Microbial transformation of nitriles to high-value acids or amides.
Biotransformation of nitriles mediated by nitrile-amide converting enzymes has attracted considerable attention and developed tremendously in the recent years in China since it offers a valuable alternative to traditional chemical reaction which requires harsh conditions. As a result, an upsurge of these promising enzymes (including nitrile hydratase, nitrilase and amidase) has been taking place. This review aims at describing these enzymes in detail. A variety of microorganisms harboring nitrile-amide converting activities have been isolated and identified in China, some of which have already applied with moderate success. Currently, a wide range of high-value compounds such as aliphatic, alicyclic, aromatic and heterocyclic amides and their corresponding acids were provided by these nitrile-amide degrading organisms. Simultaneously, with the increasing demand of chiral substances, the enantioselectivity of the nitrilase superfamily is widely investigated and exploited in China, especially the bioconversion of optically active alpha-substituted phenylacetamides, acids and 2,2-dimethylcyclopropanecarboxamide and 2,2-dimethylcyclopropanecarboxylic acid by means of the catalysts exhibiting excellent stereoselectivity. Besides their synthetic value, the nitrile-amide converting enzymes also play an important role in environmental protection. In this context, cloning of the genes and expression of these enzymes are presented. In the near future in China, an increasing number of novel nitrile-amide converting organisms will be screened and their potential in the synthesis of useful acids and amides will be further exploited.
Chen
Jing
J
Institute of Bioengineering, Zhejiang University of Technology, Hangzhou, 310014, People's Republic of China.
Zheng
Ren-Chao
RC
Zheng
Yu-Guo
YG
Shen
Yin-Chu
YC
D000577:Amides / Q000378:metabolism*; D000581:Amidohydrolases / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D000619:Aminohydrolases / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D055162:Biocatalysis; D001673:Biodegradation, Environmental; D001711:Biotransformation; D002264:Carboxylic Acids / Q000378:metabolism*; D006836:Hydro-Lyases / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D009570:Nitriles / Q000378:metabolism*; D011549:Pseudomonas / Q000737:chemistry / Q000201:enzymology; D012240:Rhodococcus / Q000737:chemistry / Q000201:enzymology; D013237:Stereoisomerism; D013696:Temperature
D000577:Amides; D002264:Carboxylic Acids; D009570:Nitriles; D000581:Amidohydrolases; C019665:amidase; D000619:Aminohydrolases; C021867:nitrilase; D006836:Hydro-Lyases; C048831:nitrile hydratase