Oil comprising ethyl esters of polyunsaturated fatty acids

Patent metadata

Field	Value
Publication number	US-2020369980-A1
Application number	US-202016868324-A
Country	US
Kind code	A1
Filing date	May 6, 2020
Priority date	Jun 15, 2012
Publication date	Nov 26, 2020
Grant date	—

Abstract

The present invention relates to a process for producing ethyl esters of polyunsaturated fatty acids, comprising transesterifying triacylglycerols in extracted plant lipid.

First claim

1 - 85 . (canceled)

86 . A process for producing extracted lipid, comprising the steps of:
a) obtaining Brassica napus or Camelina sativa seed comprising extractable lipid having a total fatty acid content, the lipid comprising fatty acids esterified as triacylglycerols (TAG), the fatty acids comprising oleic acid, palmitic acid, linoleic acid (LA), γ-linolenic acid (GLA), α-linolenic acid (ALA), stearidonic acid (SDA), docosapentaenoic acid (DPA), docosahexaenoic acid (DHA), eicosapentaenoic acid (EPA) and eicosatetraenoic acid (ETA), wherein at least 70% of the DHA which is esterified in the form of TAG is esterified at the sn-1 or sn-3 position of TAG, and b)extracting lipid from the seed.

87 . The process of claim 86 , wherein EPA, DPA and DHA, and optionally arachidonic acid (ARA), are each present at a level in the total fatty acid content, each level being expressed as a percentage of the total fatty acid content, whereby the sum total of the levels of ARA, EPA, DPA and DHA in the extractable lipid is between 7% and 25% of the total fatty acid content.

88 . The process of claim 86 , wherein GLA is present in the extracted lipid at a level of less than 2% of the total fatty acid content.

89 . The process of claim 88 , wherein at least 80% of the DHA esterified in the form of TAG in the extracted lipid is at the sn-1 or sn-3 position of TAG.

90 . The process of claim 86 , wherein SDA, ETA, EPA, DPA and DHA are each present at a level in the total fatty acid content, each level being expressed as a percentage of the total fatty acid content, whereby the sum of the percentages for ETA, EPA, DPA and DHA divided by the sum of the percentages for SDA, ETA, EPA, DPA and DHA, expressed as a percentage, is at least 75%.

91 . The process of claim 90 , wherein at least 80% of the DHA esterified in the form of TAG in the extracted lipid is at the sn-1 or sn-3 position of TAG.

92 . The process of claim 86 , wherein ETA, EPA, DPA and DHA are each present at a level in the total fatty acid content, each level being expressed as a percentage of the total fatty acid content, whereby the sum of the percentages for EPA, DPA and DHA divided by the sum of the percentages for ETA, EPA, DPA and DHA, expressed as a percentage, is between 75% and 98%.

93 . The process of claim 92 , wherein at least 80% of the DHA esterified in the form of TAG in the extracted lipid is at the sn-1 or sn-3 position of TAG.

94 . The process of claim 86 , wherein DHA is present in the extracted lipid at a level of between 2.7% and 3.3% of the total fatty acid content.

95 . The process of claim 86 , wherein DHA is present in the extracted lipid at a level of between 7% and 20% of the total fatty acid content.

96 . The process of claim 86 , further comprising a step of purifying the extracted lipid.

97 . The process of claim 87 , further comprising a step of purifying the extracted lipid.

98 . The process of claim 88 , further comprising a step of purifying the extracted lipid.

99 . The process of claim 89 , further comprising a step of purifying the extracted lipid.

100 . The process of claim 86 , further comprising a step of transesterifying the extracted lipid to thereby produce fatty acid esters.

101 . The process of claim 100 , further comprising a step of fractionating the fatty acid esters.

102 . A process for producing extracted lipid, comprising the steps of:
a)obtaining Brassica napus or Camelina sativa seeds from Brassica napus or Camelina sativa plants grown in a field as a population of at least 1,000 plants, the seeds comprising extractable lipid having a total fatty acid content, the lipid comprising fatty acids esterified as triacylglycerols (TAG), the fatty acids comprising oleic acid, palmitic acid, linoleic acid (LA), γ-linolenic acid (GLA), α-linolenic acid (ALA), stearidonic acid (SDA), docosapentaenoic acid (DPA), docosahexaenoic acid (DHA), eicosapentaenoic acid (EPA) and eicosatetraenoic acid (ETA), wherein at least 70% of the DHA which is esterified in the form of TAG is esterified at the sn-1 or sn-3 position of TAG, and b)extracting lipid from the Brassica napus or Camelina sativa seeds.

103 . The process of claim 102 , wherein the process comprises, prior to step (i), a step of cultivating the at least 1000 Brassica napus or Camelina sativa plants in the field, and step (i) comprises harvesting Brassica napus or Camelina sativa seeds from the at least 1000 Brassica napus or Camelina sativa plants.

104 . Lipid extracted from Brassica napus or Camelina sativa seed by the process of claim 86 , the lipid comprising fatty acids esterified as TAG, wherein the fatty acids comprise oleic acid, palmitic acid, linoleic acid (LA), γ-linolenic acid (GLA), α-linolenic acid (ALA), stearidonic acid (SDA), docosapentaenoic acid (DPA), docosahexaenoic acid (DHA), eicosapentaenoic acid (EPA) and eicosatetraenoic acid (ETA), wherein at least 70% of the DHA in the lipid which is esterified in the form of TAG is esterified at the sn-1 or sn-3 position of TAG.

105 . A method of producing a feedstuff, the method comprising mixing the lipid of claim 104 with another food ingredient.

106 . A feedstuff, cosmetic or chemical comprising the lipid of claim 104 .

107 . A method of treating or preventing a condition which would benefit from a polyunsaturated fatty acid (PUFA), the method comprising administering to a subject the lipid of claim 104 .

Assignees

• Commw Scient Ind Res Org
• Grains Res & Dev Corp
• Nuseed Pty Ltd

Inventors

• Petrie James Robertson
• Singh Surinder Pal
• De Feyter Robert Charles

Classifications

• A01H6/20

  Brassicaceae, e.g. canola, broccoli or rucola · CPC title

• A01H1/104

  involving modified lipid metabolism, e.g. seed oil composition · CPC title

• A01H5/10

  Seeds · CPC title

• C07C57/03

  Monocarboxylic acids · CPC title

• C07C57/02

  with only carbon-to-carbon double bonds as unsaturation · CPC title