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Angewandte Chemie - International Edition

Volumn 55, Issue 9, 2016, Pages 3144-3147

Catalytic Promiscuity of Transaminases: Preparation of Enantioenriched β-Fluoroamines by Formal Tandem Hydrodefluorination/Deamination

(8) Cuetos, Aníbal a García Ramos, Marina b Fischereder, Eva Maria c Díaz Rodríguez, Alba b,d Grogan, Gideon a Gotor, Vicente b Kroutil, Wolfgang c Lavandera, Iván b

a UNIVERSITY OF YORK (United Kingdom)

b UNIVERSITY OF OVIEDO (Spain)

c UNIVERSITY OF GRAZ (Austria)

d GLAXOSMITHKLINE (United Kingdom)

Author keywords

amines; biocatalysis; enzymes; fluorine; kinetic resolution

Indexed keywords

BIOCATALYSTS; CATALYSIS; ENZYMES; FLUORINE; KETONES;

ACETOPHENONES; BIOCATALYSIS; ENANTIOSELECTIVE; HYDRODEFLUORINATION; INDUSTRIAL BIOCATALYSIS; KINETIC RESOLUTION;

AMINES;

AMINOTRANSFERASE; FLUORINE;

CATALYSIS; CHEMISTRY; DEAMINATION; ESCHERICHIA COLI; GENETICS; X RAY CRYSTALLOGRAPHY;

CATALYSIS; CRYSTALLOGRAPHY, X-RAY; DEAMINATION; ESCHERICHIA COLI; FLUORINE; TRANSAMINASES;

EID: 84959549094 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201510554 Document Type: Article

Times cited : (35)

References (51)

1
- 84876562812
- 3 rd ed. (Eds.: K. Drauz, H. Gröger, O. May), Wiley-VCH, Weinheim
- U. T. Bornscheuer, R. J. Kazlauskas, in Enzyme Catalysis in Organic Synthesis, 3 rd ed., (Eds.: K. Drauz, H. Gröger, O. May,), Wiley-VCH, Weinheim, 2012, pp. 1695-1733;
- (2012) Enzyme Catalysis in Organic Synthesis , pp. 1695-1733
- Bornscheuer, U.T.¹ Kazlauskas, R.J.²

2
- 84871643051
- 7 (Eds.: E. M. Carreira, H. Yamamoto), Elsevier, Amsterdam
- R. J. Kazlauskas, U. T. Bornscheuer, in Comprehensive Chirality, Vol. 7 (Eds.:, E. M. Carreira, H. Yamamoto,), Elsevier, Amsterdam, 2012, pp. 465-480;
- (2012) Comprehensive Chirality , pp. 465-480
- Kazlauskas, R.J.¹ Bornscheuer, U.T.²

3
- 79959757238
- M. S. Humble, P. Berglund, Eur. J. Org. Chem. 2011, 3391-3401;
- (2011) Eur. J. Org. Chem. , pp. 3391-3401
- Humble, M.S.¹ Berglund, P.²

4
- 85031976229
- K. Hult, P. Berglund, Trends Biotechnol. 2007, 25, 232-238;
- (2007) Trends Biotechnol. , vol.25 , pp. 232-238
- Hult, K.¹ Berglund, P.²

5
- 16244379809
- R. J. Kazlauskas, Curr. Opin. Chem. Biol. 2005, 9, 195-201.
- (2005) Curr. Opin. Chem. Biol. , vol.9 , pp. 195-201
- Kazlauskas, R.J.¹

6
- 77958046500
- E. Busto, V. Gotor-Fernández, V. Gotor, Chem. Soc. Rev. 2010, 39, 4504-4523.
- (2010) Chem. Soc. Rev. , vol.39 , pp. 4504-4523
- Busto, E.¹ Gotor-Fernández, V.² Gotor, V.³

7
- 84872495336
- P. S. Coelho, E. M. Brustad, A. Kannan, F. H. Arnold, Science 2013, 339, 307-310;
- (2013) Science , vol.339 , pp. 307-310
- Coelho, P.S.¹ Brustad, E.M.² Kannan, A.³ Arnold, F.H.⁴

