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Improving Transketolase

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Abstract

Transketolase is an enzyme catalysing asymmetric C–C bond formation which is of great interest for many syntheses of biologically active compounds. Enzymatic couplings present many advantages (mild reaction conditions notably), nonetheless their utilisation on an industrial scale is often limited by restricting factors as their activity, substrate scope, stability or stereoselectivity. However, many protein engineering methods have been developed these last decades to improve these aspects and evolve them to competitive catalysts. This article reviews the most recent studies of transketolase in view of its improvement.

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References

  1. Breuer M, Ditrich K, Habicher T, Hauer B, Keßeler M, Stürmer R, Zelinski T (2004) Angew Chem Int Ed 43:788

    Article  CAS  Google Scholar 

  2. Sukumaran J, Hanefeld U (2005) Chem Soc Rev 34:530

    Article  CAS  Google Scholar 

  3. Brovetto M, Gamenara D, Saenz Mèndez P, Seoane GA (2011) Chem Rev 111:4346

    Article  CAS  Google Scholar 

  4. Wohlgemuth R (2009) J Mol Catal B Enzym 61:23

    Article  CAS  Google Scholar 

  5. Schörken U, Sprenger GA (1998) Biochim Biophys Acta 1385:229

    Article  Google Scholar 

  6. Hailes HC, Dalby PA, Lye GJ, Baganz F, Micheletti M, Szita N, Ward JM (2010) Curr Org Chem 14:1883

    Article  CAS  Google Scholar 

  7. Hoyos P, Sinisterra J-V, Molinari F, Alcantara AR, Domínguez de María P (2010) Acc Chem Res 43:288

    Article  CAS  Google Scholar 

  8. Myles DC, Andrulis PJ III, Whitesides GM (1991) Tetrahedron Lett 32:4835

    Article  CAS  Google Scholar 

  9. Ziegler T, Straub A, Effenberger F (1988) Angew Chem Int Ed 27:716

    Article  Google Scholar 

  10. Charmantray F, Dellis P, Helaine V, Samreth S, Hecquet L (2006) Eur J Org Chem 24:5526–5532

    Article  Google Scholar 

  11. Hecquet L, Bolte J, Demuynck C (1994) Tetrahedron 50:8677

    Article  CAS  Google Scholar 

  12. Charmantray F, Hélaine V, Legeret B, Hecquet L (2009) J Mol Catal B Enzym 57:6

    Article  CAS  Google Scholar 

  13. Jahromi RRF, Morris P, Martinez-Torres RJ, Dalby PA (2011) J Biotechnol 155:209

    Article  CAS  Google Scholar 

  14. Kremer AB, Egan RM, Sable HZ (1980) J Biol Chem 255:2405

    CAS  Google Scholar 

  15. Turner NJ (2000) Curr Opin Biotechnol 11:527

    Article  CAS  Google Scholar 

  16. Smith MEB, Hibbert EG, Jones AB, Dalby PA, Hailes HC (2008) Adv Synth Catal 350:2631

    Article  CAS  Google Scholar 

  17. Morris KG, Smith MEB, Turner NJ, Lilly MD, Mitra RK, Woodley JM (1996) Tetrahedron Asymmetry 7:2185

    Article  CAS  Google Scholar 

  18. Sevostyanova IA, Solovjeva ON, Kochetov GA (2004) Biochem Biophys Res Commun 313:771

    Article  CAS  Google Scholar 

  19. Bykova IA, Solovjeva ON, Meshalkina LE, Kovina MV, Kochetov GA (2001) Biochem Biophys Res Commun 280:845

    Article  CAS  Google Scholar 

  20. Esakova O, Meshalkina L, Kochetov G, Golbik R (2009) Biochemistry (Moscow) 74:1234

    Article  CAS  Google Scholar 

  21. Esakova OA, Meshalkina LE, Kochetov GA (2005) Life Sci 78:8

    Article  CAS  Google Scholar 

  22. Dalby PA, Aucamp JP, George R, Martinez-Torres RJ (2007) Biochem Soc Trans 35:1606

