Nocardia globerula NHB-2 nitrilase catalysed biotransformation of 4-cyanopyridine to isonicotinic acid

AMB Express

Volumn 2, Issue 1, 2012, Pages

  Sharma, Nitya Nand ^a,b   Sharma, Monica ^a,c   Bhalla, Tek Chand ^a  

^a HIMACHAL PRADESH UNIVERSITY   (India)

^b CENTRAL POTATO RESEARCH INSTITUTE   (India)

^c DELHI TECHNOLOGICAL UNIVERSITY   (India)

Author keywords

4 Cyanopyridine; Bacterial nitrilase; Biotransformation; Fed batch; Isobutyronitrile; Isonicotinic acid; Substrate inhibition

Indexed keywords

4 CYANOPYRIDINE; ISONICOTINIC ACID; NITRILASE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BIOTRANSFORMATION; CATALYSIS; CONCENTRATION (PARAMETERS); ENZYME ACTIVITY; FED BATCH CULTURE; FUNGAL STRAIN; HYDROLYSIS; NOCARDIA; NOCARDIA GLOBERULA; NONHUMAN; PH MEASUREMENT; TEMPERATURE MEASUREMENT;

EID: 84863904766     PISSN: None     EISSN: 21910855     Source Type: Journal    
DOI: 10.1186/2191-0855-2-25     Document Type: Article

References (28)

