Thiamine Hydrochloride → L-Tryptophan

HRID 1584706Notes

Reaction equation

HRID 1584706 reaction equation
O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.S([O-])([O-])(=O)=O.[NH4+].[NH4+].[C:20](O)(=O)/[CH:21]=[CH:22]/[C:23]([OH:25])=[O:24].OP([O-])(O)=O.[K+].CC1[N+:39](CC2C=NC(C)=NC=2N)=CSC=1CCO.Cl.[Cl-].C(=O)([O-])[O-].[Ca+2].OC(CC[CH2:64][CH2:65][C@H:66]1[C@@H:74]2[C@@H:69](N[C:71]([NH:73]2)=O)[CH2:68]S1)=O>C(O)(=O)C>[NH2:39][C@H:22]([C:23]([OH:25])=[O:24])[CH2:21][C:20]1[C:66]2[C:74](=[CH:69][CH:68]=[CH:64][CH:65]=2)[NH:73][CH:71]=1

Participants

9

Reactant 7

HCID 6202Thiamine HydrochlorideHCID 10112Calcium CarbonateHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 171548BiotinHCID 444972Fumaric AcidHCID 516951Monobasic potassium phosphateHCID 6097028Ammonium Sulfate

Product 1

HCID 6305L-Tryptophan

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
30 °C

Procedure

Strains of bacteria of Escherichia coli KB 862-pGH5 disclosed in PCT Application No. (WO 94-08031) were inoculated in a culture medium (pH 6.5) comprising 130 g/L of glucose, 25 g/L of ammonium sulfate, 12 g/L of fumaric acid, 3 ml/L of acetic acid, 1 g/L of KH2PO4, 10 mg/L of MnSO4.7H2O, 1 g/L of MgSO4.7H2O, 10 mg/L of a soybean protein hydrolyzate (as nitrogen), 2 mg/L of thiamine hydrochloride, 50 g/L of calcium carbonate and 0.05 mg/L of biotin, and cultured while agitating at 30° C. for 72 hours to form an L-tryptophan ferment broth. Next, resultant fermentation broth was dried using a laboratory mini-spray dryer to obtain 400 g of a powder having the composition below.

Sources & evidence

ORD record
ord-11810352c63747cc9c0c0c97efdb8a18
Source dataset
uspto-grants-1999_08
Patent number
US05935635

Reaction notes

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