US 11,856,952 B2
Microbial oil, production method for microbial oil, concentrated microbial oil, and production method for concentrated microbial oil
Hideaki Yamaguchi, Tokyo (JP); Yuhei Kosuge, Tokyo (JP); Rie Ikeda, Tokyo (JP); Nobushige Doisaki, Tokyo (JP); and Seizo Sato, Tokyo (JP)
Assigned to NIPPON SUISAN KAISHA, LTD., Tokyo (JP)
Filed by NIPPON SUISAN KAISHA, LTD., Tokyo (JP)
Filed on Apr. 14, 2022, as Appl. No. 17/720,595.
Application 17/720,595 is a division of application No. 15/101,436, granted, now 11,330,817, previously published as PCT/JP2014/082167, filed on Dec. 4, 2014.
Claims priority of application No. 2013-251401 (JP), filed on Dec. 4, 2013.
Prior Publication US 2022/0248671 A1, Aug. 11, 2022
Int. Cl. A01N 37/06 (2006.01); A61K 31/202 (2006.01); C11B 1/02 (2006.01); C11B 3/12 (2006.01); C11C 1/00 (2006.01); A61K 8/36 (2006.01); A61Q 19/00 (2006.01); A23L 33/115 (2016.01); C12N 1/28 (2006.01); C12P 7/6427 (2022.01); C12P 7/6436 (2022.01); C12P 7/6463 (2022.01); A23D 9/013 (2006.01); A23D 9/02 (2006.01); C11B 3/10 (2006.01); C11C 3/10 (2006.01); A23K 20/158 (2016.01); A61K 8/9706 (2017.01); A61K 8/9728 (2017.01); A61K 8/99 (2017.01); A61K 36/06 (2006.01)
CPC A01N 37/06 (2013.01) [A23D 9/013 (2013.01); A23D 9/02 (2013.01); A23K 20/158 (2016.05); A23L 33/115 (2016.08); A61K 8/361 (2013.01); A61K 8/9706 (2017.08); A61K 8/9728 (2017.08); A61K 8/99 (2013.01); A61K 31/202 (2013.01); A61K 36/06 (2013.01); A61Q 19/00 (2013.01); C11B 1/025 (2013.01); C11B 3/10 (2013.01); C11B 3/12 (2013.01); C11C 1/005 (2013.01); C11C 3/10 (2013.01); C12N 1/28 (2013.01); C12P 7/6427 (2013.01); C12P 7/6436 (2013.01); C12P 7/6463 (2013.01)] 20 Claims
 
1. A microbial oil comprising:
arachidonic acid (ARA) or Mead acid in a fatty acid alkyl ester form or in a free fatty acid form at a content of at least 50% by weight of the total weight of fatty acids in the microbial oil; and
one or more trans isomers of ARA or Mead acid at a total content of 0.0001% to 3.0% by weight of the total weight of fatty acids in the microbial oil,
wherein the microbial oil comprises a mixture of fatty acid alkyl esters or free fatty acids obtained by the steps of i) performing hydrolysis or alkyl esterification of a crude oil obtained from a microbial biomass from a microorganism capable of producing ARA or Mead acid to produce a hydrolyzed or esterified crude oil; and ii) purifying the hydrolyzed or esterified crude oil by rectification using a distillation column containing a structured packing, under conditions including a column bottom temperature of 160° C. to 230° C. and a minimum pressure in a distillation column of 0.1 Pa to 30 Pa,
wherein the one or more trans isomers of ARA or Mead acid are generated during the rectification step as thermally-produced fatty acids.