8
- 84880921220
- P. S. Coelho, Z. J. Wang, M. E. Ener, S. A. Baril, A. Kannan, F. H. Arnold, E. M. Brustad, Nat. Chem. Biol. 2013, 9, 485-487;
- (2013) Nat. Chem. Biol. , vol.9 , pp. 485-487
- Coelho, P.S.¹ Wang, Z.J.² Ener, M.E.³ Baril, S.A.⁴ Kannan, A.⁵ Arnold, F.H.⁶ Brustad, E.M.⁷

9
- 84878019416
- B.-J. Baas, E. Zandvoort, E. M. Geertsema, G. J. Poelarends, ChemBioChem 2013, 14, 917-926;
- (2013) ChemBioChem , vol.14 , pp. 917-926
- Baas, B.-J.¹ Zandvoort, E.² Geertsema, E.M.³ Poelarends, G.J.⁴

10
- 84877715887
- G.-D. Roiban, M. T. Reetz, Angew. Chem. Int. Ed. 2013, 52, 5439-5440;
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 5439-5440
- Roiban, G.-D.¹ Reetz, M.T.²

11
- 84885385748
- Angew. Chem. 2013, 125, 5549-5550;
- (2013) Angew. Chem. , vol.125 , pp. 5549-5550

12
- 84876731984
- S. C. Hammer, P.-O. Syren, M. Seitz, B. M. Nestl, B. Hauer, Curr. Opin. Chem. Biol. 2013, 17, 293-300.
- (2013) Curr. Opin. Chem. Biol. , vol.17 , pp. 293-300
- Hammer, S.C.¹ Syren, P.-O.² Seitz, M.³ Nestl, B.M.⁴ Hauer, B.⁵

13
- 84973636481
- (Eds.: K. Faber, W.-D. Fessner, N. J. Turner), Georg Thieme Verlag, Stuttgart
- R. C. Simon, E. Busto, E.-M. Fischereder, C. S. Fuchs, D. Pressnitz, N. Richter, W. Kroutil, in Science of Synthesis Biocatalysis in Organic Synthesis (Eds.:, K. Faber, W.-D. Fessner, N. J. Turner,), Georg Thieme Verlag, Stuttgart, 2015, pp. 383-420;
- (2015) Science of Synthesis Biocatalysis in Organic Synthesis , pp. 383-420
- Simon, R.C.¹ Busto, E.² Fischereder, E.-M.³ Fuchs, C.S.⁴ Pressnitz, D.⁵ Richter, N.⁶ Kroutil, W.⁷

14
- 84891779078
- R. C. Simon, N. Richter, E. Busto, W. Kroutil, ACS Catal. 2014, 4, 129-143;
- (2014) ACS Catal. , vol.4 , pp. 129-143
- Simon, R.C.¹ Richter, N.² Busto, E.³ Kroutil, W.⁴

15
- 84887120436
- 3 rd ed. (Eds.: K. Drauz, H. Gröger, O. May), Wiley-VCH, Weinheim
- M. Höhne, U. T. Bornscheuer, in Enzyme Catalysis in Organic Synthesis, 3 rd ed., (Eds.: K. Drauz, H. Gröger, O. May,), Wiley-VCH, Weinheim, 2012, pp. 779-820;
- (2012) Enzyme Catalysis in Organic Synthesis , pp. 779-820
- Höhne, M.¹ Bornscheuer, U.T.²

16
- 84863850535
- M. S. Malik, E.-S. Park, J.-S. Shin, Appl. Microbiol. Biotechnol. 2012, 94, 1163-1171;
- (2012) Appl. Microbiol. Biotechnol. , vol.94 , pp. 1163-1171
- Malik, M.S.¹ Park, E.-S.² Shin, J.-S.³

17
- 84861837623
- S. Mathew, H. Yun, ACS Catal. 2012, 2, 993-1001;
- (2012) ACS Catal. , vol.2 , pp. 993-1001
- Mathew, S.¹ Yun, H.²

