Preparation of 4-(4 '-hydroxyanilino)-5-anilinophthalimide and 4,5-bis-(4 '-hydroxyanilino)-phthalimide by microbial hydroxylation

Authors
Weidner, S Goeke, K Trinks, U Traxler, P Ucci-Stoll, K Ghisalba, O
Citation
S. Weidner et al., Preparation of 4-(4 '-hydroxyanilino)-5-anilinophthalimide and 4,5-bis-(4 '-hydroxyanilino)-phthalimide by microbial hydroxylation, BIOS BIOT B, 63(8), 1999, pp. 1497-1500
Citations number
8
Categorie Soggetti
Agricultural Chemistry","Biochemistry & Biophysics
Journal title
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY
ISSN journal
09168451 → ACNP
Volume
63
Issue
8
Year of publication
1999
Pages
1497 - 1500
Database
ISI
SICI code
0916-8451(199908)63:8<1497:PO4'A4>2.0.ZU;2-H
Abstract
A microbial screening indicated that two fungal strains, Beauveria bassiana DSM 1344 = ATCC 7159 and Cunninghamella elegans DSM 1908 = ATCC 9245, as w ell as four bacterial strains belonging to the genus Streptomyces were able to hydroxylate 4,5-dianilinophthalimide (DAPH, CGP52411) to 4-(4'-hydroxya nilino)-5-anilinophthalimide. Cunninghamella elegans DSM 1908 turned out to be the most active biocatalyst and was also able to form the dihydroxy der ivative, 4,5-bis(4'-hydroxyanilino)phthalimide. The reaction for the monohy droxylated biotransformation product was carried out on a preparative scale , and the culture conditions for the formation of 4-(4'-hydroxyanilino)-5-a nilinophthalimide with this strain were optimized.