Regioselective and stereoselective biotransformations of dinitriles - A preliminary study of the action of nitrile hydratase on dinitriles

Citation
Jj. Li et al., Regioselective and stereoselective biotransformations of dinitriles - A preliminary study of the action of nitrile hydratase on dinitriles, ACT CHIM S, 59(10), 2001, pp. 1827-1830
Citations number
28
Language
CHINESE
art.tipo
Article
Categorie Soggetti
Chemistry
Journal title
ACTA CHIMICA SINICA
ISSN journal
0567-7351 → ACNP
Volume
59
Issue
10
Year of publication
2001
Pages
1827 - 1830
Database
ISI
SICI code
0567-7351(2001)59:10<1827:RASBOD>2.0.ZU;2-5
Abstract
Catalyzed by Rhodococcus sp. AJ270 whole cells, meso - dinitriles such as b oth endo - and exo bicyclo [ 2. 2. 1 ] - 5 - heptene - 2, 3 - dinitriles en d - bicyclo [ 2. 2. 2 ] - 5 - octene - 2, 3 - dinitriles were transformed i nto the corresponding dicarboxylic acids or their anhydrides whilst the rac emic trans - bicyclo [2. 2. 1 ] - 5 - heptene - 2,3 - dinitrile and trans - bicyclo [ 2. 2. 2] - 5 - octene - 2,3 - dinitrile were converted regiosele ctively and stereoselectively to give the optically active monocyano amide and acid. The pattern of the nitrile hydratase action on the dinitrile subs trates was also discussed.