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Volumn 11, Issue 18, 2013, Pages 2988-2996

Substrate scope and synthetic applications of the enantioselective reduction of α-alkyl-β-arylenones mediated by Old Yellow Enzymes

(7) Brenna, Elisabetta a Cosi, Sara Lucia b Ferrandi, Erica Elisa b Gatti, Francesco G a Monti, Daniela b Parmeggiani, Fabio a Sacchetti, Alessandro a

a POLITECNICO DI MILANO (Italy)

b CNR (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICALLY ACTIVE COMPOUNDS; CARBONYL FUNCTIONALITY; CHROMATOGRAPHIC PURIFICATION; COMPUTATIONAL DOCKINGS; ENANTIOSELECTIVE REDUCTION; SACCHAROMYCES SPECIES; SYNTHETIC APPLICATION; UNSATURATED KETONES;

BIOACTIVITY; CHIRALITY; CHROMATOGRAPHIC ANALYSIS; ENZYMES; KETONES;

SUBSTRATES;

KETONE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE DEHYDROGENASE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; COMPUTER SIMULATION; OXIDATION REDUCTION REACTION; STEREOISOMERISM;

COMPUTER SIMULATION; KETONES; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NADPH DEHYDROGENASE; OXIDATION-REDUCTION; STEREOISOMERISM;

SACCHAROMYCES;

EID: 84879486900 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/c3ob40076j Document Type: Article

Times cited : (34)

References (66)

1
- 0015950551
- R. G. Riley R. M. Silverstein J. C. Moser Science 1974 183 760 762
- (1974) Science , vol.183 , pp. 760-762
- Riley, R.G.¹ Silverstein, R.M.² Moser, J.C.³

2
- 0019418795
- K. Mori S. Masuda T. Suguro Tetrahedron 1981 37 1329 1340
- (1981) Tetrahedron , vol.37 , pp. 1329-1340
- Mori, K.¹ Masuda, S.² Suguro, T.³

3
- 0026052488
- K. Mori S. Harashima Tetrahedron Lett. 1991 32 5995 5998
- (1991) Tetrahedron Lett. , vol.32 , pp. 5995-5998
- Mori, K.¹ Harashima, S.²

4
- 0028904199
- S. C. Sinha E. Keinan J. Am. Chem. Soc. 1995 117 3653 3654
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 3653-3654
- Sinha, S.C.¹ Keinan, E.²

5
- 57349098769
- S.-M. Lu C. Bolm Angew. Chem., Int. Ed. 2008 47 8920 8923
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 8920-8923
- Lu, S.-M.¹ Bolm, C.²

6
- 0001302486
- H. Zimmerman Acc. Chem. Res. 1987 20 263 268
- (1987) Acc. Chem. Res. , vol.20 , pp. 263-268
- Zimmerman, H.¹

7
- 51049115331
- M. Naodovic H. Yamamoto Chem. Rev. 2008 108 3132 3148
- (2008) Chem. Rev. , vol.108 , pp. 3132-3148
- Naodovic, M.¹ Yamamoto, H.²

8
- 0037128390
- A. Job C. F. Janeck W. Bettray R. Peters D. Enders Tetrahedron 2002 58 2253 2329
- (2002) Tetrahedron , vol.58 , pp. 2253-2329
- Job, A.¹ Janeck, C.F.² Bettray, W.³ Peters, R.⁴ Enders, D.⁵

9
- 84858686230
- H. Heeres A. J. Minnaard B. Hessen H. J. Heeres Org. Process Res. Dev. 2012 16 400 408
- (2012) Org. Process Res. Dev. , vol.16 , pp. 400-408
- Heeres, H.¹ Minnaard, A.J.² Hessen, B.³ Heeres, H.J.⁴

10
- 0029129241
- Y. Kawai K. Saitou K. Hida A. Ohno Tetrahedron: Asymmetry 1995 6 2143 2144
- (1995) Tetrahedron: Asymmetry , vol.6 , pp. 2143-2144
- Kawai, Y.¹ Saitou, K.² Hida, K.³ Ohno, A.⁴

11
- 0001127129
- Y. Kawai K. Saitou K. Hida D. H. Dao A. Ohno Bull. Chem. Soc. Jpn. 1996 69 2633 2638
- (1996) Bull. Chem. Soc. Jpn. , vol.69 , pp. 2633-2638
- Kawai, Y.¹ Saitou, K.² Hida, K.³ Dao, D.H.⁴ Ohno, A.⁵

12
- 0035956409
- Y. Kawai M. Hayashi N. Tokitoh Tetrahedron: Asymmetry 2001 12 3007 3013
- (2001) Tetrahedron: Asymmetry , vol.12 , pp. 3007-3013
- Kawai, Y.¹ Hayashi, M.² Tokitoh, N.³

