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Fermentation of long-chain compounds byTorulopsisapicola. IV. Products from esters and hydrocarbons with 14 and 15 carbon atoms and from methyl palmitoleate

 

作者: A. P. Tulloch,   J. F. T. Spencer,  

 

期刊: Canadian Journal of Chemistry  (NRC Available online 1968)
卷期: Volume 46, issue 9  

页码: 1523-1528

 

ISSN:0008-4042

 

年代: 1968

 

DOI:10.1139/v68-249

 

出版商: NRC Research Press

 

数据来源: NRC

 

摘要:

Esters and hydrocarbons, containing 14 and 15 carbon atoms, are converted to the hydroxy fatty acid portions of glycosides byTorulopsisapicolain yields of 10–20%. When C-15 compounds are fermented, almost half of the hydroxy acids which are produced are 16-hydroxy C-17 acids. The carbon chain of the substrate is first lengthened by two carbon atoms and then hydroxylated. Direct hydroxylation also occurs, to a lesser extent, giving both 14-hydroxy- and 15-hydroxypentadecanoic acids. Similar results are obtained when C-14 compounds are used. Lengthening of the chain followed by hydroxylation gives rise to hydroxy C-16 acids and direct hydroxylation produces 13-hydroxy- and 14-hydroxytetradecanoic acids. Primary and secondary C-14 and C-15 alcohols were also isolated from the products of hydrocarbon fermentation (2.5–5 % yield). Methyl palmitoleate is converted to hydroxy fatty acids in yields of 40–70%, the major component of which is 16-hydroxy-cis-9-hexadecenoic acid.

 

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