Synthetic applications of epoxide hydrolases

被引:199
作者
Archelas, A [1 ]
Furstoss, R [1 ]
机构
[1] Univ Mediterranee, UMR CNRS 6111, Fac Sci Luminy, Grp Biocatalyse & Chim Fine, F-13288 Marseille 09, France
关键词
D O I
10.1016/S1367-5931(00)00179-4
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
There have been several recent advances in the area of biocatalysed hydrolytic kinetic resolution of epoxides using 'newly discovered' enzymes (i.e. epoxide hydrolases). These biocatalysts, two of which will become commercially available in the near future, appear to be highly promising tools for fine organic synthesis, as they enable the preparation of various epoxides and/or their corresponding diols in enantiopure form.
引用
收藏
页码:112 / 119
页数:8
相关论文
共 59 条
[51]   Substrate specificity and stereospecificity of limonene-1,2-epoxide hydrolase from Rhodococcus erythropolis DCL14;: an enzyme showing sequential and enantioconvergent substrate conversion [J].
van der Werf, MJ ;
Orru, RVA ;
Overkamp, KM ;
Swarts, HJ ;
Osprian, I ;
Steinreiber, A ;
de Bont, JAM ;
Faber, K .
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 1999, 52 (03) :380-385
[52]   Cloning and characterization of an epoxide hydrolase-encoding gene from Rhodotorula glutinis [J].
Visser, H ;
Vreugdenhil, S ;
de Bont, JAM ;
Verdoes, JC .
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 2000, 53 (04) :415-419
[53]   Enantioselective hydrolysis of aryl, alicyclic and aliphatic epoxides by Rhodotorula glutinis [J].
Weijers, CAGM .
TETRAHEDRON-ASYMMETRY, 1997, 8 (04) :639-647
[54]   Regio- and enantioselective hydrolysis of phenyloxiranes catalyzed by soluble epoxide hydrolase [J].
Williamson, KC ;
Morisseau, C ;
Maxwell, JE ;
Hammock, BD .
TETRAHEDRON-ASYMMETRY, 2000, 11 (22) :4451-4462
[55]   Biochemical evidence for the involvement of tyrosine in epoxide activation during the catalytic cycle of epoxide hydrolase [J].
Yamada, T ;
Morisseau, C ;
Maxwell, JE ;
Argiriadi, MA ;
Christianson, DW ;
Hammock, BD .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2000, 275 (30) :23082-23088
[56]   MICROBIOLOGICAL TRANSFORMATIONS .19. ASYMMETRIC DIHYDROXYLATION OF THE REMOTE DOUBLE-BOND OF GERANIOL - A UNIQUE STEREOCHEMICAL CONTROL ALLOWING EASY ACCESS TO BOTH ENANTIOMERS OF GERANIOL-6,7-DIOL [J].
ZHANG, XM ;
ARCHELAS, A ;
FURSTOSS, R .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (12) :3814-3817
[57]   Epoxide hydrolase activity of Streptomyces strains [J].
Zocher, F ;
Enzelberger, MM ;
Bornscheuer, UT ;
Hauer, B ;
Wohlleben, W ;
Schmid, RD .
JOURNAL OF BIOTECHNOLOGY, 2000, 77 (2-3) :287-292
[58]   Structure of Aspergillus niger epoxide hydrolase at 1.8 Å resolution:: implications for the structure and function of the mammalian microsomal class of epoxide hydrolases [J].
Zou, JY ;
Hallberg, BM ;
Bergfors, T ;
Oesch, F ;
Arand, M ;
Mowbray, SL ;
Jones, TA .
STRUCTURE, 2000, 8 (02) :111-122
[59]  
2000, Patent No. 0001217