Nitrile hydrolases

Current Opinion in Chemical Biology - Tập 4 - Trang 95-102 - 2000
Michihiko Kobayashi1, Sakayu Shimizu1
1Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Kyoto, Japan

Tài liệu tham khảo

Conn, 1981, Biosynthesis of cyanogenic glycosides, 183 Kobayashi, 1992, Primary structure of an aliphatic nitrile-degrading enzyme, aliphatic nitrilase from Rhodococcus rhodochrous K22, and expression of its gene and identification of its active site residue, Biochemistry, 31, 9000, 10.1021/bi00152a042 Kobayashi, 1992, Enzymatic synthesis of acrylamide: a success story not yet over, Trends Biotechnol, 10, 402, 10.1016/0167-7799(92)90283-2 Yamada, 1996, Nitrile hydratase and its application to industrial production of acryamide, Biosci Biotech Biochem, 60, 1391, 10.1271/bbb.60.1391 Kobayashi, 1998, Metalloenzyme nitrile hydratase: structure, regulation, and application to biotechnology, Nat Biotechnol, 16, 733, 10.1038/nbt0898-733 Asano, 1980, A new enzyme nitrile hydratase which degrades acetonitrile in combination with amidase, Agricultural Biol Chem, 44, 2251 Kobayashi, 1997, Identification of active sites in amidase: evolutionary relationship between amide bond- and peptide bond-cleaving enzymes, Proc Natl Acad Sci USA, 94, 11986, 10.1073/pnas.94.22.11986 Kobayashi, 1994, Versatile nitrilases: nitrile-hydrolyzing enzymes, FEMS Microbiol Lett, 120, 217, 10.1111/j.1574-6968.1994.tb07036.x Komeda, 1996, Transcriptional regulation of the Rhodococcus rhodochrous J1 nitA gene encoding a nitrilase, Proc Natl Acad Sci USA, 93, 10572, 10.1073/pnas.93.20.10572 Kobayashi, 1992, Nitrilase from Rhodococcus rhodochrous J1: sequencing and over-expression of the gene and identification of an essential cysteine residue, J Biol Chem, 267, 20746, 10.1016/S0021-9258(19)36749-3 Komeda, 1996, Characterization of the gene cluster of high-molecular-mass nitrile hydratase (H-NHase) induced by its reaction product in Rhodococcus rhodochrous J1, Proc Natl Acad Sci USA, 93, 4267, 10.1073/pnas.93.9.4267 Komeda, 1996, A novel gene cluster including the Rhodococcus rhodochrous J1 nhlBA genes encoding a low molecular mass nitrile hydratase (L-NHase) induced by its reaction product, J Biol Chem, 271, 15796, 10.1074/jbc.271.26.15796 Wieser, 1998, Low-molecular-mass nitrile hydratase from Rhodococcus rhodochrous J1: purification, substrate specificity and comparison with the analogous high-molecular-mass enzyme, FEMS Microbiol Lett, 169, 17, 10.1111/j.1574-6968.1998.tb13293.x Bigey, 1999, Transcriptional analysis of the nitrile-degrading operon from Rhodococcus sp. ACV2 and high level production of recombinant amidase with an Escherichia coli–T7 expression system, J Appl Microbiol, 86, 752, 10.1046/j.1365-2672.1999.00723.x Mizunashi, 1998, Overexpression of high-molecular-mass nitrile hydratase from Rhodococcus rhodochrous J1 in recombinant Rhodococcus cells, Appl Microbiol Biotechnol, 49, 568, 10.1007/s002530051214 Endo, 1999, An enzyme controlled by light: the molecular mechanism of photoreactivity in nitrile hydratase, Trends Biotechnol, 17, 244, 10.1016/S0167-7799(99)01303-7 Bonnet, 1997, Highly efficient control of iron-containing nitrile hydratases by stoichiometric amounts of nitric oxide and light, FEBS Lett, 409, 216, 10.1016/S0014-5793(97)00511-5 Sari, 1998, Detection of a nitric oxide synthase possibly involved in the regulation of the Rhodococcus sp R312 nitrile hydratase, Biochem Biophys Res Commun, 250, 364, 10.1006/bbrc.1998.9320 Huang, 1997, Crystal structure of nitrile hydratase reveals a novel iron centre in a novel fold, Structure, 5, 691, 10.1016/S0969-2126(97)00223-2 Nagashima, 1998, Novel non-heme iron center of nitrile hydratase with a claw setting of oxygen atoms, Nat Struct Biol, 5, 347, 10.1038/nsb0598-347 Nakasako, 1999, Tertiary and quaternary structures of photoreactive Fe-type nitrile hydratase from Rhodococcus sp. N-771: roles of hydration water molecules in stabilizing the structures and the structural origin of the substrate specificity of the enzyme, Biochemistry, 38, 9887, 10.1021/bi982753s Tsujimura, 