Enzymatic transformations. Part 53: Epoxide hydrolase-catalysed resolution of key synthons for azole antifungal agents

Tetrahedron Asymmetry

Volumn 13, Issue 22, 2002, Pages 2399-2401

  Monfort, Nicolas ^a   Archelas, Alain ^a   Furstoss, Roland ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

2 (2,4 DIFLUOROPHENYL) 1 [3 [2 [4 (2,2,3,3 TETRAFLUOROPROPOXY)PHENYL]VINYL] 1,2,4 TRIAZOL 1 YL] 3 (1,2,4 TRIAZOL 1 YL) 2 PROPANOL; ANTIFUNGAL AGENT; EPOXIDE; EPOXIDE HYDROLASE; PYRROLE;

ARTICLE; ASPERGILLUS NIGER; BIOCATALYST; CATALYSIS; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOMER; HYDROLYSIS; PRIORITY JOURNAL; RACEMIC MIXTURE;

EID: 0037073334     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(02)00681-X     Document Type: Article

References (11)

1. Molina J., Brener Z., Romanha J.A., Urbina J.A. J. Antimicrob. Chemother. 46:2000;137-140.
2. Davies, E.; Mallion, K.; Pittam, J. D.; Taylor, N. World Patent WO 96/04256, 1994.
3. Cartledge J., Denning D., Dupont B., Clumek N., DeWit S., Midgley J., Hawkins D., Gazzard B. AIDS. 12:1997;411-416.
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5. Murakami, K.; Mochizuki, H. European Patent EP 0472392A2, 1992.
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8. Yasohara Y., Miyamoto K., Kizaki N., Hasegawa J., Ohashi T. Tetrahedron Lett. 42:2001;3331-3333.
9. This recombinant strain has been constructed by Professor J. Visser (Wageningen Agricultural University, Section Molecular Genetics of Industrial Microorganisms, Wageningen, 6703H, The Netherlands) by cloning the epoxide hydrolase gene from the wild strain Aspergillus niger LCP 521 into an appropriate Aspergillus host. See: Archelas, A.; Arand, M.; Baratti, J.; Furstoss, R. French Patent Application N° 9905711, 1999, and International Patent Application N° PCT/FR00/01217, 2000. The corresponding epoxide hydrolase enzyme is currently available from Fluka under the reference number 71832.
10. The enzymatic activity was calculated using styrene oxide as a reference substrate. It is expressed in μmol/min/mg of protein.
11. Moussou P., Archelas A., Baratti J., Furstoss R. Tetrahedron: Asymmetry. 9:1998;1539-1547.