STEREOSPECIFIC HYDROXYLATION OF INDAN BY ESCHERICHIA-COLI CONTAINING THE CLONED TOLUENE DIOXYGENASE GENES FROM PSEUDOMONAS-PUTIDA F1

被引：39
作者：
BRAND, JM
CRUDEN, DL
ZYLSTRA, GJ
GIBSON, DT
机构：
[1] UNIV IOWA,DEPT MICROBIOL,IOWA CITY,IA 52242
[2] UNIV IOWA,CTR BIOCATALYSIS & BIOPROC,IOWA CITY,IA 52242
来源：
APPLIED AND ENVIRONMENTAL MICROBIOLOGY | 1992年 / 58卷 / 10期
关键词：
D O I：
10.1128/AEM.58.10.3407-3409.1992
中图分类号：
Q81 [生物工程学（生物技术）]; Q93 [微生物学];
学科分类号：
071005 ; 0836 ; 090102 ; 100705 ;
摘要：
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.
引用
收藏
页码：3407 / 3409
页数：3
相关论文
共 10 条
[1]   STEREOSPECIFIC BENZYLIC HYDROXYLATION OF BICYCLIC ALKENES BY PSEUDOMONAS-PUTIDA - ISOLATION OF (+)-R-1-HYDROXY-1,2-DIHYDRONAPHTHALENE, AN ARENE HYDRATE OF NAPHTHALENE FROM METABOLISM OF 1,2-DIHYDRONAPHTHALENE [J].
BOYD, DR ;
MCMORDIE, RAS ;
SHARMA, ND ;
DALTON, H ;
WILLIAMS, P ;
JENKINS, RO .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (06) :339-340
[2]  
BOYD DR, 1991, TETRAHEDRON LETT, V32, P3887
[3]  
FRANK H, 1990, CHIRALITY AND BIOLOGICAL ACTIVITY, P33
[4]  
FROHLICH O, 1989, Z NATURFORSCH C, V44, P555
[5]   FORMATION OF (+)-CIS-2,3-DIHYDROXY-1-METHYLCYCLOHEXA-4,6-DIENE FROM TOLUENE BY PSEUDOMONAS-PUTIDA [J].
GIBSON, DT ;
HENSLEY, M ;
YOSHIOKA, H ;
MABRY, TJ .
BIOCHEMISTRY, 1970, 9 (07) :1626-&
[6]   X-RAY DETERMINATION OF ABSOLUTE STEREOCHEMISTRY OF INITIAL OXIDATION-PRODUCT FORMED FROM TOLUENE BY PSEUDOMONAS-PPTIDA 39/D [J].
KOBAL, VM ;
GIBSON, DT ;
DAVIS, RE ;
GARZA, DA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (13) :4420-4421
[7]   GAS-CHROMATOGRAPHIC ENANTIOMER SEPARATION OF CHIRAL ALCOHOLS [J].
KONIG, WA ;
FRANCKE, W ;
BENECKE, I .
JOURNAL OF CHROMATOGRAPHY, 1982, 239 (APR) :227-231
[8]   AEROBIC PSEUDOMONADS - A TAXONOMIC STUDY [J].
STANIER, RY ;
PALLERON.NJ ;
DOUDOROF.M .
JOURNAL OF GENERAL MICROBIOLOGY, 1966, 43 (02) :159-+
[9]   BENZYLIC MONOOXYGENATION CATALYZED BY TOLUENE DIOXYGENASE FROM PSEUDOMONAS-PUTIDA [J].
WACKETT, LP ;
KWART, LD ;
GIBSON, DT .
BIOCHEMISTRY, 1988, 27 (04) :1360-1367
[10]  
ZYLSTRA GJ, 1989, J BIOL CHEM, V264, P14940
1