Recovery and purification of 10-oxo-trans-8-decenoic acid enzymatically produced using a crude homogenate of Agaricus bisporus

A two-step method was developed to recover 10-oxo-trans-8-decenoic acid (ODA) at 85% purity using GRAS solvents that may be used either at laboratory or industrial scale. ODA was recovered from an aqueous reaction broth via extraction with ethyl acetate followed by evaporation. The residue was disso...

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Bibliographic Details
Published in:Journal of food science 2005-10, Vol.70 (8), p.c490-c494
Main Authors: Morawicki, R.O, Beelman, R.B, Peterson, D
Format: Article
Language:English
Subjects:
10-oxo-trans-8-decenoic acid
acetates
Acids
Agaricus bisporus
Biological and medical sciences
Chemical reactions
crystallization
enthalpy
Enzymes
ethyl acetate
extraction
Food industries
Food science
Fundamental and applied biological sciences. Psychology
hexane
homogenization
linoleic acid
mushrooms
optimization
organic acids and salts
partition coefficient
partition coefficients
purification
recrystallization
secondary metabolites
solubility
van't Hoff equation
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Summary:A two-step method was developed to recover 10-oxo-trans-8-decenoic acid (ODA) at 85% purity using GRAS solvents that may be used either at laboratory or industrial scale. ODA was recovered from an aqueous reaction broth via extraction with ethyl acetate followed by evaporation. The residue was dissolved in hot hexane and subsequently crystallized at 5 degrees C. Optimal recovery of ODA from the reaction broth was optimized by determining the partition coefficient between phosphate buffer (range pH 2.0 to 7.5) and ethyl acetate. The intrinsic partition coefficients were 75.38 and 1.43 for the undissociated and dissociated forms, respectively. To obtain a good recovery, the optimal pH was determined to be 3.0. Purification was optimized by determining the solubility curve of ODA in hexane as a function of temperature. The solubility of ODA in hexane decreased from 0.7 mg/mL at 50 degrees C to 0.05 mg/mL at 10 degrees C. The solubility at intermediate temperatures followed a linear van't Hoff model, indicating an approximately constant enthalpy of solution. Even when the solubility of ODA in hexane is relatively low, the temperature-solubility profile was adequate to recrystallize ODA.
ISSN:0022-1147
1750-3841
DOI:10.1111/j.1365-2621.2005.tb11506.x