Nitrile-converting enzymes as a tool to improve biocatalysis in organic synthesis: recent insights and promises

References

• Agerbirk N, Warwick SI, Hansen PR, Olsen CE. (2008). Sinapis phylogeny and evolution of glucosinolates and specific nitrile degrading enzymes. Phytochemistry, 69, 2937–49
   PubMed Web of Science ®Google Scholar
• Asano Y, Tani Y, Yamada H. (1980). A new enzyme ‘nitrile hydratase’ which degrades acetonitrile in combination with amidase. Agric Biol Chem, 44, 2251–52
   Web of Science ®Google Scholar
• Banerjee A, Sharma R, Banerjee UC. (2002). The nitrile-degrading enzymes: current status and future prospects. Appl Microbiol Biotechnol, 60, 33–44
   PubMed Web of Science ®Google Scholar
• Bayer S, Birkemeyer C, Ballschmiter M. (2011). A nitrilase from a metagenomic library acts regioselectively on aliphatic dinitriles. Appl Microbiol Biotechnol, 89, 91–8
   PubMed Web of Science ®Google Scholar
• Bhatia SK, Mehta PK, Bhatia RK, Bhalla TC. (2014). Optimization of arylacetonitrilase production from Alcaligenes sp. MTCC 10675 and its application in mandelic acid synthesis. Appl Microbiol Biotechnol, 98, 83–94
   PubMed Web of Science ®Google Scholar
• Bornscheuer UT, Huisman GW, Kazlauskas RJ, et al. (2012). Engineering the third wave of biocatalysis. Nature, 485, 185–94
   PubMed Web of Science ®Google Scholar
• Cantarella L, Gallifuoco A, Malandra A, et al. (2011). High-yield continuous production of nicotinic acid via nitrile hydratase-amidase cascade reactions using cascade CSMRs. Enzyme Microb Technol, 48, 345–50
   PubMed Web of Science ®Google Scholar
• Cantone S, Ferrario V, Corici L, et al. (2013). Efficient immobilisation of industrial biocatalysts: criteria and constraints for the selection of organic polymeric carriers and immobilisation methods. Chem Soc Rev, 42, 6262–76
   PubMed Web of Science ®Google Scholar
• Chen J, Huang Y-T, Deng S-G, Li J-R. (2013). Biotransformation of adiponitrile to 5-cyanovaleramide by Pseudomonas sp. SY031 resting cells. Adv Mater Res, 791–793, 204–7
   Google Scholar
• Chen J, Yu H, Liu C, et al. (2012). Improving stability of nitrile hydratase by bridging the salt-bridges in specific thermal-sensitive regions. J Biotechnol, 164, 354–62
   PubMed Web of Science ®Google Scholar
• Chen J, Zheng R-C, Zheng Y-G, Shen Y-C. (2009). Microbial transformation of nitriles to high-value acids or amides. Adv Biochem Eng Biotechnol, 113, 33–77
   PubMed Web of Science ®Google Scholar
• Cui Y, Cui W, Liu Z, et al. (2014). Improvement of stability of nitrile hydratase via protein fragment swapping. Biochem Biophys Res Commun, 450, 401–8
   PubMed Web of Science ®Google Scholar
• Davids T, Schmidt M, Böttcher D, Bornscheuer UT. (2013). Strategies for the discovery and engineering of enzymes for biocatalysis. Curr Opin Chem Biol, 17, 215–20
   PubMed Web of Science ®Google Scholar
• Denard CA, Ren H, Zhao H. (2015). Improving and repurposing biocatalysts via directed evolution. Curr Opin Chem Biol, 25, 55–64
   PubMed Web of Science ®Google Scholar
• Effenberger F, Oβwald S. (2001). Enantioselective hydrolysis of (RS)-2-fluoroarylacetonitriles using nitrilase from Arabidopsis thaliana. Tetrahedron - Asymmetr, 12, 279–85
