Biotechnology Letters

, Volume 33, Issue 9, pp 1809–1813 | Cite as

Biosynthesis of 2-amino-2,3-dimethylbutyramide by nitrile hydratase from a newly isolated cyanide-resistant strain of Rhodococcus qingshengii

  • Zhi-Jian Lin
  • Ren-Chao Zheng
  • Yu-Guo Zheng
  • Yin-Chu Shen
Original Research Paper


Cells of a new isolate of Rhodococcus qingshengii harboring nitrile hydratase converted 2-amino-2,3-dimethylbutyronitrile into 2-amino-2,3-dimethylbutyramide (ADBA). Cells also hydrated a broad range of substrates including saturated, unsaturated and cyclic aliphatic nitriles. The microorganism tolerated KCN and ADBA up to 5 mM and 40 g/l, respectively. At 10°C, ADBA reached 33.8 g/l (yield 84.5%) which was 2.5 times that at 30°C.


2-amino-2,3-dimethylbutyramide Biotransformation Cyanide-resistant capacity Nitrile hydratase Rhodococcus qingshengii 



This work was financially supported by the Major Basic Research Development Program of China (No. 2011CB710800), Natural Sciences Foundation of Zhejiang Province (No. Z4090612) and Doctor Program for High Education of China (No. 20103317120002).

Supplementary material

10529_2011_623_MOESM1_ESM.docx (142 kb)
Supplementary material 1 (DOCX 141 kb)


  1. Alister C, Kogan M (2005) Efficacy of imidazolinone herbicides applied to imidazolinone-resistant maize and their carryover effect on rotational crops. Crop Prot 24:375–379CrossRefGoogle Scholar
  2. Avendano-Herrera R, Balboa S, Doce A, Ilardi P, Lovera P, Toranzo AE, Romalde JL (2011) Pseudo-membranes on internal organs associated with Rhodococcus qingshengii infection in Atlantic salmon (Salmo salar). Vet Microbiol 147:200–204PubMedCrossRefGoogle Scholar
  3. Brady D, Beeton A, Zeevaart J, Kgaje C, van Rantwijk F, Sheldon RA (2004) Characterisation of nitrilase and nitrile hydratase biocatalytic systems. Appl Microbiol Biotechnol 64:76–85PubMedCrossRefGoogle Scholar
  4. Brandão PFB, Verseck S, Syldatk C (2004) Bioconversion of d, l-tert-leucine nitrile to d-tert-leucine by recombinant cells expressing nitrile hydratase and d-selective amidase. Eng Life Sci 4:547–556CrossRefGoogle Scholar
  5. Fallon RD, Stieglitz B, Turner I (1997) A Pseudomonas putida capable of stereoselective hydrolysis of nitriles. Appl Microbiol Biotechnol 47:156–161CrossRefGoogle Scholar
  6. Gastrock WH, Wepplo PJ (1987) Process for the resolution of certain racemic amino nitriles. US Patent 4683324 A, 28 July 1987Google Scholar
  7. Gerasimova T, Novikov A, Osswald S, Yanenko A (2004) Screening, characterization and application of cyanide-resistant nitrile hydratases. Eng Life Sci 4:543–546CrossRefGoogle Scholar
  8. Mersinger LJ, Hann EC, Cooling FB, Gavagan JE, Ben-Bassat A, Wu SJ, Petrillo KL, Payne MS, DiCosimo R (2005) Production of acrylamide using alginate-immobilized E. coli expressing Comamonas testosteroni 5-MGAM-4D nitrile hydratase. Adv Synth Catal 347:1125–1131CrossRefGoogle Scholar
  9. Nagasawa T, Takeuchi K, Yamada H (1991) Characterization of a new cobalt-containing nitrile hydratase purified from urea-induced cells of Rhodococcus rhodochrous J1. Eur J Biochem 196:581–589PubMedCrossRefGoogle Scholar
  10. Nagasawa T, Shimizu H, Yamada H (1993) The superiority of the third-generation catalyst, Rhodococcus Rhodochrous J1 nitrile hydratase, for industrial production of acrylamide. Appl Microbiol Biotechnol 40:189–195CrossRefGoogle Scholar
  11. Stepek WJ, Nigro MM (1984) Novel process for the preparation of aminonitriles useful for the preparation of herbicides. EP Patent 0123830 A2, 07 November 1984Google Scholar
  12. van Pelt S, van Rantwijk F, Sheldon RA (2009) Synthesis of aliphatic (S)-alpha-hydroxycarboxylic amides using a one-pot bienzymatic cascade of immobilised oxynitrilase and nitrile hydratase. Adv Synth Catal 351:397–404CrossRefGoogle Scholar
  13. Wepplo P (1990) Imidazolinone herbicides: synthesis and novel chemistry. Pestic Sci 29:293–315CrossRefGoogle Scholar
  14. Xu JL, He J, Wang ZC, Wang K, Li WJ, Tang SK, Li SP (2007) Rhodococcus qingshengii sp nov., a carbendazim-degrading bacterium. Int J Syst Evol Micr 57:2754–2757CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media B.V. 2011

Authors and Affiliations

  • Zhi-Jian Lin
    • 1
  • Ren-Chao Zheng
    • 1
  • Yu-Guo Zheng
    • 1
  • Yin-Chu Shen
    • 1
  1. 1.Institute of BioengineeringZhijiang University of TechnologyHangzhouPeople’s Republic of China

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