13
- 0001558588
- T. Sakai S. Matsumoto S. Hidaka N. Imajo S. Tsuboi M. Utaka Bull. Chem. Soc. Jpn. 1991 64 3473 3475
- (1991) Bull. Chem. Soc. Jpn. , vol.64 , pp. 3473-3475
- Sakai, T.¹ Matsumoto, S.² Hidaka, S.³ Imajo, N.⁴ Tsuboi, S.⁵ Utaka, M.⁶

14
- 0035902417
- E. P. Siqueira Filho J. A. R. Rodrigues P. J. S. Moran Tetrahedron: Asymmetry 2001 12 847 852
- (2001) Tetrahedron: Asymmetry , vol.12 , pp. 847-852
- Siqueira Filho, E.P.¹ Rodrigues, J.A.R.² Moran, P.J.S.³

15
- 33746945446
- M. Zagozda J. Plenkiewicz Tetrahedron: Asymmetry 2006 17 1958 1962
- (2006) Tetrahedron: Asymmetry , vol.17 , pp. 1958-1962
- Zagozda, M.¹ Plenkiewicz, J.²

16
- 0032472336
- C. Fuganti J. Minut G. Pedrocchi Fantoni S. Servi J. Mol. Catal. B: Enzym. 1998 4 47 52
- (1998) J. Mol. Catal. B: Enzym. , vol.4 , pp. 47-52
- Fuganti, C.¹ Minut, J.² Pedrocchi Fantoni, G.³ Servi, S.⁴

17
- 3142652572
- M. De Mancilha R. De Conti P. J. S. Moran J. A. R. Rodrigues ARKIVOC 2001 85 93
- (2001) ARKIVOC , pp. 85-93
- De Mancilha, M.¹ De Conti, R.² Moran, P.J.S.³ Rodrigues, J.A.R.⁴

18
- 79960604882
- in, ed. M. L. Passos and C. Ribeiro, CRC Press
- E. Brenna, G. Fronza, C. Fuganti, F. G. Gatti and S. Serra, in Innovation in Food Engineering-New Techniques and Products, ed., M. L. Passos, and, C. P. Ribeiro, CRC Press, 2010, pp. 81-106
- (2010) Innovation in Food Engineering-New Techniques and Products , pp. 81-106
- Brenna, E.¹ Fronza, G.² Fuganti, C.³ Gatti, F.G.⁴ Serra, S.⁵

19
- 0029879264
- G. Fronza C. Fuganti M. Mendozza R. S. Rallo G. Ottolina D. Joulain Tetrahedron 1996 52 4041 4052
- (1996) Tetrahedron , vol.52 , pp. 4041-4052
- Fronza, G.¹ Fuganti, C.² Mendozza, M.³ Rallo, R.S.⁴ Ottolina, G.⁵ Joulain, D.⁶

20
- 78149436277
- H. Toogood J. M. Gardiner N. S. Scrutton ChemCatChem 2010 2 892 914
- (2010) ChemCatChem , vol.2 , pp. 892-914
- Toogood, H.¹ Gardiner, J.M.² Scrutton, N.S.³

21
- 79960612358
- M. Hall A. S. Bommarius Chem. Rev. 2011 111 4088 4110
- (2011) Chem. Rev. , vol.111 , pp. 4088-4110
- Hall, M.¹ Bommarius, A.S.²

22
- 0025718748
- K. Saito D. J. Thiele M. Davio O. Lockridge V. Massey J. Biol. Chem. 1991 266 20720 20724
- (1991) J. Biol. Chem. , vol.266 , pp. 20720-20724
- Saito, K.¹ Thiele, D.J.² Davio, M.³ Lockridge, O.⁴ Massey, V.⁵

23
- 0027401725
- K. Stott K. Saito D. J. Thiele V. Massey J. Biol. Chem. 1993 268 6097 6106
- (1993) J. Biol. Chem. , vol.268 , pp. 6097-6106
- Stott, K.¹ Saito, K.² Thiele, D.J.³ Massey, V.⁴

24
- 0028963408
- Y. S. Niino S. Chakraborty B. J. Brown V. Massey J. Biol. Chem. 1995 270 1983 1995
- (1995) J. Biol. Chem. , vol.270 , pp. 1983-1995
- Niino, Y.S.¹ Chakraborty, S.² Brown, B.J.³ Massey, V.⁴

