Octalactone-containing composition, fermentation process for...

C - Chemistry – Metallurgy – 12 – P

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C12P 17/02 (2006.01) C07D 307/33 (2006.01) C07D 307/46 (2006.01) C07D 309/30 (2006.01)

Patent

CA 2070697

Described is a process for the preparation of compositions of matter containing octalactones defined according to the structure: Image which includes the stereoisomers having the structures: Image -2- by means of the sequential steps of (i) fermentation of caprylic acid or the ethyl ester of caprylic acid defined according to the generic structure: Image wherein R is hydrogen or ethyl using a microorganism selected from the group consisting of: Mortierella isabellina, ATCC 44583; Mortierella isabellina, ATCC 38063; Syncephalastrum racemosum, NRRL A-5889; Mortierella isabellina, IFO 7884; Mortierella ramanniana var, angulispo_ra, IFO 8187; Mortierella isabellina, CBS 221,29; Mortierella isabellina, IFO 7873; Mortierella ramanniana var. ramanniana, CBS 112.08; Mortierella ramanniana var. ramanniana, CBS 478.63; Choanephora cucurbitarum, NRRL 2744; Mortierella isabellina, TFO 8183; Mortierella isabellina, IFO 8309; Mortierella nana, IFO 8794; Mortierella isabellina, IFO 7824; and Mortierella vinacea, IFO 6738 -3- whereby a gamma hydroxy octanoic acid defined according to the structure: Image is formed, and (ii) lactonization of the resulting gamma hydroxy octanoic acid by means of simultaneous acidification and heating according to the reaction sequence: Image

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