13. G. R. Marshall, J. A. Feng, D. J. Kuster, Biopolymers 2008, 90, 259-277.
14. G. Kartha, J. Bello, D. Harker, Nature 1967, 213, 862-865.
15. H. W. Wyckoff, K. D. Hardman, N. M. Allewell, T. Inagami, L. N. Johnson, F. M. Richards, J. Biol. Chem. 1967, 242, 3984-3988.
16. H. W. Wyckoff, K. D. Hardman, N. M. Allewell, T. Inagami, D. Tsernoglou, N. Johnson, F. M. Richards, K. Brew, T. C. Vanawmn, R. L. Hill, J. Biol. Chem. 1967, 262, 3749-3753.
17. F. M. Richards, P. J. Vithayathil, J. Biol. Chem. 1959, 234, 1459-1465.
18. H. C. Taylor, D. C. Richardson, J. S. Richardson, A. Wlodawer, A. Komoriya, I. M. Chaiken, J. Mol. Biol. 1981, 149, 313-317.
19. N. J. Turner, Nat. Chem. Biol. 2009, 5, 567-573.
20. K. Mitsukura, M. Suzuki, K. Tada, T. Yoshida, T. Nagasawa, Org. Biomol. Chem. 2010, 8, 4533-4535
21. F. Leipold, S. Hussain, D. Ghislieri, N. J. Turner, ChemCatChem 2013, 5, 3505-3508
22. M. Rodríguez-Mata, A. Frank, E. Wells, F. Leipold, N. J. Turner, S. Hart, J. P. Turkenburg, G. Grogan, ChemBioChem 2013, 14, 1372-1379
23. M. Hçhne, U. T. Bornscheuer, ChemCatChem 2009, 1, 42-51
24. V. Gotor-Frenandez, V. Gotor, Curr. Opin. Drug Discov. Dev. 2009, 12, 784-797
25. N. J. Turner, M. D. Truppo, Biocatalytic Routes to Nonracemic Chiral Amines in Chiral Amine Synthesis (Ed.: T. C. Nugent), Wiley-VCH, Weinheim, 2010, pp. 431-459
26. H. Grçger, Enzyme-Catalyzed Asymmetric Synthesis in Catalytic Asymmetric ynthesis (Ed.: I. Ojima), Wiley, Hoboken, New Jersey, 2010, pp. 269-341
27. N. J. Turner, Curr. Opin. Chem. Biol. 2010, 14, 115-121.
28. N. Uematsu, A. Fujii, S. Hashiguchi, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1996, 118, 4916-4917
29. C. Li, J. Xiao, J. Am. Chem. Soc. 2008, 130, 13208-13209
30. L. Evanno, J. Ormala, P. M. Pihko, Chem. Eur. J. 2009, 15, 12963-12967
31. C. Wang, C. Li, X. Wu, A. Pettman, J. Xiao, Angew. Chem. 2009, 121, 6646-6650;
32. Angew. Chem. Int. Ed. 2009, 48, 6524-6528
33. J. Wu, F. Wang, Y. Ma, X. Cui, L. Cun, J. Zhu, J. Deng, B. Yu, Chem. Commun. 2006, 1766-1768.
34. M. Drrenberger, T. Heinisch, Y. M. Wilson, T. Rossel, E. Nogueira, L. Knçrr, A. Mutschler, K. Kersten, M. J. Zimbron, J. Pierron, T. Schirmer, T. R. Ward, Angew. Chem. 2011, 123, 3082-3085;
35. Angew. Chem. Int. Ed. 2011, s50, 3026-3029
36. F. Schwizer, V. Kçhler, M. D-rrenberger, L. Knçrr, T. R. Ward, ACS Catal. 2013, 3, 1752-1755.
37. R. Noyori, S. Hashiguchi, Acc. Chem. Res. 1997, 30, 97-102.
38. D. Coquire, J. Bos, J. Beld, G. Roelfes, Angew. Chem. 2009, 121, 5261-5264; Angew. Chem. Int. Ed. 2009, 48, 5159-5162.
39. E. E. Kim, R. Varadarajan, H. W. Wyckoff, F. M. Richards, Biochemistry 1992, 31, 12304-12314.