Process for producing delta-lactones from 11-hydroxy fatty acids

Details Process for producing delta-lactones from 11-hydroxy fatty acids Process for producing delta-lactones from 11-hydroxy fatty acids

1992-07-07

1993-06-01

Naff, David M.

Chemistry: molecular biology and microbiology

Micro-organism, tissue cell culture or enzyme using process...

Preparing heterocyclic carbon compound having only o, n, s,...

435126, 435171, 435135, 435146, C12P 1706

Patent

active

052159019

ABSTRACT:
The invention provides a process for producing delta-lactones useful for incorporation in flavourings and fragrances, wherein a micro-organism which is preferably acceptable for making "food grade" products and which does not metabolize delta-lactones, is cultured aerobically in a culture medium containing as the substrate, an 11-hydroxy fatty acid having an odd number .gtoreq.5 of carbon atoms between the carboxyl group and the carbon atom carrying the hydroxy group. The preferred micro-organism is a Saccharomyces cerevisiae species. The delta-hydroxy-alkanoic acid reaction product of the process is lactonized either in the fermentation broth or after separation therefrom. Especially suitable is 11-hydroxy palmitic acid. The hydroxy fatty acid may be added either pure or as the mixture obtained by hydrolysis of an ester thereof. Enzymatic hydrolysis of such ester may be done in situ in the fermentation broth.

REFERENCES:
patent: 4560656 (1985-12-01), Farbood et al.
Tressl et al., "Formation of Lactones and Terpenoids by Microorganisms", Flavor of Foods and Beverages, pp. 145-168, 1985.
Utaka et al, J. Org. Chem., 52:4363-4368 (1987).
Cardillo et al, J. Org. Chem., 54:4979-4980 (1989).
Muys et al, Nature, 194(4832):995-996 (Jun. 9, 1962).
Tehara et al, Agr. Biol. Chem., 39(1):281-282 (1975).
Roffler et al, Trends in Biotechnology, 2(5):129-136 (1984).

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