Spectroscopic and computational studies of nitrile hydratase: insights into geometric and electronic structure and the mechanism of amide synthesis

Author:

Light Kenneth M.1234,Yamanaka Yasuaki5678,Odaka Masafumi5678ORCID,Solomon Edward I.1234

Affiliation:

1. Department of Chemistry

2. Stanford University

3. Stanford

4. USA

5. Department of Biotechnology and Life Science

6. Tokyo University of Agriculture and Technology

7. Koganei

8. Japan

Abstract

In addition to its activation of coordinated nitriles, nitrile hydratase utilizes a coordinated sulfenate ligand as a well-oriented nucleophile to form a five-membered intermediate which subsequently undergoes attack by H2O to ultimately form the amide product.

Funder

National Institute of General Medical Sciences

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Reference39 articles.

1. N. D'Antona and R.Morrone, Biocatalysis: Green Transformations of Nitrile Function, in Green Chemistry for Environmental Sustainability, ed. S. Sharma and A. Mudhoo, CRC Press, Boca Raton, FL, 2011, pp. 357–415

2. Y. Ashina , M.Suto and T.Endo, Nitrile Hydratase, in Encyclopedia of Industrial Biotechnology, ed. M. C. Flickinger, John Wiley & Sons, Hoboken, NJ, 2010, vol. 6, pp. 3671–3676

3. A. Yanenko and S.Osswald, Hydrolysis of Nitriles to Amides, in Enzyme Catalysis in Organic Synthesis, ed. K. Drauz, H. Groeger and O. May, Wiley, Weinheim, Germany, 3rd edn, 2012, vol. 2, pp. 533–544

4. Biodegradation potential of the genus Rhodococcus

5. Novel non-heme iron center of nitrile hydratase with a claw setting of oxygen atoms

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