含恶臭假单胞菌F1克隆甲苯双加氧酶基因的大肠杆菌对茚满的立体特异性羟基化作用。
Stereospecific hydroxylation of indan by Escherichia coli containing the cloned toluene dioxygenase genes from Pseudomonas putida F1.
作者信息
Brand J M, Cruden D L, Zylstra G J, Gibson D T
机构信息
Department of Microbiology, University of Iowa, Iowa City 52242.
出版信息
Appl Environ Microbiol. 1992 Oct;58(10):3407-9. doi: 10.1128/aem.58.10.3407-3409.1992.
Abstract
Escherichia coli JM109(pDTG601), containing the todC1C2BA genes encoding toluene dioxygenase from Pseudomonas putida F1, oxidizes indan to (-)-(1R)-indanol (83% R) and trans-1,3-indandiol. Under similar conditions, P. putida F39/D oxidizes indan to (-)-(1R)-indanol (96% R), 1-indanone, and trans-1,3-indandiol. The differences in the enantiomeric composition of the 1-indanols formed by the two organisms are due to the presence of a 1-indanol dehydrogenase in P. putida F39/D that preferentially oxidizes (+)-(1S)-indanol.
摘要
含有编码来自恶臭假单胞菌F1甲苯双加氧酶的todC1C2BA基因的大肠杆菌JM109(pDTG601)，将茚满氧化为(-)-(1R)-茚醇(83% R)和顺式-1,3-茚二醇。在相似条件下，恶臭假单胞菌F39/D将茚满氧化为(-)-(1R)-茚醇(96% R)、1-茚酮和顺式-1,3-茚二醇。两种微生物形成的1-茚醇对映体组成的差异是由于恶臭假单胞菌F39/D中存在优先氧化(+)-(1S)-茚醇的1-茚醇脱氢酶。
相似文献
1
Stereospecific hydroxylation of indan by Escherichia coli containing the cloned toluene dioxygenase genes from Pseudomonas putida F1.含恶臭假单胞菌F1克隆甲苯双加氧酶基因的大肠杆菌对茚满的立体特异性羟基化作用。
Appl Environ Microbiol. 1992 Oct;58(10):3407-9. doi: 10.1128/aem.58.10.3407-3409.1992.
2
Desaturation, dioxygenation, and monooxygenation reactions catalyzed by naphthalene dioxygenase from Pseudomonas sp. strain 9816-4.由假单胞菌属菌株9816-4的萘双加氧酶催化的去饱和、双加氧和单加氧反应。
J Bacteriol. 1995 May;177(10):2615-21. doi: 10.1128/jb.177.10.2615-2621.1995.
3
Stereospecific oxidation of (R)- and (S)-1-indanol by naphthalene dioxygenase from Pseudomonas sp. strain NCIB 9816-4.来自假单胞菌属菌株NCIB 9816-4的萘双加氧酶对（R）-和（S）-1-茚醇的立体特异性氧化作用。
Appl Environ Microbiol. 1997 May;63(5):2067-70. doi: 10.1128/aem.63.5.2067-2070.1997.
4
Trichloroethylene degradation by Escherichia coli containing the cloned Pseudomonas putida F1 toluene dioxygenase genes.含有克隆的恶臭假单胞菌F1甲苯双加氧酶基因的大肠杆菌对三氯乙烯的降解作用
Appl Environ Microbiol. 1989 Dec;55(12):3162-6. doi: 10.1128/aem.55.12.3162-3166.1989.
5
Regiospecific and stereoselective hydroxylation of 1-indanone and 2-indanone by naphthalene dioxygenase and toluene dioxygenase.萘双加氧酶和甲苯双加氧酶对1-茚满酮和2-茚满酮的区域特异性和立体选择性羟基化作用。
Appl Environ Microbiol. 1994 Sep;60(9):3323-8. doi: 10.1128/aem.60.9.3323-3328.1994.
6
Development of a bioconversion process for production of cis-1S,2R-indandiol from indene by recombinant Escherichia coli constructs.利用重组大肠杆菌构建体从茚生产顺式-1S,2R-茚二醇的生物转化工艺的开发。
Appl Microbiol Biotechnol. 1999 May;51(5):614-20. doi: 10.1007/s002530051440.
7
Microbial conversion of indene to indandiol: a key intermediate in the synthesis of CRIXIVAN.
Metab Eng. 1999 Jan;1(1):63-74. doi: 10.1006/mben.1998.0107.
8
Desaturation and oxygenation of 1,2-dihydronaphthalene by toluene and naphthalene dioxygenase.甲苯和萘双加氧酶对1,2-二氢萘的去饱和作用及氧化作用
J Bacteriol. 1995 Oct;177(20):5799-805. doi: 10.1128/jb.177.20.5799-5805.1995.
9
10
Oxidation of 2-methoxynaphthalene by toluene, naphthalene and biphenyl dioxygenases:structure and absolute stereochemistry of metabolites.甲苯、萘和联苯双加氧酶催化2-甲氧基萘的氧化：代谢产物的结构和绝对立体化学
Bioorg Med Chem. 1994 Jul;2(7):727-34. doi: 10.1016/0968-0896(94)85024-0.
