Metallopeptide catalysts and artificial metalloenzymes containing unnatural amino acids

Current Opinion in Chemical Biology

Volumn 25, Issue , 2015, Pages 27-35

  Lewis, Jared C ^a  

^a UNIVERSITY OF CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; ENZYME; METALLOENZYME; METALLOPEPTIDE; MOLECULAR SCAFFOLD; PEPTIDE; UNCLASSIFIED DRUG; METALLOPROTEIN;

AUXOTROPHY; BIOCOMPATIBILITY; CATALYSIS; CATALYST; CHEMICAL MUTAGENESIS; CODON; PEPTIDE SYNTHESIS; REVIEW; CHEMISTRY; DRUG DESIGN; METABOLISM;

AMINO ACIDS; CATALYSIS; DRUG DESIGN; ENZYMES; METALLOPROTEINS; PEPTIDES;

EID: 84919897845     PISSN: 13675931     EISSN: 18790402     Source Type: Journal    
DOI: 10.1016/j.cbpa.2014.12.016     Document Type: Review

References (56)

1. Wallace S., Balskus E.P. Curr Opin Biotechnol 2014, 30:1.
2. Bar-Even A., Noor E., Savir Y., Liebermeister W., Davidi D., Tawfik D.S., Milo R. Biochemistry 2011, 50:4402.
3. Bornscheuer U.T., Huisman G.W., Kazlauskas R.J., Lutz S., Moore J.C., Robins K. Nature 2012, 485:185.
4. Lewis J.C. ACS Catal 2013, 3:2954.
5. Budisa N. Angew Chem Int Ed 2004, 43:6426.
6. Zhang Z., Yang H., Zhang C., Lewis J.C. Organometallics 2012, 31:7328.
7. Tippmann E.M., Schultz P.G. Tetrahedron 2007, 63:6182.
8. Hu C., Chan S.I., Sawyer E.B., Yu Y., Wang J. Chem Soc Rev 2014, 43:6498.
9. Jackson J.C., Duffy S.P., Hess K.R., Mehl R.A. J Am Chem Soc 2006, 128:11124.
10. Stadtman T.C. Annu Rev Biochem 1996, 65:83.
11. Johansson L., Gafvelin G., Arnér E.S. J Biochim Biophys Acta 2005, 1726:1.
12. Agarkov A., Greenfield S., Xie D., Pawlick R., Starkey G., Gilbertson S.R. Biopolymers 2006, 84:48.
13. Gilbertson S.R., Wang X. Tetrahedron 1999, 55:11609.
14. Greenfield S.J., Agarkov A., Gilbertson S.R. Org Lett 2003, 5:3069.
15. Privett H.K., Reedy C.J., Kennedy M.L., Gibney B.R. J Am Chem Soc 2002, 124:6828.
16. Coquière D., Bos J., Beld J., Roelfes G. Angew Chem Int Ed 2009, 48:5159.
17. Monney A., Albrecht M.M. Chem Commun 2012, 48:10960.
18. Monney A., Nastri F., Albrecht M.M. Dalton Trans 2013, 42:5655.
19. Vairaprakash P., Ueki H., Tashiro K., Yaghi O.M. J Am Chem Soc 2011, 133:759.
20. Guillena G.G., Rodríguez G.G., Albrecht M.M., van Koten G.G. Chem Eur J 2002, 8:5368.
21. Ranganathan S., Tamilarasu N. Inorg Chem 1999, 38:1019.
22. Cheng R.P., Fisher S.L., Imperiali B. J Am Chem Soc 1996, 118:11349.
23. Zhuang J., Amoroso J.H., Kinloch R., Dawson J.H., Baldwin M.J., Gibney B.R. Inorg Chem 2004, 43:8218.
24. Kang M., Light K., Ai H.-W., Shen W., Kim C.H., Chen P.R., Lee H.S., Solomon E.I., Schultz P.G. ChemBioChem 2014, 15:822.