    Article  CAS  Google Scholar 

  23. Schenk G, Duggleby RG, Nixon PF (1998) Int J Biochem Cell Biol 30:1297

    Article  CAS  Google Scholar 

  24. Brocklebank S, Woodley JM, Lilly MD (1999) J Mol Catal B Enzym 7:223

    Article  CAS  Google Scholar 

  25. Benaissi K, Hélaine V, Prévot V, Forano C, Hecquet L (2011) Adv Synth Catal 353:1497

    Article  CAS  Google Scholar 

  26. Bongs J, Hahn D, Schörken U, Sprenger GA, Kragl U, Wandrey C (1997) Biotechnol Lett 19:213

    Article  CAS  Google Scholar 

  27. Matosevic S, Lye GJ, Baganz F (2011) J Biotechnol 155:320

    Article  CAS  Google Scholar 

  28. Sprenger GA, Schörken U, Sprenger G, Sahm H (1995) Eur J Biochem 230:525

    Article  CAS  Google Scholar 

  29. Reymond J-L, Fluxa VS, Maillard N (2009) Chem Commun 45:34–46

    Article  Google Scholar 

  30. de la Haba G, Leder IG, Racker E (1955) J Biol Chem 214:409

    Google Scholar 

  31. Hübner G, Golbik R, Meshalkina LE (1992) Biochem Int 26:545

    Google Scholar 

  32. Yi D, Devamani T, Abdoul-Zabar J, Charmantray F, Helaine V, Hecquet L, Fessner W-D (2012) Chembiochem 13:2290

    Article  CAS  Google Scholar 

  33. Smith MEB, Kaulmann U, Ward JM, Hailes HC (2006) Bioorg Med Chem 14:7062

    Article  CAS  Google Scholar 

  34. Sevestre A, Hélaine V, Guyot G, Martin C, Hecquet L (2003) Tetrahedron Lett 44:827

    Article  CAS  Google Scholar 

  35. Sanchez-Paniagua Lopez M, Charmantray F, Helaine V, Hecquet L, Mousty C (2010) Biosens Bioelectron 26:139

    Article  CAS  Google Scholar 

  36. Mitra RK, Woodley JM (1996) Biotechnol Tech 10:167

    Article  CAS  Google Scholar 

  37. Miller O, Hibbert E, Ingram C, Lye G, Dalby P (2007) Biotechnol Lett 29:1759

    Article  CAS  Google Scholar 

  38. Ranoux A, Arends IWCE, Hanefeld U (2012) Tetrahedron Lett 53:790

    Article  CAS  Google Scholar 

  39. Aucamp JP, Martinez-Torres RJ, Hibbert EG, Dalby PA (2008) Biotechnol Bioeng 99:1303

    Article  CAS  Google Scholar 

  40. Lindqvist Y, Schneider G, Ermler U, Sundstroem M (1992) EMBO J 11:2373

    CAS  Google Scholar 

  41. Meshalkina L, Nilsson U, Wikner C, Kostikowa T, Schneider G (1997) Eur J Biochem 244:646

    Article  CAS  Google Scholar 

  42. Tittmann K, Wille G (2009) J Mol Catal B Enzym 61:93

    Article  CAS  Google Scholar 

  43. Kluger R, Tittmann K (2008) Chem Rev 108:1797

    Article  CAS  Google Scholar 

  44. Lindqvist Y, Schneider G (1993) Curr Opin Struct Biol 3:896

    Article  CAS  Google Scholar 

  45. Wikner C, Meshalkina L, Nilsson U, Nikkola M, Lindqvist Y, Sundström M, Schneider G (1994) J Biol Chem 269:32144

    CAS  Google Scholar 

  46. Muller YA, Schulz GE (1993) Science 259:965

    Article  CAS  Google Scholar 

  47. Dyda F, Furey W, Swaminathan S, Sax M, Farrenkopf B, Jordan F (1993) Biochemistry 32:6165

    Article  CAS  Google Scholar 

  48. König S, Schellenberger A, Neef H, Schneider G (1994) J Biol Chem 269:10879

    Google Scholar 

  49. Golbik R, Neef H, Huebner G, König S, Seliger B, Meshalkina L, Kochetov GA, Schellenberger A (1991) Bioorg Chem 19:10

    Article  CAS  Google Scholar 

  50. Golbik R, Meshalkina LE, Sandalova T, Tittmann K, Fiedler E, Neef H, König S, Kluger R, Kochetov GA, Schneider G, Hübner G (2005) FEBS J 272:1326

