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J Bacteriol. 1970 August; 103(2): 426-434
Copyright © 1970 American Society for Microbiology. All Rights Reserved.

Oxidation of n-Tetradecane and 1-Tetradecene by Fungi

J. E. Allen and A. J. Markovetz

Department of Microbiology, University of Iowa, Iowa City, Iowa 52240

ABSTRACT

Cunninghamella blakesleeana (minus strain) and a Penicillium species were grown in a mineral-salts medium containing either n-tetradecane or 1-tetradecene as substrate, and ether extracts of the mycelial mats were analyzed for oxidation products. Extracts from Cunninghamella revealed tetradecanoic acid and 13-tetradecenoic acid from the oxidation of n-tetradecane and 1-tetradecene, respectively, thereby indicating that these hydrocarbons were subject to methyl group oxidation. In contrast to Cunninghamella, the Penicillium oxidized the two substrates by subterminal attacks on methylene rather than methyl groups. This was evidenced by tentative identifications of the following alcohols and ketones from oxidation of the hydrocarbons: tetradecan-2-ol, dodecan-1-ol, tetradecan-2-one, and tetradecan-4-one from n-tetradecane, and tetradecen-4-ol, 13-tetradecen-4-ol, tetradecen-3-ol, 13-tetradecen-4-one, and tetradecen-3-one from 1-tetradecene. A pathway for hydrocarbon oxidation is proposed for subterminal oxidation at the methylene alpha to the methyl group.


J Bacteriol. 1970 August; 103(2): 426-434
Copyright © 1970 American Society for Microbiology. All Rights Reserved.







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