𝔖 Bobbio Scriptorium
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Studies related to biological detoxification of kraft pulp mill effluent. VII. The biotransformation of 12-chlorodehydroabietic acid with mortierella isabellina

✍ Scribed by James P. Kutney; Gary M. Hewitt; Philip J. Salisbury; Mahatam Singh; James A. Servizi; Dennis W. Martens; Robert W. Gordon


Publisher
John Wiley and Sons
Year
1983
Tongue
German
Weight
342 KB
Volume
66
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

A detailed study of the biodegradation of one of the fish‐toxic chlorinated resin acids, 12‐chlorodehydroabietic acid (3), is discussed. When 3 is exposed to the fungus Mortierella isabellina, it is converted into the monohydroxylated metabolites 2α‐hydroxy‐12‐chlorodehydroabietic acid (5) and 16‐hydroxy‐12‐chlorodehydroabietic acid (8) after short‐term (26 h) incubation, and into the 2α, 16‐dihydroxy derivatives 11 and 14 after 96 h incubation. These metabolites show low levels of toxicity to fish.


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## Abstract An improved synthesis of the isomeric 12‐ and 14‐chlorodehydroabietic acids (**3** and **2**, respectively) and 12,14‐dichlorodehydroabietic acid (**4**) is described. The monochioro isomers were conveniently separated as the imidazole derivatives, and conversion of the latter to the fr