    Article  CAS  Google Scholar 

  51. Wikner C, Meshalkina L, Nilsson U, Bäckström S, Lindqvist Y, Schneider G (1995) Eur J Biochem 233:750

    Article  CAS  Google Scholar 

  52. Wikner C, Nilsson U, Meshalkina L, Udekwu C, Lindqvist Y, Schneider G (1997) Biochemistry 36:15643

    Article  CAS  Google Scholar 

  53. Mitschke L, Parthier C, Schröder-Tittmann K, Coy J, Lüdtke S, Tittmann K (2010) J Biol Chem 285:31559

    Article  CAS  Google Scholar 

  54. Nilsson U, Meshalkina L, Lindqvist Y, Schneider G (1997) J Biol Chem 272:1864

    Article  CAS  Google Scholar 

  55. Asztalos P, Parthier C, Golbik R, Kleinschmidt M, Hübner G, Weiss MS, Friedemann R, Wille G, Tittmann K (2007) Biochemistry 46:12037

    Article  CAS  Google Scholar 

  56. Nilsson U, Hecquet L, Gefflaut T, Guerard C, Schneider G (1998) FEBS Lett 424:49

    Article  CAS  Google Scholar 

  57. Hibbert EG, Senussi T, Costelloe SJ, Lei W, Smith MEB, Ward JM, Hailes HC, Dalby PA (2007) J Biotechnol 131:425

    Article  CAS  Google Scholar 

  58. Hibbert EG, Senussi T, Smith MEB, Costelloe SJ, Ward JM, Hailes HC, Dalby PA (2008) J Biotechnol 134:240

    Article  CAS  Google Scholar 

  59. Cázares A, Galman JL, Crago LG, Smith MEB, Strafford J, Ríos-Solís L, Lye GJ, Dalby PA, Hailes HC (2010) Org Biomol Chem 8:1301

    Article  Google Scholar 

  60. Strafford J, Payongsri P, Hibbert EG, Morris P, Batth SS, Steadman D, Smith MEB, Ward JM, Hailes HC, Dalby PA (2012) J Biotechnol 157:237

    Article  CAS  Google Scholar 

  61. Reetz MT, Bocola M, Carballeira JD, Zha D, Vogel A (2005) Angew Chem Int Ed 44:4192

    Article  CAS  Google Scholar 

  62. Paramesvaran J, Hibbert EG, Russell AJ, Dalby PA (2009) Protein Eng Des Sel 22:401

    Article  CAS  Google Scholar 

  63. Costelloe S, Ward J, Dalby P (2008) J Mol Evol 66:36

    Article  CAS  Google Scholar 

  64. Jochens H, Aerts D, Bornscheuer UT (2010) Protein Eng Des Sel 23:903

    Article  CAS  Google Scholar 

  65. Jochens H, Bornscheuer UT (2010) Chembiochem 11:1861

    Article  CAS  Google Scholar 

  66. Bornscheuer UT, Huisman GW, Kazlauskas RJ, Lutz S, Moore JC, Robins K (2012) Nature 485:185

    Article  CAS  Google Scholar 

  67. Galman JL, Steadman D, Bacon S, Morris P, Smith MEB, Ward JM, Dalby PA, Hailes HC (2010) Chem Commun 46:7608

    Article  CAS  Google Scholar 

  68. Payongsri P, Steadman D, Strafford J, MacMurray A, Hailes HC, Dalby PA (2012) Org Biomol Chem 10:9021

    Article  CAS  Google Scholar 

  69. Ranoux A, Karmee SK, Jin J, Bhaduri A, Caiazzo A, Arends IWCE, Hanefeld U (2012) Chembiochem 13:1921

    Article  CAS  Google Scholar 

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Acknowledgments

The authors gratefully acknowledge their colleagues Dr S. K. Karmee, Dr J. Jin and Prof. I. W. C. E. Arends as well as Prof. H. C. Hailes (UCL, London) for fruitful and valuable discussions about this work.

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  1. Delft University of Technology, Delft, Netherlands

    Adeline Ranoux & Ulf Hanefeld

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  1. Adeline Ranoux
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  2. Ulf Hanefeld
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Correspondence to Ulf Hanefeld.

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Ranoux, A., Hanefeld, U. Improving Transketolase. Top Catal 56, 750–764 (2013). https://doi.org/10.1007/s11244-013-0034-1

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