Citric Acid → Nalidixic Acid

HRID 2367917Notes

Reaction equation

HRID 2367917 reaction equation
CC1(C)S[C@@H]2[C@H:7]([NH:10][C:11]([C@H:13](N)[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=O)[C:8](=O)N2[C@H]1C(O)=O.P([O-])([O-])(O)=O.[K+].[K+].P([O-])(O)(O)=O.[K+].S([O-])([O-])(=O)=O.[NH4+].[NH4+].C(O)(=O)CC(CC(O)=O)([C:49]([OH:51])=[O:50])O.O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.CC1[N+:75](CC2C=NC(C)=NC=2N)=[CH:74]SC=1CCO.Cl.[Cl-].O.O.O.O.O.O.O.S([O-])([O-])(=O)=[O:98].[Mg+2].N1CCC[C@H]1C(O)=O.[OH-].[Na+].N[C@H](C(O)=O)CCC(=O)N.N[C@H](C(O)=O)CCC(O)=O>O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Fe+2]>[CH3:8][CH2:7][N:10]1[C:74]2[N:75]=[C:18]([CH3:19])[CH:17]=[CH:16][C:15]=2[C:14](=[O:98])[C:13]([C:49]([OH:51])=[O:50])=[CH:11]1

Participants

14

Reactant 12

HCID 311Citric AcidHCID 5961L-Glutamine2×HCID 6202Thiamine Hydrochloride2×HCID 6249Ampicillin2×HCID 14798Sodium HydroxideHCID 24450Potassium Phosphate, DibasicHCID 24843Magnesium Sulfate Heptahydrate2×HCID 33032L-Glutamic Acid2×HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal2×HCID 145742L-ProlineHCID 516951Monobasic potassium phosphateHCID 6097028Ammonium Sulfate

Product 1

HCID 4421Nalidixic Acid

Reagents, catalysts & solvents 1

HCID 62662Ferrous sulfate heptahydrateCatalyst2×

Procedure

85 mutant strains obtained above were inoculated in a 8 ml LB medium containing 50 μg/ml ampicillin in a large test tube, and cultured at 30° C. for 17 hr. The culture medium was inoculated at 1% in a 8 ml medium containing 100 μg/ml ampicillin [16 g/L dipotassium hydrogen phosphate, 14 g/L potassium dihydrogen phosphate, 5 g/L ammonium sulfate, 1 g/L citric acid (anhydrous), 5 g/L casamino acid (manufactured by Difco), 10 g/L glucose, 10 mg/L vitamin B1, 25 mg/L magnesium sulfate heptahydrate, 50 mg/L iron sulfate heptahydrate, 100 mg/L L-proline, adjusted with 10 mol/L sodium hydroxide to pH 7.2, and glucose, vitamin B1, magnesium sulfate heptahydrate and iron sulfate heptahydrate were separately autoclaved and added] in a test tube, and cultured at 30° C. for 24 hr. The culture medium was centrifuged and a culture supernatant was obtained. The accumulated amounts of L-glutamine and L-glutamic acid in the culture supernatant were quantified by high performance liquid chromatography (HPLC), and productivity of L-glutamine and L-glutamic acid was evaluated.

Workup

  1. custom85 mutant strains obtained above
  2. additionadded] in a test tube
  3. waitcultured at 30° C. for 24 hr
  4. customa culture supernatant was obtained

Sources & evidence

ORD record
ord-155b76491e274d30b54cd4a882c13da0
Source dataset
uspto-grants-2014_04
Patent number
US08703447B2

Reaction notes

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