   Web of Science ®Google Scholar
• Fang S, An X, Liu H, et al. (2015). Enzymatic degradation of aliphatic nitriles by Rhodococcus rhodochrous BX2, a versatile nitrile-degrading bacterium. Bioresource Technol, 185, 28–34
   PubMed Web of Science ®Google Scholar
• Fernandes BCM, Mateo C, Kiziak C, et al. (2006). Nitrile hydratase activity of a recombinant nitrilase. Adv Synth Catal, 348, 2597–603
   Web of Science ®Google Scholar
• Gohain MB, Talukdar S, Talukdar M, et al. (2015). Effect of physico-chemical parameters on nitrile hydrolyzing potentials of newly isolated nitrilase of Fusarium oxysporum f. sp. lycopercisi ED-3. Biotechnol Appl Biochem, 62, 226–36
   PubMed Web of Science ®Google Scholar
• Gong J-S, Li H, Zhu X-Y, et al. (2012a). Fungal His-tagged nitrilase from Gibberella intermedia: gene cloning, heterologous expression and biochemical properties. PLoS One, 7, e50622
   PubMed Web of Science ®Google Scholar
• Gong J-S, Lu Z-M, Li H, et al. (2012b). Nitrilases in nitrile biocatalysis: recent progress and forthcoming research. Microb Cell Fact, 11, 142
   PubMed Web of Science ®Google Scholar
• Gong J-S, Lu Z-M, Li H, et al. (2013). Metagenomic technology and genome mining: emerging areas for exploring novel nitrilases. Appl Microbiol Biotechnol, 97, 6603–11
   PubMed Web of Science ®Google Scholar
• Gong J-S, Lu Z-M, Shi J-S, et al. (2011). Isolation, identification, and culture optimization of a novel glycinonitrile – hydrolyzing fungus—Fusarium oxysporum H3. Appl Biochem Biotechnol, 165, 963–77
   PubMed Web of Science ®Google Scholar
• Gumataotao N, Kuhn ML, Hajnas N, Holz RC. (2013). Identification of an active site-bound nitrile hydratase intermediate through single turnover stopped-flow spectroscopy. J Biol Chem, 288, 15532–36
   PubMed Web of Science ®Google Scholar
• He Y-C, Xu J-H, Su J-H, Zhou L. (2010). Bioproduction of glycolic acid from glycolonitrile with a new bacterial isolate of Alcaligenes sp. ECU0401. Appl Biochem Biotechnol, 160, 1428–40
   PubMed Web of Science ®Google Scholar
• Hopmann KH. (2014). Full reaction mechanism of nitrile hydratase: a cyclic intermediate and an unexpected disulfide switch. Inorg Chem, 53, 2760–62
   PubMed Web of Science ®Google Scholar
• Huisman GW, Collier SJ. (2013). On the development of new biocatalytic processes for practical pharmaceutical synthesis. Curr Opin Chem Biol, 17, 284–92
   PubMed Web of Science ®Google Scholar
• Ishikawa T, Okazaki K, Kuroda H, et al. (2007). Molecular cloning of Brassica rapa nitrilases and their expression during clubroot development. Mol Plant Pathol, 8, 623–37
   PubMed Web of Science ®Google Scholar
• Jin L-Q, Liu Z-Q, Zheng Y-G, Shen Y-C. (2010). Identification and characterization of Serratia marcescens ZJB-09104, a nitrile-converting bacterium. World J Microbiol Biotechnol, 26, 817–23
   Web of Science ®Google Scholar
• Kang M-S, Han S-S, Kim M-Y, et al. (2014). High-level expression in Corynebacterium glutamicum of nitrile hydratase from Rhodococcus rhodochrous for acrylamide production. Appl Microbiol Biotechnol, 98, 4379–87
   PubMed Web of Science ®Google Scholar
• Kaplan O, Bezouška K, Malandra A, et al. (2011). Genome mining for the discovery of new nitrilases in filamentous fungi. Biotechnol Lett, 33, 309–12
