Preparation of 4-(4′-Hydroxyanilino)-5-anilinophthalimide and 4,5-Bis-(4′-hydroxyanilino)-phthalimide by Microbial Hydroxylation
Author(s) -
Stefan Weidner,
K. Goeke,
Uwe Trinks,
Peter Traxler,
Katharina Ucci-Stoll,
Oreste Ghisalba
Publication year - 1999
Publication title -
bioscience biotechnology and biochemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.509
H-Index - 116
eISSN - 1347-6947
pISSN - 0916-8451
DOI - 10.1271/bbb.63.1497
Subject(s) - biotransformation , hydroxylation , beauveria bassiana , phthalimide , chitinase , chemistry , streptomyces , biocatalysis , strain (injury) , stereochemistry , derivative (finance) , enzyme , organic chemistry , biochemistry , microbiology and biotechnology , biology , bacteria , botany , reaction mechanism , biological pest control , genetics , anatomy , catalysis , financial economics , economics
A microbial screening indicated that two fungal strains, Beauveria bassiana DSM 1344=ATCC 7159 and Cunninghamella elegans DSM 1908=ATCC 9245, as well as four bacterial strains belonging to the genus Streptomyces were able to hydroxylate 4,5-dianilinophthalimide (DAPH, CGP52411) to 4-(4'-hydroxyanilino)-5-anilinophthalimide. Cunninghamella elegans DSM 1908 turned out to be the most active biocatalyst and was also able to form the dihydroxy derivative, 4,5-bis(4'-hydroxyanilino)phthalimide. The reaction for the monohydroxylated biotransformation product was carried out on a preparative scale, and the culture conditions for the formation of 4-(4'-hydroxy- anilino)-5-anilinophthalimide with this strain were op-timized.
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