1. Almatawah QA, Cowan DA (1999) Thermostable nitrilase catalysed production of nicotinic acid from 3-cyanopyridine. Enz Microb Technol 25:718-724
2. Arai M, Alavi YI, Mendoza J, Billker O, Sinden RE (2004) Isonicotinic acid hydrazide: an anti-tuberculosis drug inhibits malarial transmission in the mosquito gut. Exp Parasitol 106:30-6
3. Bhalla TC, Kumar H (2005) Nocardia globerula NHB-2: A versatile nitrile-degrading organism. Can J Microbiol 51:705-708
4. Brady D, Beeton A, Zeevaart J, Kgaje C, van Rantwijk F, Sheldon RA (2004) Characterization of nitrilase and nitrile hydratase biocatalytic systems. Appl Microbiol Biotechnol 64:76-85
5. Breuer M, Ditrich K, Habicher T, Hauer B, Keβeler M, Stürmer R, Zelinski T (2004) Industrial methods for the production of optically active intermediates. Angewandte Chemie International Edition 43:788-824
6. DeSantis G, Wong K, Farwell B, Chatman K, Zhu Z, Tomlinson G, Huang H, Tan X, Bibbs L, Chen P, Kretz K, Burk MJ (2003) Creation of a productive, highly enantioselective nitrilase through gene site saturation mutagenesis (GSSM). J Am Chem Soci 125:11476-11477
7. Liang L-Y, Zheng Y-G, Shen Y-C (2008) Optimization of β-alanine production from β-aminopropionitrile by resting cells of Rhodococcus sp. G20 in a bubble column reactor using response surface methodology. Proc Biochem 43:758-764
8. Liese A, Seelbach K, Wandrey C (2000) Industrial biotransformations. Weinheim, WILEYVCH, pp 317-321
9. Luo H, Fan L, Chang Y, Ma J, Yu H, Shen Z (2010) Gene cloning, overexpression, and characterization of the nitrilase from Rhodococcus rhodochrous tg1-A6 in E. coli. Appl Microbiol Biotechnol 60:393-400
10. Malandra A, Cantarella M, Kaplan O, Vejvoda V, Uhnáková B, Štěpánková B, Kubáč D, Martínková L (2009) Continuous hydrolysis of 4-cyanopyridine by nitrilases from Fusarium solani O1 and Aspergillus niger K10. Appl Microbiol Biotechnol 85:277-284
11. Mathew CD, Nagasawa T, Kobayashi M, Yamada H (1988) Nitrilase-catalyzed production of nicotinic acid from 3-cyanopyridine in Rhodococcus rhodochrous JI. Appl Microbiol Biotechnol 54:1030-1032
12. Nowill RW, Patel TJ, Beasley DL, Alvarez JA, Jackson E, Hizer TJ, Ghiviriga I, Mateer SC, Feske BD (2011) Biocatalytic strategy toward asymmetric β-hydroxy nitriles and γ-amino alcohols. Tetrahedron Lett 52:2440-2
13. Pandey AC, Durve AA, Pathak MS, Sharon M (2011) White biotech approach to synthesize mandelic acid using microbes and plants as a source of nitrilase. Asian J Exp Biol Sci 2:191-200
14. Prasad S, Misra A, Jangir VP, Awasthi A, Raj J, Bhalla TC (2007) A propionitrile-induced nitrilase of Rhodococcus sp. NDB 1165 and its application in nicotinic acid synthesis. World J Microbiol Biotechnol 23:345-353
15. Qiao QD, Yu DY, Liang HY (2000) Electrochemical synthesis of 4-picolinic acid from 4-methylpyridine. Fine Chem 17
16. Raj J, Singh N, Prasad S, Seth A, Bhalla TC (2007) Bioconversion of benzonitrile to benzoic acid using free and immobilized cells of Nocardia globerula NHB-2. Acta Microbiol Immunol Hung 54:79-88
17. Sankhian UD, Kumar H, Chand D, Kumar D, Bhalla TC (2003) Nitrile hydratase of Rhodococcus rhodochrous NHB-2: optimization of conditions for production of enzyme and conversion of acrylonitrile to acrylamide. Asian J Microbiol Biotech Env Sci 5:217-223
18. Scriven EFV, Toomey JE, Murugan R (1998) Pyridine and pyridine derivatives. In: Kroschwitz JI, Howe-Grant M (eds) Encyclopaedia of Chemical Technology, vol 20, 4th edn. John Wiley & Sons, New York, pp 1-44
19. Sharma NN, Sharma M, Kumar H, Bhalla TC (2006) Nocardia globerula NHB-2: Bench scale production of nicotinic acid. Proc Biochem 41:2078-2081
20. Sharma NN, Sharma M, Bhalla TC (2011) An improved nitrilase-mediated bioprocess for synthesis of nicotinic acid from 3-cyanopyridine with hyperinduced Nocardia globerula NHB-2. J Ind Microbiol Biotechnol 38:1235-1243
21. Sheldon RA, Arends I, Hanefeld U (2007) Green Chemistry and Catalysis. WILEY-VCH Verlag GmbH & C, KgA, Weinheim
22. Vaughan PA, Knowles CJ, Cheetham PSJ (1989) Conversion of 3-cyanopyridine to nicotinic acid by Nocardia rhodococcus LL100-21. Enz Microb Technol 11: 815-823.
23. Vejvoda V, Kaplan O, Kubáč D, Křen V, Martínková L (2006) Immobilization of fungal nitrilase and bacterial amidase-two enzymes working in accord. Biocatal Biotransform 24:414-418
24. Wang M-X (2005) Enantioselective biotransformations of nitriles in organic synthesis. Topic Catal 35:117-130
25. Wang LC, Zhao JH, Song CY, Xu HS (2006) Studies on electrosynthesis conditions of isonicotinic acid from 4-methylpyridine. J Chem Eng Technol 22:372-375
26. Wu F, Huang ZQ, Hu NY (1991) Electrochemical synthesis of 4-picolinic acid. J Guang Dong Chem Eng 4:21-24
27. Xue Y-P, Xu S-Zh, Liu Z-Q, Zheng Y-G, Shen Y-C (2011) Enantioselective biocatalytic hydrolysis of (R, S)-mandelonitrile for production of (R)-(-)-mandelic acid by a newly isolated mutant strain. J Ind Microbiol Biotechnol 38:337-345
28. Yadav GD, Joshi SS, Lathi PS (2005) Enzymatic synthesis of isoniazid in non-aqueous medium. Enzyme Microb Technol 36:217-222