18
- 77953120732
- D. Koszelewski, K. Tauber, K. Faber, W. Kroutil, Trends Biotechnol. 2010, 28, 324-332;
- (2010) Trends Biotechnol. , vol.28 , pp. 324-332
- Koszelewski, D.¹ Tauber, K.² Faber, K.³ Kroutil, W.⁴

19
- 77957988247
- H. C. Hailes, P. A. Dalby, G. J. Lye, F. Baganz, M. Micheletti, N. Szita, J. M. Ward, Curr. Org. Chem. 2010, 14, 1883-1893;
- (2010) Curr. Org. Chem. , vol.14 , pp. 1883-1893
- Hailes, H.C.¹ Dalby, P.A.² Lye, G.J.³ Baganz, F.⁴ Micheletti, M.⁵ Szita, N.⁶ Ward, J.M.⁷

20
- 70449577192
- D. Zhu, L. Hua, Biotechnol. J. 2009, 4, 1420-1431.
- (2009) Biotechnol. J. , vol.4 , pp. 1420-1431
- Zhu, D.¹ Hua, L.²

21
- 84946227043
- M. Fuchs, J. E. Farnberger, W. Kroutil, Eur. J. Org. Chem. 2015, 6965-6982;
- (2015) Eur. J. Org. Chem. , pp. 6965-6982
- Fuchs, M.¹ Farnberger, J.E.² Kroutil, W.³

22
- 84893855937
- Z. Peng, J. W. Wong, E. C. Hansen, A. L. A. Puchlopek-Dermenci, H. J. Clarke, Org. Lett. 2014, 16, 860-863;
- (2014) Org. Lett. , vol.16 , pp. 860-863
- Peng, Z.¹ Wong, J.W.² Hansen, E.C.³ Puchlopek-Dermenci, A.L.A.⁴ Clarke, H.J.⁵

23
- 77954797329
- C. K. Savile, J. M. Janey, E. C. Mundorff, J. C. Moore, S. Tam, W. R. Jarvis, J. C. Colbeck, A. Krebber, F. J. Fleitz, J. Branz, P. N. Devine, G. W. Huisman, G. J. Hughes, Science 2010, 329, 305-309.
- (2010) Science , vol.329 , pp. 305-309
- Savile, C.K.¹ Janey, J.M.² Mundorff, E.C.³ Moore, J.C.⁴ Tam, S.⁵ Jarvis, W.R.⁶ Colbeck, J.C.⁷ Krebber, A.⁸ Fleitz, F.J.⁹ Branz, J.¹⁰ Devine, P.N.¹¹ Huisman, G.W.¹² Hughes, G.J.¹³

24
- 84862644651
- P. Tufvesson, J. S. Jensen, W. Kroutil, J. M. Woodley, Biotechnol. Bioeng. 2012, 109, 2159-2162;
- (2012) Biotechnol. Bioeng. , vol.109 , pp. 2159-2162
- Tufvesson, P.¹ Jensen, J.S.² Kroutil, W.³ Woodley, J.M.⁴

25
- 0032488279
- J.-S. Shin, B.-G. Kim, Biotechnol. Bioeng. 1998, 60, 534-540.
- (1998) Biotechnol. Bioeng. , vol.60 , pp. 534-540
- Shin, J.-S.¹ Kim, B.-G.²

26
- 38149070200
- S. Purser, P. R. Moore, S. Swallow, V. Gouverneur, Chem. Soc. Rev. 2008, 37, 320-330.
- (2008) Chem. Soc. Rev. , vol.37 , pp. 320-330
- Purser, S.¹ Moore, P.R.² Swallow, S.³ Gouverneur, V.⁴

27
- 84907638396
- M. K. Whittlesey, E. Peris, ACS Catal. 2014, 4, 3152-3159.
- (2014) ACS Catal. , vol.4 , pp. 3152-3159
- Whittlesey, M.K.¹ Peris, E.²