   PubMed Web of Science ®Google Scholar
• Kaur G, Soni P, Tewari R, Sharma R. (2014). Isolation and characterization of a nitrile-hydrolysing bacterium Isoptericola variabilis RGT01. Indian J Microbiol, 54, 232–38
   PubMed Web of Science ®Google Scholar
• Kaushik S, Mohan U, Banerjee U. (2012). Exploring residues crucial for nitrilase function by site directed mutagenesis to gain better insight into sequence-function relationships. Int J Biochem Mol Biol, 3, 384–91
   PubMedGoogle Scholar
• Kim J-S, Tiwari M, Moon H-J, et al. (2009). Identification and characterization of a novel nitrilase from Pseudomonas fluorescens Pf-5. Appl Microbiol Biotechnol, 83, 273–83
   PubMed Web of Science ®Google Scholar
• Kiziak C, Stolz A. (2009). Identification of amino acid residues responsible for the enantioselectivity and amide formation capacity of the arylacetonitrilase from Pseudomonas fluorescens EBC191. Appl Environ Microbiol, 75(17), 5592–99
   PubMed Web of Science ®Google Scholar
• Kobayashi M, Shimizu S. (1998). Metalloenzyme nitrile hydratase: structure, regulation, and application to biotechnology. Nat Biotechnol, 16, 733–36
   PubMed Web of Science ®Google Scholar
• Kuhn ML, Martinez S, Gumataotao N, et al. (2012). The Fe-type nitrile hydratase from Comamonas testosteroni Ni1 does not require an activator accessory protein for expression in Escherichia coli. Biochem Biophys Res Commun, 424, 365–70
   PubMed Web of Science ®Google Scholar
• Kumar V, Bhalla TC. (2013). Transformation of p-hydroxybenzonitrile to p-hydroxybenzoic acid using nitrilase activity of Gordonia terrae. Biocatal Biotransfor, 31, 42–8
   Web of Science ®Google Scholar
• Li B, Su J, Tao J. (2011). Enzyme and process development for production of nicotinamide. Org Process Res Dev, 15, 291–3
   Web of Science ®Google Scholar
• Lin Z-J, Zheng R-C, Zheng Y-G, Shen Y-C. (2011). Biosynthesis of 2-amino-2,3-dimethylbutyramide by nitrile hydratase from a newly isolated cyanide-resistant strain of Rhodococcus qingshengii. Biotechnol Lett, 33, 1809–13
   PubMed Web of Science ®Google Scholar
• Liu J, Yu H, Shen Z. (2008). Insights into thermal stability of thermophilic nitrile hydratases by molecular dynamics simulation. J Mol Graph Model, 27, 529–35
   PubMed Web of Science ®Google Scholar
• Liu Y, Cui W, Fang Y, et al. (2013a). Strategy for successful expression of the Pseudomonas putida nitrile hydratase activator P14K in Escherichia coli. BMC Biotechnol, 13, 48
   PubMed Web of Science ®Google Scholar
• Liu Y, Cui W, Liu Z, et al. (2014). Enhancement of thermo-stability and product tolerance of Pseudomonas putida nitrile hydratase by fusing with self-assembling peptide. J Biosci Bioeng, 118, 249–52
   PubMed Web of Science ®Google Scholar
• Liu Y, Cui W, Xia Y, et al. (2012a). Self-subunit swapping occurs in another gene type of cobalt nitrile hydratase. PLoS One, 7, e50829
   PubMed Web of Science ®Google Scholar
• Liu Z-Q, Baker PJ, Cheng F, et al. (2013b). Screening and improving the recombinant nitrilases and application in biotransformation of iminodiacetonitrile to iminodiacetic acid. PLoS One, 8, e67197
   PubMed Web of Science ®Google Scholar