25
- 79960322123
- E. Brenna F. G. Gatti A. Manfredi D. Monti F. Parmeggiani Eur. J. Org. Chem. 2011 4015 4022
- (2011) Eur. J. Org. Chem. , pp. 4015-4022
- Brenna, E.¹ Gatti, F.G.² Manfredi, A.³ Monti, D.⁴ Parmeggiani, F.⁵

26
- 53849094459
- M. Hall C. Stueckler B. Hauer R. Stuermer T. Friedrich M. Breuer W. Kroutil K. Faber Eur. J. Org. Chem. 2008 1511 1516
- (2008) Eur. J. Org. Chem. , pp. 1511-1516
- Hall, M.¹ Stueckler, C.² Hauer, B.³ Stuermer, R.⁴ Friedrich, T.⁵ Breuer, M.⁶ Kroutil, W.⁷ Faber, K.⁸

27
- 33846160588
- M. A. Swiderska J. D. Stewart Org. Lett. 2006 8 6131 6133
- (2006) Org. Lett. , vol.8 , pp. 6131-6133
- Swiderska, M.A.¹ Stewart, J.D.²

28
- 82355190997
- E. Brenna F. G. Gatti D. Monti F. Parmeggiani A. Sacchetti Chem. Commun. 2012 48 79 81
- (2012) Chem. Commun. , vol.48 , pp. 79-81
- Brenna, E.¹ Gatti, F.G.² Monti, D.³ Parmeggiani, F.⁴ Sacchetti, A.⁵

29
- 34548240307
- A. Müller B. Hauer B. Rosche Biotechnol. Bioeng. 2007 98 22 29
- (2007) Biotechnol. Bioeng. , vol.98 , pp. 22-29
- Müller, A.¹ Hauer, B.² Rosche, B.³

30
- 84857533719
- E. Brenna F. G. Gatti A. Manfredi D. Monti F. Parmeggiani Org. Process Res. Dev. 2012 16 262 268
- (2012) Org. Process Res. Dev. , vol.16 , pp. 262-268
- Brenna, E.¹ Gatti, F.G.² Manfredi, A.³ Monti, D.⁴ Parmeggiani, F.⁵

31
- 33747764281
- M. A. Swiderska J. D. Stewart J. Mol. Catal. B: Enzym. 2006 42 52 54
- (2006) J. Mol. Catal. B: Enzym. , vol.42 , pp. 52-54
- Swiderska, M.A.¹ Stewart, J.D.²

32
- 78649282252
- C. K. Winkler C. Stueckler N. J. Mueller D. Pressnitz K. Faber Eur. J. Org. Chem. 2010 6354 6358
- (2010) Eur. J. Org. Chem. , pp. 6354-6358
- Winkler, C.K.¹ Stueckler, C.² Mueller, N.J.³ Pressnitz, D.⁴ Faber, K.⁵

33
- 84860310078
- E. Brenna F. G. Gatti D. Monti F. Parmeggiani A. Sacchetti ChemCatChem 2012 4 653 659
- (2012) ChemCatChem , vol.4 , pp. 653-659
- Brenna, E.¹ Gatti, F.G.² Monti, D.³ Parmeggiani, F.⁴ Sacchetti, A.⁵

34
- 77956316535
- C. Stueckler N. J. Mueller C. K. Winkler S. M. Glueck K. Gruber G. Steinkellner K. Faber Dalton Trans. 2010 39 8472 8476
- (2010) Dalton Trans. , vol.39 , pp. 8472-8476
- Stueckler, C.¹ Mueller, N.J.² Winkler, C.K.³ Glueck, S.M.⁴ Gruber, K.⁵ Steinkellner, G.⁶ Faber, K.⁷

35
- 84863891471
- G. Oberdorfer K. Gruber K. Faber M. Hall Synlett 2012 1857 1864
- (2012) Synlett , pp. 1857-1864
- Oberdorfer, G.¹ Gruber, K.² Faber, K.³ Hall, M.⁴

36
- 34250782749
- M. Hall C. Stueckler W. Kroutil P. Macheroux K. Faber Angew. Chem., Int. Ed. 2007 46 3934 3937
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 3934-3937
- Hall, M.¹ Stueckler, C.² Kroutil, W.³ Macheroux, P.⁴ Faber, K.⁵

37
- 79955920111
- C. Stueckler C. K. Winkler M. Hall B. Hauer M. Bonnekessel K. Zangger K. Faber Adv. Synth. Catal. 2011 353 1169 1173
- (2011) Adv. Synth. Catal. , vol.353 , pp. 1169-1173
- Stueckler, C.¹ Winkler, C.K.² Hall, M.³ Hauer, B.⁴ Bonnekessel, M.⁵ Zangger, K.⁶ Faber, K.⁷

