Palmitic Acid → Oleic Acid

HRID 54719

Reaction equation

O=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])O)O)O)O.[CH3:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24](O)=[O:25].[CH3:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]CC(O)=[O:41].[CH3:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56]C(O)=O.CCCCCCCCCCCCCCCC(O)=[O:76].CCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCCCC(O)=O>>[CH3:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]/[CH:16]=[CH:15]\[CH2:14][CH2:13][CH2:2][CH2:3][CH2:5][CH2:7][CH2:9][C:11]([OH:12])=[O:41].[CH3:38][CH2:37][CH2:36][CH2:35][CH2:34]/[CH:33]=[CH:32]\[CH2:31]/[CH:30]=[CH:29]\[CH2:28][CH2:27][CH2:2][CH2:3][CH2:5][CH2:7][CH2:9][C:11]([OH:12])=[O:25].[CH3:56][CH2:55][CH2:54][CH2:53][CH2:52]/[CH:51]=[CH:50]\[CH2:49]/[CH:48]=[CH:47]\[CH2:46]/[CH:45]=[CH:44]\[CH2:43]/[CH:2]=[CH:3]\[CH2:5][CH2:7][CH2:9][C:11]([OH:12])=[O:76]

Participants

Reactant 8

HCID 985Palmitic Acid

HCID 3893Lauric Acid

HCID 5281Stearic Acid

HCID 10465Heptadecanoic Acid

HCID 10467Eicosanoic Acid

HCID 11005Myristic Acid

HCID 13849Pentadecanoic Acid

HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 3

HCID 444899Arachidonic AcidYield 0.7%

HCID 445639Oleic AcidYield 12.3%

HCID 5280450Linoleic AcidYield 2%

Procedure

At the end of the six-week period, the second group of 5 rats was switched to a diet of menhaden fish oil (35% of total calories), protein (about 25% of total calories) and dextrose (remainder of total calories) for two weeks with vitamins and minerals continued as before. The menhaden fish oil was found by analysis to contain the following percentages of fatty acids (total fatty acid basis): 0.2% C12:0, 10.3% C14:0, 1.1% C15:0, 20.0% C16:0, 1.2% C17:0, 3.4% C18:0, 2.1% C20:0, 14.8% C16:1, 0.3% C17:1, 12.3% C18:1, 2.6% C20:1, 0.6% C22:1, 0.2% C24:1, 1.6% C16:2, 2.0% C18:2, 3.7% C18:3, 0.5% C20:2, 0.4% C20:3, 0.7% C20:4, 9.8% C20:5, 1.8% C22:5, 6.1% C22:6 and 1.6% unknown and C19:1 alcohol, providing totals of 38.3% saturated fatty acid and 26.6% polyunsaturated fatty acid. At the end of the two-week period, the five rats of this group were sacrificed and determinations were made as described below.

Sources & evidence

ORD record: ord-bf6163deb1404b9bac3948ff97b1f44a
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05622991

Linked notes

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