• Liu Z-Q, Dong L-Z, Cheng F, et al. (2011). Gene cloning, expression and characterization of a nitrilase from Alcaligenes faecalis ZJUTB10. J Agric Food Chem, 59, 11560–70
   PubMed Web of Science ®Google Scholar
• Liu ZQ, Zhou M, Zhang XH, et al. (2012b). Biosynthesis of iminodiacetic acid from iminodiacetonitrile by immobilized recombinant Escherichia coli harboring nitrilase. J Mol Microbiol Biotechnol, 22, 35–47
   PubMed Web of Science ®Google Scholar
• Lutz S. (2010). Reengineering enzymes. Science, 329, 285–87
   PubMed Web of Science ®Google Scholar
• Ma Y, Yu H, Pan W, et al. (2010). Identification of nitrile hydratase-producing Rhodococcus ruber TH and characterization of an amiE-negative mutant. Bioresource Technol, 101, 285–91
   PubMed Web of Science ®Google Scholar
• Martínková L, Vejvoda V, Kaplan O, et al. (2009). Fungal nitrilases as biocatalysts: recent developments. Biotechnol Adv, 27, 661–70
   PubMed Web of Science ®Google Scholar
• Martínková L, Vejvoda V, Kren V. (2008). Selection and screening for enzymes of nitrile metabolism. J Biotechnol, 133, 318–26
   PubMed Web of Science ®Google Scholar
• Martinez S, Kuhn ML, Russell JT, et al. (2014). Acrylamide production using encapsulated nitrile hydratase from Pseudonocardia thermophila in a sol–gel matrix. J Mol Catal B Enzym, 100, 19–24
   Web of Science ®Google Scholar
• Mitra S, Holz RC. (2007). Unraveling the catalytic mechanism of nitrile hydratases. J Biol Chem, 282, 7397–404
   PubMed Web of Science ®Google Scholar
• Molojwane E, Adams N, Sweetlove LJ, Ingle RA. (2015). Heterologous expression of mitochondria-targeted microbial nitrilase enzymes increases cyanide tolerance in Arabidopsis. Plant Biol, 17, 922–26
   PubMed Web of Science ®Google Scholar
• Mylerova V, Martinkova L. (2003). Synthetic applications of nitrile-converting enzymes. Curr Org Chem, 7, 1279–95
   Web of Science ®Google Scholar
• Nestl BM, Hammer SC, Nebel BA, Hauer B. (2014). New generation of biocatalysts for organic synthesis. Angew Chem Int Edit, 53, 3070–95
   PubMed Web of Science ®Google Scholar
• Oliveira J, Mizuno C, Seleghim M, et al. (2013). Biotransformation of phenylacetonitrile to 2-hydroxyphenylacetic acid by marine fungi. Mar Biotechnol, 15, 97–103
   PubMed Web of Science ®Google Scholar
• Oliveira J, Seleghim M, Porto A. (2014). Biotransformation of methylphenylacetonitriles by Brazilian marine fungal strain Aspergillus sydowii CBMAI 934: eco-friendly reactions. Mar Biotechnol, 16, 156–60
   PubMed Web of Science ®Google Scholar
• Pace HC, Brenner C. (2001). The nitrilase superfamily: classification, structure and function. Genome Biol, 2, 1–9
   Web of Science ®Google Scholar
• Pai O, Banoth L, Ghosh S, et al. (2014). Biotransformation of 3-cyanopyridine to nicotinic acid by free and immobilized cells of recombinant Escherichia coli. Process Biochem, 49, 655–59
   Web of Science ®Google Scholar
• Pawar SV, Yadav GD. (2014). Enantioselective enzymatic hydrolysis of rac-mandelonitrile to R-mandelamide by nitrile hydratase immobilized on poly(vinyl alcohol)/chitosan–glutaraldehyde support. Ind Eng Chem Res, 53(19), 7986–91
   Web of Science ®Google Scholar