28
- 84903720920
- T. Pozzo, M. Plaza, J. Romero-García, M. Faijes, E. N. Karlsson, A. Planas, J. Mol. Catal. B 2014, 107, 132-139;
- (2014) J. Mol. Catal. B , vol.107 , pp. 132-139
- Pozzo, T.¹ Plaza, M.² Romero-García, J.³ Faijes, M.⁴ Karlsson, E.N.⁵ Planas, A.⁶

29
- 84855778433
- D. H. Kwan, S. G. Withers, J. Carbohydr. Chem. 2011, 30, 181-205;
- (2011) J. Carbohydr. Chem. , vol.30 , pp. 181-205
- Kwan, D.H.¹ Withers, S.G.²

30
- 77955764751
- R. Kittl, S. G. Withers, Carbohydr. Res. 2010, 345, 1272-1279.
- (2010) Carbohydr. Res. , vol.345 , pp. 1272-1279
- Kittl, R.¹ Withers, S.G.²

31
- 84877266677
- M. Ahrens, G. Scholz, T. Braun, E. Kemnitz, Angew. Chem. Int. Ed. 2013, 52, 5328-5332;
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 5328-5332
- Ahrens, M.¹ Scholz, G.² Braun, T.³ Kemnitz, E.⁴

32
- 84893340043
- Angew. Chem. 2013, 125, 5436-5440;
- (2013) Angew. Chem. , vol.125 , pp. 5436-5440

33
- 50649087926
- C. Douvris, O. V. Ozerov, Science 2008, 321, 1188-1190.
- (2008) Science , vol.321 , pp. 1188-1190
- Douvris, C.¹ Ozerov, O.V.²

34
- 0024447161
- S. M. Nanavati, R. B. Silverman, J. Med. Chem. 1989, 32, 2413-2421.
- (1989) J. Med. Chem. , vol.32 , pp. 2413-2421
- Nanavati, S.M.¹ Silverman, R.B.²

35
- 34248582557
- A. Amadasi, M. Bertoldi, R. Contestabile, S. Bettati, B. Cellini, M. L. di Salvo, C. Borri-Voltattorni, F. Bossa, A. Mozzarelli, Curr. Med. Chem. 2007, 14, 1291-1324.
- (2007) Curr. Med. Chem. , vol.14 , pp. 1291-1324
- Amadasi, A.¹ Bertoldi, M.² Contestabile, R.³ Bettati, S.⁴ Cellini, B.⁵ Di Salvo, M.L.⁶ Borri-Voltattorni, C.⁷ Bossa, F.⁸ Mozzarelli, A.⁹

36
- 0019871861
- R. B. Silverman, M. A. Levy, Biochemistry 1981, 20, 1197-1203;
- (1981) Biochemistry , vol.20 , pp. 1197-1203
- Silverman, R.B.¹ Levy, M.A.²

37
- 0018889370
- R. B. Silverman, M. A. Levy, J. Org. Chem. 1980, 45, 815-818.
- (1980) J. Org. Chem. , vol.45 , pp. 815-818
- Silverman, R.B.¹ Levy, M.A.²

38
- 84864357731
- Although not widely implemented, the application of TAs to the production of fluorinated amines can be envisaged as a promising tool to gain access to these derivatives under mild reaction conditions. See:, M. D. Truppo, H. Strotmann, G. Hughes, ChemCatChem 2012, 4, 1071-1074.
- (2012) ChemCatChem , vol.4 , pp. 1071-1074
- Truppo, M.D.¹ Strotmann, H.² Hughes, G.³

39
- 0022972790
- R. B. Silverman, B. J. Invergo, Biochemistry 1986, 25, 6817-6820.
- (1986) Biochemistry , vol.25 , pp. 6817-6820
- Silverman, R.B.¹ Invergo, B.J.²

40
- 8344248823
- P. Storici, J. Qiu, T. Schirmer, R. B. Silverman, Biochemistry 2004, 43, 14057-14063.
- (2004) Biochemistry , vol.43 , pp. 14057-14063
- Storici, P.¹ Qiu, J.² Schirmer, T.³ Silverman, R.B.⁴

