L-Glutamine → L-Theanine

HRID 10366

Reaction equation

HRID 10366 reaction equation
[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6].[CH2:11](N)[CH3:12]>B([O-])([O-])[O-]>[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5]([NH:6][CH2:11][CH3:12])=[O:7]

Participants

4

Reactant 2

HCID 5961L-GlutamineHCID 6341Ethylamine

Product 1

HCID 439378L-Theanine

Reagents, catalysts & solvents 1

HCID 26574BorateSolvent

Procedure

0.3 M glutamine and 1.5 M ethylamine were allowed to react at 30° C. for 22 hours in borate buffer (Na2B4O7—NaOH, pH 11) in the presence of 0.3 U glutaminase, to give 225 nmol of L-theanine. In addition, a by-product glutamic acid was 20 nmol. The purification of theanine from the reaction mixture was carried out by subjecting the reaction mixture to column chromatography using Dowex 50×8 column and Dowex 1×2 column, and thereafter treating the resulting product with ethanol.

Sources & evidence

ORD record
ord-0e53689819a44ea5b6020ddf049fe8f2
Source dataset
uspto-grants-2006_08
Patent number
US07094787B2

Linked notes

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