引用本文的文献
1
Aromatic hydroxylation of indan by o-xylene-degrading Rhodococcus sp. strain DK17.邻二甲苯降解菌 Rhodococcus sp. strain DK17 对茚的芳环羟化作用。
Appl Environ Microbiol. 2010 Jan;76(1):375-7. doi: 10.1128/AEM.01745-09. Epub 2009 Oct 30.
2
Metabolism of Chlorotoluenes by Burkholderia sp. Strain PS12 and Toluene Dioxygenase of Pseudomonas putida F1: Evidence for Monooxygenation by Toluene and Chlorobenzene Dioxygenases.氯代甲苯在 Burkholderia sp. PS12 中的代谢和恶臭假单胞菌 F1 的甲苯双加氧酶：甲苯和氯苯双加氧酶的单加氧酶作用的证据。
Appl Environ Microbiol. 1997 May;63(5):1974-9. doi: 10.1128/aem.63.5.1974-1979.1997.
3
Oxidation of naphthenoaromatic and methyl-substituted aromatic compounds by naphthalene 1,2-dioxygenase.萘 1,2-双加氧酶对环烷芳香族和甲基取代芳香族化合物的氧化作用。
Appl Environ Microbiol. 1996 Feb;62(2):507-14. doi: 10.1128/aem.62.2.507-514.1996.
4
Subtle difference between benzene and toluene dioxygenases of Pseudomonas putida.恶臭假单胞菌苯双加氧酶和甲苯双加氧酶之间的细微差异。
Appl Environ Microbiol. 2005 Mar;71(3):1570-80. doi: 10.1128/AEM.71.3.1570-1580.2005.
5
cis-chlorobenzene dihydrodiol dehydrogenase (TcbB) from Pseudomonas sp. strain P51, expressed in Escherichia coli DH5alpha(pTCB149), catalyzes enantioselective dehydrogenase reactions.来自假单胞菌属菌株P51的顺式氯苯二氢二醇脱氢酶（TcbB），在大肠杆菌DH5α（pTCB149）中表达，催化对映选择性脱氢反应。
Appl Environ Microbiol. 1999 Dec;65(12):5242-6. doi: 10.1128/AEM.65.12.5242-5246.1999.
6
Expression and substrate specificity of the toluene dioxygenase of Pseudomonas putida NCIMB 11767.
Appl Microbiol Biotechnol. 1996 Mar;45(1-2):56-62. doi: 10.1007/s002530050649.
7
Oxidation of 6,7-dihydro-5H-benzocycloheptene by bacterial strains expressing naphthalene dioxygenase, biphenyl dioxygenase, and toluene dioxygenase yields homochiral monol or cis-diol enantiomers as major products.表达萘双加氧酶、联苯双加氧酶和甲苯双加氧酶的细菌菌株对6,7-二氢-5H-苯并环庚烯进行氧化，产生同手性单醇或顺式二醇对映体作为主要产物。
Appl Environ Microbiol. 1996 Apr;62(4):1364-8. doi: 10.1128/aem.62.4.1364-1368.1996.
8
2,4-Dinitrotoluene dioxygenase from Burkholderia sp. strain DNT: similarity to naphthalene dioxygenase.来自伯克霍尔德氏菌属菌株DNT的2,4-二硝基甲苯双加氧酶：与萘双加氧酶的相似性。
J Bacteriol. 1996 Aug;178(16):4926-34. doi: 10.1128/jb.178.16.4926-4934.1996.
9
Cloning and characterization of styrene catabolism genes from Pseudomonas fluorescens ST.荧光假单胞菌ST中苯乙烯分解代谢基因的克隆与特性分析
Appl Environ Microbiol. 1996 Jan;62(1):121-7. doi: 10.1128/aem.62.1.121-127.1996.
10
Evidence for a novel pathway in the degradation of fluorene by Pseudomonas sp. strain F274.假单胞菌属菌株F274降解芴的新途径的证据。
Appl Environ Microbiol. 1994 Jul;60(7):2438-49. doi: 10.1128/aem.60.7.2438-2449.1994.
本文引用的文献
1
The aerobic pseudomonads: a taxonomic study.需氧假单胞菌属：一项分类学研究。
J Gen Microbiol. 1966 May;43(2):159-271. doi: 10.1099/00221287-43-2-159.
2
X-ray determination of the absolute stereochemistry of the initial oxidation product formed from toluene by Pseudomonas puida 39-D.通过恶臭假单胞菌39-D对甲苯形成的初始氧化产物的绝对立体化学的X射线测定
J Am Chem Soc. 1973 Jun 27;95(13):4420-1. doi: 10.1021/ja00794a048.
3
Formation of (+)-cis-2,3-dihydroxy-1-methylcyclohexa-4,6-diene from toluene by Pseudomonas putida.恶臭假单胞菌由甲苯形成（+）-顺式-2,3-二羟基-1-甲基环己-4,6-二烯。
Biochemistry. 1970 Mar 31;9(7):1626-30. doi: 10.1021/bi00809a023.
4
Benzylic monooxygenation catalyzed by toluene dioxygenase from Pseudomonas putida.由恶臭假单胞菌甲苯双加氧酶催化的苄基单加氧反应。
Biochemistry. 1988 Feb 23;27(4):1360-7. doi: 10.1021/bi00404a041.
Zotero 插件