1997, Structure of the photoreactive iron center of the nitrile hydratase from Rhodococcus sp. N-771: evidence of a novel post-translational modification in the cysteine ligand, J Biol Chem, 272, 29454, 10.1074/jbc.272.47.29454 Kobayashi, 1999, Cobalt proteins, Eur J Biochem, 261, 1, 10.1046/j.1432-1327.1999.00186.x Katayama, 1998, Cloning of genes coding for the three subunits of thiocyanate hydrolase of Thiobacillus thioparus THI115 and their evolutionary relationships to nitrile hydratase, J Bacteriol, 180, 2583, 10.1128/JB.180.10.2583-2589.1998 Yokoyama, 1996, Preparation of both enantiomers of methyl 3-benzoyloxypentanoate by enzyme-catalyzed hydrolysis of corresponding racemic nitrile and amide, J Mol Catal B, 1, 135, 10.1016/1381-1177(95)00021-6 Yokoyama, 1996, Action of nitrile hydratase from Rhodococcus rhodochrous IFO15564 on derivatives of 2,5-anhydro-d-allononitrile, Biosci Biotech Biochem, 60, 1540, 10.1271/bbb.60.1540 Fallon, 1997, A Pseudomonas putida capable of stereoselective hydrolysis of nitriles, Appl Microbiol Biotechnol, 47, 156, 10.1007/s002530050905 Wu, 1997, Overproduction of stereoselective nitrile hydratase from Pseudomonas putida 5B in Escherichia coli: activity requires a novel downstream protein, Appl Microbiol Biotechnol, 48, 704, 10.1007/s002530051119 Stolz, 1998, Enantioselective nitrile hydratases and amidases from different bacterial isolates, J Mol Catal B, 5, 137, 10.1016/S1381-1177(98)00022-8 Cramp, 1999, Molecular characterization of a novel thermophilic nitrile hydratase, Biochim Biophys Acta, 1431, 249, 10.1016/S0167-4838(99)00010-2 Pereira, 1998, A novel thermostable nitrile hydratase, Extremophiles, 2, 347, 10.1007/s007920050078 Takashima, 1998, Nitrile hydratase from a thermophilic Bacillus smithii, J Industrial Microbiol Biotechnol, 20, 220, 10.1038/sj.jim.2900514 Padmakumar, 1999, Bioconversion of acrylonitrile to acrylamide using a thermostable nitrile hydratase, Appl Biochem Biotechnol, 77, 671, 10.1385/ABAB:79:1-3:671 Yamaki, 1997, Cloning and sequencing of a nitrile hydratase gene from Pseudonocardia thermophila JCM3095, J Ferment Bioeng, 5, 474, 10.1016/S0922-338X(97)83004-8 Layh, 1998, Enzymatic nitrile hydrolysis in low water systems, Biotechnol Lett, 20, 329, 10.1023/A:1005358809561 Duran, 1998, New shuttle vectors for Rhodococcus sp. R312 (formerly Brevibacterium sp. R312), a nitrile hydratase producing strain, J Basic Microbiol, 38, 101, 10.1002/(SICI)1521-4028(199805)38:2<101::AID-JOBM101>3.0.CO;2-P Finnerty, 1992, The biology and genetics of the genus Rhodococcus, Annu Rev Microbiol, 46, 193, 10.1146/annurev.mi.46.100192.001205 Kobayashi, 1997, Characterization and distribution of IS1164 that exists in the high molecular mass nitrile hydratase gene cluster of the industrial microbe Rhodococcus rhodochrous J1, Proc Jpn Acad [B], 73, 104, 10.2183/pjab.73.104 Bak, 1998, Plant Mol Biol, 36, 393, 10.1023/A:1005915507497 Kato, 1999, A new enzymatic method of nitrile synthesis by Rhodococcus sp. strain YH3-3, J Mol Catal B, 6, 249, 10.1016/S1381-1177(98)00080-0 Asano, 1998, Z-Phenylacetaldoxime degradation by a novel aldoxime dehydratase from Bacillus sp. strain OxB-1, FEMS Microbiol Lett, 158, 185, 10.1111/j.1574-6968.1998.tb12818.x Shukla, 1968, Indoleacetaldoxime hydro-lyase. 2. Purification and properties, Arch Biochem Biophys, 125, 873, 10.1016/0003-9861(68)90526-2 Kato, 1999, Nitrile hydratase involved in aldoxime metabolism from Rhodococcus sp. strain YH3-3: purification and characterization, Eur J Biochem, 263, 662, 10.1046/j.1432-1327.1999.00535.x Boucher, 1994, Dehydration of alkyl- and arylaldoximes as a new cytochrome P450-catalyzed reaction: mechanism and stereochemical characteristics, Biochemistry, 33, 7811, 10.1021/bi00191a008 Dufour, 1995, Engineering nitrile hydratase activity into a cysteine protease by a single mutation, Biochemistry, 34, 16382, 10.1021/bi00050a019 Zheng, 1997, Is strong hydrogen bonding in the transition state enough to account for the observed rate acceleration in a mutant of papain?, Proc Natl Acad Sci USA, 94, 4285, 10.1073/pnas.94.9.4285