41
- 0035895342
- H. Mizuguchi, H. Hayashi, K. Okada, I. Miyahara, K. Hirotsu, H. Kagamiyama, Biochemistry 2001, 40, 353-360;
- (2001) Biochemistry , vol.40 , pp. 353-360
- Mizuguchi, H.¹ Hayashi, H.² Okada, K.³ Miyahara, I.⁴ Hirotsu, K.⁵ Kagamiyama, H.⁶

42
- 0029981787
- J. M. Goldberg, J. F. Kirsh, Biochemistry 1996, 35, 5280-5291.
- (1996) Biochemistry , vol.35 , pp. 5280-5291
- Goldberg, J.M.¹ Kirsh, J.F.²

43
- 34547534084
- U. Kaulmann, K. Smithies, M. E. B. Smith, H. C. Hailes, J. M. Ward, Enzyme Microb. Technol. 2007, 41, 628-637.
- (2007) Enzyme Microb. Technol. , vol.41 , pp. 628-637
- Kaulmann, U.¹ Smithies, K.² Smith, M.E.B.³ Hailes, H.C.⁴ Ward, J.M.⁵

44
- 84959458550
- (Cambrex North Brunswick Inc.), WO 2006/063336A2
- S. Pannuri, S. V. Kamat, A. R. M. Garcia, (Cambrex North Brunswick Inc.), WO 2006/063336A2, 2006.
- (2006)
- Pannuri, S.¹ Kamat, S.V.² Garcia, A.R.M.³

45
- 0345393284
- A. Iwasaki, Y. Yamada, Y. Ikenaka, J. Hasegawa, Biotechnol. Lett. 2003, 25, 1843-1846.
- (2003) Biotechnol. Lett. , vol.25 , pp. 1843-1846
- Iwasaki, A.¹ Yamada, Y.² Ikenaka, Y.³ Hasegawa, J.⁴

46
- 84875938994
- D. Pressnitz, C. S. Fuchs, J. H. Sattler, T. Knaus, P. Macheroux, F. G. Mutti, W. Kroutil, ACS Catal. 2013, 3, 555-559;
- (2013) ACS Catal. , vol.3 , pp. 555-559
- Pressnitz, D.¹ Fuchs, C.S.² Sattler, J.H.³ Knaus, T.⁴ Macheroux, P.⁵ Mutti, F.G.⁶ Kroutil, W.⁷

47
- 84871058463
- F. G. Mutti, W. Kroutil, Adv. Synth. Catal. 2012, 354, 3409-3413;
- (2012) Adv. Synth. Catal. , vol.354 , pp. 3409-3413
- Mutti, F.G.¹ Kroutil, W.²

48
- 82055177106
- F. G. Mutti, C. S. Fuchs, D. Pressnitz, J. H. Sattler, W. Kroutil, Adv. Synth. Catal. 2011, 353, 3227-3233;
- (2011) Adv. Synth. Catal. , vol.353 , pp. 3227-3233
- Mutti, F.G.¹ Fuchs, C.S.² Pressnitz, D.³ Sattler, J.H.⁴ Kroutil, W.⁵

49
- 77953119870
- D. Koszelewski, M. Goeritzer, D. Clay, B. Seisser, W. Kroutil, ChemCatChem 2010, 2, 73-77.
- (2010) ChemCatChem , vol.2 , pp. 73-77
- Koszelewski, D.¹ Goeritzer, M.² Clay, D.³ Seisser, B.⁴ Kroutil, W.⁵

50
- 84880543344
- W. Borzęcka, I. Lavandera, V. Gotor, J. Org. Chem. 2013, 78, 7312-7317;
- (2013) J. Org. Chem. , vol.78 , pp. 7312-7317
- Borzęcka, W.¹ Lavandera, I.² Gotor, V.³

51
- 76549127602
- C. Zizhan, W. Zhu, Z. Zheng, X. Zou, J. Fluorine Chem. 2010, 131, 340-344.
- (2010) J. Fluorine Chem. , vol.131 , pp. 340-344
- Zizhan, C.¹ Zhu, W.² Zheng, Z.³ Zou, X.⁴

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