L-Serine → Arachidonic Acid

HRID 886678Notes

Reaction equation

HRID 886678 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.S(O)(O)(=O)=O.N1[C:26](N)=[C:25]2[C:21](N=CN2)=NC=1.N[C@H:29]([C:37](O)=O)[CH2:30][CH2:31][CH2:32]NC(=N)N.N[C@H:41]([C:46](O)=O)[CH2:42][C:43](O)=O.N[C@H:50](C(O)=O)[CH2:51]CC(O)=O.N[C@H](C(O)=[O:68])CC1N=CNC=1.N[C@H](C(O)=O)CCCCN.N[C@H](C(O)=O)CCSC.N[C@H](C(O)=O)CC1C=CC=CC=1.N[C@H](C(O)=O)CO.N[C@H](C(O)=O)CC1C=CC(O)=CC=1.N[C@H](C(O)=O)C(C)C.N[C@H](C(O)=O)[C@@H](C)O>>[C:11]([OH:12])(=[O:68])[CH2:9][CH2:7][CH2:5]/[CH:3]=[CH:2]\[CH2:21]/[CH:25]=[CH:26]\[CH2:37]/[CH:29]=[CH:30]\[CH2:31]/[CH:32]=[CH:43]\[CH2:42][CH2:41][CH2:46][CH2:50][CH3:51]

Participants

14

Reactant 13

HCID 5951L-SerineHCID 5960L-Aspartic AcidHCID 5962L-LysineHCID 6057L-TyrosineHCID 6137L-MethionineHCID 6140L-PhenylalanineHCID 6287L-ValineHCID 6288L-ThreonineHCID 33032L-Glutamic AcidHCID 118738321-30-2HCID 3037556(2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 178418600HCID 178418600, compoundHCID 178419078HCID 178419078, compound

Product 1

HCID 444899Arachidonic Acid

Procedure

These strains were each cultured at 30° C. for 1 day in the above SC-Trp,Leu,Ura liquid medium (10 ml), 1 ml of which was then cultured at 15° C. for 7 days in SG-Trp,Leu,Ura liquid medium (10 ml) containing, per liter, 6.7 g Yeast nitrogen base w/o amino acids (DIFCO), 20 g galactose and 1.3 g amino acid powder (a mixture of 1.25 g adenine sulfate, 0.6 g arginine, 3 g aspartic acid, 3 g glutamic acid, 0.6 g histidine, 0.9 g lysine, 0.6 g methionine, 1.5 g phenylalanine, 11.25 g serine, 0.9 g tyrosine, 4.5 g valine and 6 g threonine), followed by analysis of fatty acids in the cells. Tables 3 and 4 show the fatty acid rate in the cells and the fat and oil content in the cells, respectively.

Workup

  1. customcultured at 30° C.
  2. customfor 1 day
  3. additioncontaining, per liter, 6.7 g Yeast nitrogen base

Sources & evidence

ORD record
ord-42d133cd66724c6d9cc007423bcfa94c
Source dataset
uspto-grants-2012_08
Patent number
US08247209B2

Reaction notes

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