Page 291 - Cascade_Biocatalysis_Integrating_Stereoselective_and_Environmentally_Friendly_Reactions
P. 291
References 267
27. Crosby, J., Moilliet, J., Parratt, J.S., D,L-phenylglycine nitrile by new bacte-
and Turner, N.J. (1994) Regioselective rial cultures. J. Mol. Catal. B: Enzym.,
hydrolysis of aromatic dinitriles using a 11, 249–253.
whole cell catalyst. J. Chem. Soc., Perkin 36. Hensel, M., Lutz-Wahl, S., and Fischer,
Trans. 1, 1679–1687. L. (2002) Stereoselective hydration of
28. Maddrell, S.J., Turner, N.J., Kerridge, (RS)-phenylglycine nitrile by new whole
A., Willetts, A.J., and Crosby, J. (1996) cell biocatalysts. Tetrahedron: Asymmetry,
Nitrile hydratase enzymes in organic 13, 2629–2633.
synthesis: enantioselective synthesis of 37. Ewert, C., Lutz-Wahl, S., and Fischer,
the lactone moiety of the mevinic acids. L. (2008) Enantioselective conversion
of α-arylnitriles by Klebsiella oxytoca.
Tetrahedron Lett., 37, 6001–6004.
Tetrahedron: Asymmetry, 19, 2573–2578.
29. Vejvoda, V., ˇ Sveda, O., Kaplan, O.,
38. Winkler, M., Mart ´ ınkov´ a, L., Knall, A.C.,
Pˇ rikrylov´ a, V., Eliˇ s´ akov´ a, V., Himl, M.,
Krahulec, S., and Klempier, N. (2005)
Kub´ aˇ c, D., Pelantov´ a, H., Kuzma, M.,
Synthesis and microbial transformation
Kˇ ren, V., and Mart ´ ınkov´ a, L. (2007)
of β-amino nitriles. Tetrahedron, 61,
Biotransformation of heterocyclic
4249–4260.
dinitriles by Rhodococcus erythropolis
39. Cantarella, L., Gallifuoco, A., Malandra,
and fungal nitrilases. Biotechnol. Lett.,
A., Mart ´ ınkov´ a, L., Pasquarelli, F., Spera,
29, 1119–1124. A., and Cantarella, M. (2010) Application
30. Yokoyama, M., Kashiwagi, M., Iwasaki, of continuous stirred membrane reactor
M., Fuhshuku, K.-I., Ohta, H., to 3-cyanopyridine bioconversion using
and Sugai, T. (2004) Realization of the nitrile hydratase-amidase cascade
the synthesis of α,α-disubstituted system of Microbacterium imperiale CBS
carbamylacetates and cyanoacetates by 498–74. Enzyme Microb. Technol., 47,
either enzymatic or chemical functional 64–70.
group transformation, depending upon 40. Cantarella, L., Gallifuoco, A., Malandra,
the substrate specificity of Rhodococcus A., Mart ´ ınkov´ a, L.,Spera,A., and
amidase. Tetrahedron: Asymmetry, 15, Cantarella, M. (2011) High-yield con-
2817–2820. tinuous production of nicotinic acid
31. Wang, M.-X., Liu, C.-S., and Li, J.-S. via nitrile hydratase–amidase cascade
(2002) Enzymatic desymmetrization of reactions using cascade CSMRs. Enzyme
3-alkyl- and 3-arylglutaronitriles, a sim- Microb. Technol., 48, 345–350.
ple and convenient approach to optically 41. Jin, L.-Q., Li, Y.-F., Liu, Z.-Q., Zheng,
Y.-G., and Shen, Y.-C. (2011) Charac-
active 4-amino-3-phenylbutanoic acids.
terization of a newly isolated strain
Tetrahedron: Asymmetry, 12, 3367–3373.
Rhodococcus erythropolis ZJB-09149 trans-
32. Gr¨ oger, H. (2003) Catalytic enantiose-
forming 2-chloro-3-cyanopyridine to
lective Strecker reactions and analogous
2-chloronicotinic acid. New Biotechnol.,
syntheses. Chem. Rev., 103, 2795–2828.
33. Wang, M.-X. and Lin, S.-J. (2001) Highly 28, 610–615.
42. D’Antona, N., Morrone, R., Nicolosi, G.,
efficient and enantioselective synthe-
and Pedotti, S. (2013) Novel enzymatic
sis of L-arylglycines and D-arylglycine recognition of the ferrocene framework:
amides from biotransformations of
nitrile hydratase/amidase catalyzed cas-
nitriles. Tetrahedron Lett., 42, 6925–6927.
cade biotransformations. RSC Adv., 3,
34. Wegman, M.A., Heinemann, U., Stolz, 11456–11458.
A., van Rantwijk, F., and Sheldon, 43. Tauber, M.M., Cavaco-Paulo, A., Robra,
R.A. (2000) Stereoretentive nitrile K.-H., and Gubitz, G.M. (2000) Nitrile
hydratase-catalysed hydration of D- hydratase and amidase from Rhodococcus
phenylglycine nitrile. Org. Process Res. rhodochrous hydrolyze acrylic fibers and
Dev., 4, 318–322. granular polyacrylonitriles. Appl. Environ.
35. Wegman, M.A., Heinemann, U., Microbiol., 66, 1634–1638.
van Rantwijk, F., Stolz, A., and 44. Mikkelsen, M.D., Hansen, C.H.,
Sheldon, R.A. (2001) Hydrolysis of Wittstock, U., and Halkier, B.A. (2000)