• Pei X, Yang L, Xu G, et al. (2014). Discovery of a new Fe-type nitrile hydratase efficiently hydrating aliphatic and aromatic nitriles by genome mining. J Mol Catal B Enzym, 99, 26–33
   Web of Science ®Google Scholar
• Pei X, Zhang H, Meng L, et al. (2013). Efficient cloning and expression of a thermostable nitrile hydratase in Escherichia coli using an auto-induction fed-batch strategy. Process Biochem, 48, 1921–7
   Web of Science ®Google Scholar
• Petříčková A, Sosedov O, Baum S, et al. (2012a). Influence of point mutations near the active site on the catalytic properties of fungal arylacetonitrilases from Aspergillus niger and Neurospora crassa. J Mol Catal B Enzym, 77, 74–80
   Web of Science ®Google Scholar
• Petříčková A, Veselá A, Kaplan O, et al. (2012b). Purification and characterization of heterologously expressed nitrilases from filamentous fungi. Appl Microbiol Biotechnol, 93, 1553–61
   PubMed Web of Science ®Google Scholar
• Pollard DJ, Woodley JM. (2007). Biocatalysis for pharmaceutical intermediates: the future is now. Trends Biotechnol, 25, 66–73
   PubMed Web of Science ®Google Scholar
• Prasad S, Bhalla TC. (2010). Nitrile hydratases (NHases): at the interface of academia and industry. Biotechnol Adv, 28(6), 725–41
   PubMed Web of Science ®Google Scholar
• Pratush A, Seth A, Bhalla TC. (2011). Optimization of process parameters for conversion of 3-cyanpyridine to nicotinamide using resting cells of mutant 4D strain of Rhodococcus rhodochrous PA-34. Int J Bioautom, 15, 151–8
   Google Scholar
• Pratush A, Seth A, Bhalla TC. (2012). Cloning, sequencing, and expression of nitrile hydratase gene of mutant 4D strain of Rhodococcus rhodochrous PA 34 in E. coli. Appl Biochem Biotechnol, 168, 465–86
   PubMed Web of Science ®Google Scholar
• Qiu J, Su E-Z, Wang H-L, et al. (2014). Cloning, overexpression, and characterization of a high enantioselective nitrilase from Sphingomonas wittichii RW1 for asymmetric synthesis of (R)-phenylglycine. Appl Biochem Biotechnol, 173, 365–77
   PubMed Web of Science ®Google Scholar
• Raczynska JE, Vorgias CE, Antranikian G, Rypniewski W. (2011). Crystallographic analysis of a thermoactive nitrilase. J Struct Biol, 173, 294–302
   PubMed Web of Science ®Google Scholar
• Raj J, Prasad S, Sharma NN, Bhalla TC. (2010). Bioconversion of acrylonitrile to acrylamide using polyacrylamide entrapped cells of Rhodococcus rhodochrous PA-34. Folia Microbiol, 55, 442–46
   PubMed Web of Science ®Google Scholar
• Rocha-Martin J, Harrington C, Dobson ADW, Gara FO. (2014). Emerging strategies and integrated systems microbiology technologies for biodiscovery of marine bioactive compounds. Mar Drugs, 12, 3516–59
   PubMed Web of Science ®Google Scholar
• Rzeznicka K, Schätzle S, Böttcher D, et al. (2010). Cloning and functional expression of a nitrile hydratase (NHase) from Rhodococcus equi TG328-2 in Escherichia coli, its purification and biochemical characterisation. Appl Microbiol Biotechnol, 85, 1417–25
   PubMed Web of Science ®Google Scholar
• Schmid A, Dordick JS, Hauer B, et al. (2001). Industrial biocatalysis today and tomorrow. Nature, 409, 258–66
   PubMed Web of Science ®Google Scholar
• Sharma N, Sharma M, Bhalla T. (2012). Nocardia globerula NHB-2 nitrilase catalysed biotransformation of 4-cyanopyridine to isonicotinic acid. AMB Express, 2, 25