38
- 84864625521
- G. Tasnádi C. K. Winkler D. Clay N. Sultana W. M. F. Fabian M. Hall K. Ditrich K. Faber Chem.-Eur. J. 2012 18 10362 10367
- (2012) Chem.-Eur. J. , vol.18 , pp. 10362-10367
- Tasnádi, G.¹ Winkler, C.K.² Clay, D.³ Sultana, N.⁴ Fabian, W.M.F.⁵ Hall, M.⁶ Ditrich, K.⁷ Faber, K.⁸

39
- 27144532037
- J. W. M. Bush D. L. Hu Annu. Rev. Fluid Mech. 2006 38 339 369
- (2006) Annu. Rev. Fluid Mech. , vol.38 , pp. 339-369
- Bush, J.W.M.¹ Hu, D.L.²

40
- 0016422674
- H. Schildknecht D. Krauß J. Connert H. Essenbreis N. Orfanides Angew. Chem., Int. Ed. Engl. 1975 14 427
- (1975) Angew. Chem., Int. Ed. Engl. , vol.14 , pp. 427
- Schildknecht, H.¹ Krauß, D.² Connert, J.³ Essenbreis, H.⁴ Orfanides, N.⁵

41
- 0008171571
- H. Schildknecht D. Berger D. Krauß J. Connert J. Gehlhaus H. Essenbreis J. Chem. Ecol. 1976 2 1 11
- (1976) J. Chem. Ecol. , vol.2 , pp. 1-11
- Schildknecht, H.¹ Berger, D.² Krauß, D.³ Connert, J.⁴ Gehlhaus, J.⁵ Essenbreis, H.⁶

42
- 33751385548
- D. Enders J. Tiebes N. De Kimpe M. Keppens C. Stevens G. Smagghe O. Betz J. Org. Chem. 1993 58 4881 4884
- (1993) J. Org. Chem. , vol.58 , pp. 4881-4884
- Enders, D.¹ Tiebes, J.² De Kimpe, N.³ Keppens, M.⁴ Stevens, C.⁵ Smagghe, G.⁶ Betz, O.⁷

43
- 46749132298
- I. Lusebrink K. Dettner A. Mosandl K. Seifert Naturwissenschaften 2008 95 751 755
- (2008) Naturwissenschaften , vol.95 , pp. 751-755
- Lusebrink, I.¹ Dettner, K.² Mosandl, A.³ Seifert, K.⁴

44
- 0000730148
- C. Stevens N. De Kimpe J. Org. Chem. 1993 58 132 134
- (1993) J. Org. Chem. , vol.58 , pp. 132-134
- Stevens, C.¹ De Kimpe, N.²

45
- 0028314897
- L. Micouin T. Varea C. Riche A. Chiaroni J.-C. Quirion H.-P. Husson Tetrahedron Lett. 1994 35 2529 2532
- (1994) Tetrahedron Lett. , vol.35 , pp. 2529-2532
- Micouin, L.¹ Varea, T.² Riche, C.³ Chiaroni, A.⁴ Quirion, J.-C.⁵ Husson, H.-P.⁶

46
- 0034678589
- E. Poupon N. Kunesch H.-P. Husson Angew. Chem., Int. Ed. 2000 39 1493 1495
- (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 1493-1495
- Poupon, E.¹ Kunesch, N.² Husson, H.-P.³

47
- 14344251791
- A. Castro-C. J. Juárez-P. D. Gnecco J. L. Terán A. Galindo S. Bernès R. G. Enríquez Tetrahedron: Asymmetry 2005 16 949 952
- (2005) Tetrahedron: Asymmetry , vol.16 , pp. 949-952
- Castro-C, A.¹ Juárez-P, J.² Gnecco, D.³ Terán, J.L.⁴ Galindo, A.⁵ Bernès, S.⁶ Enríquez, R.G.⁷

48
- 80054020882
- T. Müller K. Dettner K. Seifert Eur. J. Org. Chem. 2011 6032 6038
- (2011) Eur. J. Org. Chem. , pp. 6032-6038
- Müller, T.¹ Dettner, K.² Seifert, K.³

49
- 0019754949
- P. R. Larsen J. E. Silva M. M. Kaplan Endocr. Rev. 1981 2 87 102
- (1981) Endocr. Rev. , vol.2 , pp. 87-102
- Larsen, P.R.¹ Silva, J.E.² Kaplan, M.M.³

50
- 0025165255
- L. V. Oberkotter L. K. Racaniello Life Sci. 1990 46 1 7
- (1990) Life Sci. , vol.46 , pp. 1-7
- Oberkotter, L.V.¹ Racaniello, L.K.²

