Hydrochloric Acid → L-Glutamine

HRID 1509800

Reaction equation

[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][CH2:4][C:5]([NH:7]CC)=[O:6].Cl>>[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][CH2:4][C:5](=[O:6])[NH2:7].[CH2:2]([NH2:1])[CH3:3]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 439378L-Theanine

Product 2

HCID 5961L-Glutamine

HCID 6341Ethylamine

Procedure

When applied to an amino acid analyzer and a paper chromatography, the isolated substance exhibited the same behavior as a standard substance of theanine. Furthermore, hydrolysis of the isolated substance using hydrochloric acid or glutaminase yielded L-glutamine and ethylamine at a ratio of 1:1. Thus, since hydrolysis of the isolated substance by glutaminase was thus possible, ethylamine was proved to be combined with the gamma-position of L-glutamine. Furthermore, it was confirmed by L-glutamic acid dehydrogenaze (GluDH) that glutamine yielded by hydrolysis was of L-type. FIG. 4 shows infrared absorption spectrometry (IR) spectra of theanine sample and isolated substance. Both substances exhibited spectra similar to each other. Consequently, the isolated substance was proved to be theanine.

Workup

customFurthermore, hydrolysis of the isolated substance

Sources & evidence

ORD record: ord-962b9c432ac54d5e9fa1d16736394a25
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08211674B2

Linked notes

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