   PubMed Web of Science ®Google Scholar
• Shaw NM, Robins KT, Kiener A. (2003). Lonza: 20 years of biotransformations. Adv Synth Catal, 345, 425–35
   Web of Science ®Google Scholar
• Shen Y, Wang M, Li X, et al. (2012). Highly efficient synthesis of 5-cyanovaleramide by Rhodococcus ruber CGMCC3090 resting cells. J Chem Technol Biotechnol, 87, 1396–400
   Web of Science ®Google Scholar
• Sipos S, Jablonkai I, Egyed O, Czugler M. (2011). Preparation of 2-amino-2-C-glycosyl-acetonitriles from C-glycosyl aldehydes by Strecker reaction. Carbohyd Res, 346, 2862–71
   PubMed Web of Science ®Google Scholar
• Sosedov O, Baum S, Burger S, et al. (2010). Construction and application of variants of the Pseudomonas fluorescens EBC191 arylacetonitrilase for increased production of acids or amides. Appl Environ Microbiol, 76, 3668–74
   PubMed Web of Science ®Google Scholar
• Sosedov O, Stolz A. (2014). Random mutagenesis of the arylacetonitrilase from Pseudomonas fluorescens EBC191 and identification of variants, which form increased amounts of mandeloamide from mandelonitrile. Appl Microbiol Biotechnol, 98, 1595–607
   PubMed Web of Science ®Google Scholar
• Sosedov O, Stolz A. (2015). Improvement of the amides forming capacity of the arylacetonitrilase from Pseudomonas fluorescens EBC191 by site-directed mutagenesis. Appl Microbiol Biotechnol, 99, 2623–35
   PubMed Web of Science ®Google Scholar
• Vejvoda V, Kubác D, Davidová A, et al. (2010). Purification and characterization of nitrilase from Fusarium solani IMI196840. Process Biochem, 45, 1115–20
   Web of Science ®Google Scholar
• Velankar H, Clarke KG, Preez Rd, et al. (2010). Developments in nitrile and amide biotransformation processes. Trends Biotechnol, 28, 561–9
   PubMed Web of Science ®Google Scholar
• Veselá AB, Petříčková A, Weyrauch P, Martínková L. (2013). Heterologous expression, purification and characterization of arylacetonitrilases from Nectria haematococca and Arthroderma benhamiae. Biocatal Biotransfor, 31, 49–56
   Web of Science ®Google Scholar
• Wang H, Li G, Li M, et al. (2014). A novel nitrilase from Rhodobacter sphaeroides LHS-305: cloning, heterologous expression and biochemical characterization. World J Microbiol Biotechnol, 30, 245–52
   PubMed Web of Science ®Google Scholar
• Wang MX. (2005). Enantioselective biotransformations of nitriles in organic synthesis. Top Catal, 35, 117–30
   Web of Science ®Google Scholar
• Wang Y-J, Liu Z-Q, Zheng R-C, et al. (2012). Screening, cultivation, and biocatalytic performance of Rhodococcus boritolerans FW815 with strong 2,2-dimethylcyclopropanecarbonitrile hydratase activity. J Ind Microbiol Biotechnol, 39, 409–17
   PubMed Web of Science ®Google Scholar
• Wohlgemuth R. (2010). Biocatalysis – key to sustainable industrial chemistry. Curr Opin Biotechnol, 21, 713–24
   PubMed Web of Science ®Google Scholar
• Wu Y, Gong J-S, Lu Z-M, et al. (2013). Isolation and characterization of Gibberella intermedia CA3-1, a novel and versatile nitrilase-producing fungus. J Basic Microbiol, 53, 934–41
   PubMed Web of Science ®Google Scholar
• Xie Z, Feng J, Garcia E, et al. (2006). Cloning and optimization of a nitrilase for the synthesis of (3S)-3-cyano-5-methyl hexanoic acid. J Mol Catal B Enzym, 41, 75–80