51
- 84860325027
- K. Renko C. S. Hoefig F. Hiller L. Schomburg J. Kohrle Endocrinology 2012 153 2506 2513
- (2012) Endocrinology , vol.153 , pp. 2506-2513
- Renko, K.¹ Hoefig, C.S.² Hiller, F.³ Schomburg, L.⁴ Kohrle, J.⁵

52
- 0020537049
- W. J. Cooke L. M. Cooke J. Pharmacol. Exp. Ther. 1983 225 85 93
- (1983) J. Pharmacol. Exp. Ther. , vol.225 , pp. 85-93
- Cooke, W.J.¹ Cooke, L.M.²

53
- 0020606852
- W. J. Cooke L. M. Cooke Invest. Radiol. 1983 18 285 292
- (1983) Invest. Radiol. , vol.18 , pp. 285-292
- Cooke, W.J.¹ Cooke, L.M.²

54
- 0014257635
- D. Pitré S. Boveri J. Med. Chem. 1968 11 406
- (1968) J. Med. Chem. , vol.11 , pp. 406
- Pitré, D.¹ Boveri, S.²

55
- 0026072362
- M. Colombo M. De Amici C. De Micheli D. Pitré G. Carrea S. Riva Tetrahedron: Asymmetry 1991 2 1021 1030
- (1991) Tetrahedron: Asymmetry , vol.2 , pp. 1021-1030
- Colombo, M.¹ De Amici, M.² De Micheli, C.³ Pitré, D.⁴ Carrea, G.⁵ Riva, S.⁶

56
- 33749088279
- T. R. Lewis S. Archer J. Am. Chem. Soc. 1949 71 3753 3755
- (1949) J. Am. Chem. Soc. , vol.71 , pp. 3753-3755
- Lewis, T.R.¹ Archer, S.²

57
- 2942563803
- R. E. Williams D. A. Rathborne N. S. Scrutton N. C. Bruce Appl. Environ. Microbiol. 2004 70 3566 3574
- (2004) Appl. Environ. Microbiol. , vol.70 , pp. 3566-3574
- Williams, R.E.¹ Rathborne, D.A.² Scrutton, N.S.³ Bruce, N.C.⁴

58
- 84857540559
- M. Bechtold E. Brenna C. Femmer F. G. Gatti S. Panke F. Parmeggiani A. Sacchetti Org. Process Res. Dev. 2012 16 269 276
- (2012) Org. Process Res. Dev. , vol.16 , pp. 269-276
- Bechtold, M.¹ Brenna, E.² Femmer, C.³ Gatti, F.G.⁴ Panke, S.⁵ Parmeggiani, F.⁶ Sacchetti, A.⁷

59
- 61449229355
- L. Bordoli F. Kiefer K. Arnold P. Benkert J. Battey T. Schwede Nat. Protoc. 2008 4 1 13
- (2008) Nat. Protoc. , vol.4 , pp. 1-13
- Bordoli, L.¹ Kiefer, F.² Arnold, K.³ Benkert, P.⁴ Battey, J.⁵ Schwede, T.⁶

60
- 32144432437
- K. Arnold L. Bordoli J. Kopp T. Schwede Bioinformatics 2006 22 195 201
- (2006) Bioinformatics , vol.22 , pp. 195-201
- Arnold, K.¹ Bordoli, L.² Kopp, J.³ Schwede, T.⁴

61
- 58149193233
- F. Kiefer K. Arnold M. Künzli L. Bordoli T. Schwede Nucleic Acids Res. 2009 37 D387 D392
- (2009) Nucleic Acids Res. , vol.37
- Kiefer, F.¹ Arnold, K.² Künzli, M.³ Bordoli, L.⁴ Schwede, T.⁵

62
- 0029004590
- M. C. Peitsch Bio/Technology 1995 13 658 660
- (1995) Bio/Technology , vol.13 , pp. 658-660
- Peitsch, M.C.¹

63
- 84873410197
- Schrödinger, LLC, New York, NY
- Maestro, version 9.0, Schrödinger, LLC, New York, NY, 2011
- (2011) Maestro, Version 9.0

64
- 84873404926
- Schrödinger, LLC, New York, NY
- Glide, version 5.5, Schrödinger, LLC, New York, NY, 2011
- (2011) Glide, Version 5.5

65
- 77049092824
- Wavefunction, Inc., Irvine, CA
- Spartan '08, Wavefunction, Inc., Irvine, CA
- Spartan '08

66
- 0003845223
- Schrödinger, LLC
- The PyMOL Molecular Graphic System, Schrödinger, LLC, 2010
- (2010) The PyMOL Molecular Graphic System

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