25. Day J.W., Kim C.H., Smider V.V., Schultz P.G. Bioorg Med Chem Lett 2013, 23:2598.
26. WU Z.P., Hilvert D. J Am Chem Soc 1989, 111:4513.
27. WU Z.P., Hilvert D. J Am Chem Soc 1990, 112:5647.
28. Häring D., Schüler E., Adam W., Saha-Möller C.R., Schreier P. J Org Chem 1999, 64:832.
29. Häring D., Hubert B., Schüler E., Schreier P. Arch Biochem Biophys 1998, 354:263.
30. Mao S., Dong Z., Liu J., Li X., Liu X., Luo G., Shen J. J Am Chem Soc 2005, 127:11588.
31. Yu H.J., Liu J.Q., Bock A., Li J., Luo G.M., Shen J.C. J Biol Chem 2005, 280:11930.
32. Liu X., Silks L.A., Liu C., Ollivault-Shiflett M., Huang X., Li J., Luo G., Hou Y.-M., Liu J., Shen J. Angew Chem Int Ed 2009, 48:2020.
33. Kent S.B.H. Chem Soc Rev 2009, 38:338.
34. Arnold U. Biotechnol Lett 2009, 31:1129.
35. Casi G., Roelfes G., Hilvert D. ChemBioChem 2008, 9:1623.
36. Wilson T.D., Yu Y., Lu Y. Coord Chem Rev 2013, 257:260.
37. Berry S.M., Gieselman M.D., Nilges M.J., van der Donk W.A., Lu Y. J Am Chem Soc 2002, 124:2084.
38. Ralle M., Berry S.M., Nilges M.J., Gieselman M.D., van der Donk W.A., Lu Y., Blackburn N.J. J Am Chem Soc 2004, 126:7244.
39. Berry S.M., Ralle M., Low D.W., Blackburn N.J., Lu Y. J Am Chem Soc 2003, 125:8760.
40. Garner D.K., Vaughan M.D., Hwang H.J., Savelieff M.G., Berry S.M., Honek J.F., Lu Y. J Am Chem Soc 2006, 128:15608.
41. O'Donoghue P., Ling J., Wang Y.-S., Söll D. Nat Chem Biol 2013, 9:594.
42. Xie J., Schultz P.G. Methods 2005, 36:227.
43. Xie J., Liu W., Schultz P.G. Angew Chem Int Ed 2007, 46:9239.
44. Lee H.S., Schultz P.G. J Am Chem Soc 2008, 130:13194.
45. Mills J.H., Khare S.D., Bolduc J.M., Forouhar F., Mulligan V.K., Lew S., Seetharaman J., Tong L., Stoddard B.L., Baker D. J Am Chem Soc 2013, 135:13393.
46. Drienovská I., Rioz-Martínez A., Draksharapu A., Roelfes G. Chem Sci 2014, 1.
47. Bos J., García-Herraiz A., Roelfes G. Chem Sci 2013, 4:3578.
48. Zhou Q., Hu M., Zhang W., Jiang L., Perrett S., Zhou J., Wang J. Angew Chem Int Ed 2012, 52:1203.
49. Liu X., Yu Y., Hu C., Zhang W., Lu Y., Wang J. Angew Chem Int Ed 2012, 51:4312.
50. Lee H.S., Spraggon G., Schultz P.G., Wang F. J Am Chem Soc 2009, 131:2481.
51. Liu X., Li J., Dong J., Hu C., Gong W., Wang J. Angew Chem Int Ed 2012, 51:10261.
52. Liu X., Li J., Hu C., Zhou Q., Zhang W., Hu M., Zhou J., Wang J. Angew Chem Int Ed 2013, 52:4805.
53. Cooley R.B., Karplus P.A., Mehl R.A. ChemBioChem 2014, 15:1810.
54. Hodgman C.E., Jewett M.C. Metab Eng 2012, 14:261.
55. Sletten E.M., Bertozzi C.R. Angew Chem Int Ed 2009, 48:6974.
56. Yang H., Srivastava P., Zhang C., Lewis J.C. ChemBioChem 2014, 15:223.