   Web of Science ®Google Scholar
• Yamanaka Y, Hashimoto K, Ohtaki A, et al. (2010). Kinetic and structural studies on roles of the serine ligand and a strictly conserved tyrosine residue in nitrile hydratase. J Biol Inorg Chem, 15, 655–65
   PubMed Web of Science ®Google Scholar
• Yang X, Huang A, Peng J, et al. (2014). Self-assembly amphipathic peptides induce active enzyme aggregation that dramatically increases the operational stability of nitrilase. RSC Adv, 4, 60675–84
   Web of Science ®Google Scholar
• Yu H, Liu J, Shen Z. (2008). Modeling catalytic mechanism of nitrile hydratase by semi-empirical quantum mechanical calculation. J Mol Graph Model, 27, 522–28
   PubMed Web of Science ®Google Scholar
• Zhang C-S, Zhang Z-J, Li C-X, et al. (2012a). Efficient production of (R)-o-chloromandelic acid by deracemization of (R)-o-chloromandelonitrile with a new nitrilase mined from Labrenzia aggregata. Appl Microbiol Biotechnol, 95, 91–9
   PubMed Web of Science ®Google Scholar
• Zhang J-F, Liu Z-Q, Zheng Y-G, Shen Y-C. (2012b). Screening and characterization of microorganisms capable of converting iminodiacetonitrile to iminodiacetic acid. Eng Life Sci, 12, 69–78
   Web of Science ®Google Scholar
• Zhang Z-J, Pan J, Li C-X, et al. (2014). Efficient production of (R)-(-)-mandelic acid using glutaraldehyde cross-linked Escherichia coli cells expressing Alcaligenes sp. nitrilase. Bioprocess Biosyst Eng, 37, 1241–48
   PubMed Web of Science ®Google Scholar
• Zhang Z-J, Xu J-H, He Y-C, et al. (2011). Cloning and biochemical properties of a highly thermostable and enantioselective nitrilase from Alcaligenes sp. ECU0401 and its potential for (R)-(-)-mandelic acid production. Bioproc Biosyst Eng, 34, 315–22
   PubMed Web of Science ®Google Scholar
• Zhang Z-J, Xu J-H, He Y-C, et al. (2010). Efficient production of (R)-(-)-mandelic acid with highly substrate/product tolerant and enantioselective nitrilase of recombinant Alcaligenes sp. Process Biochem, 45, 887–91
   Web of Science ®Google Scholar
• Zheng R-C, Zheng Y-G, Shen Y-C. (2009). Acrylamide, microbial production by nitrile hydratase. In: Flickinger MC, ed. Encyclopedia of industrial biotechnology, 1–12. Weinheim: John Wiley & Sons, Inc
   Google Scholar
• Zhou Z-M, Hashimoto Y, Kobayashi M. (2005). Nitrile degradation by Rhodococcus: useful microbial metabolism for industrial productions. Actinomycetologica, 19, 18–26
   Google Scholar
• Zhou Z, Hashimoto Y, Cui T, et al. (2010). Unique biogenesis of high-molecular mass multimeric metalloenzyme nitrile hydratase: intermediates and a proposed mechanism for self-subunit swapping maturation. Biochemistry, 49, 9638–48
   PubMed Web of Science ®Google Scholar
• Zhu X-Y, Gong J-S, Li H, et al. (2014). Bench-scale biosynthesis of isonicotinic acid from 4-cyanopyridine by Pseudomonas putida. Chem Pap, 68, 739–44
   Web of Science ®Google Scholar
• Zhu X-Y, Gong J-S, Li H, et al. (2013). Characterization and functional cloning of an aromatic nitrilase from Pseudomonas putida CGMCC3830 with high conversion efficiency toward cyanopyridine. J Mol Catal B Enzym, 97, 175–83
   Web of Science ®Google Scholar