SMB00395

Sigma-Aldrich

L-Theanine

≥98% (HPLC)

Synonym(s):
Nγ-Ethyl-L-glutamine, L-Glutamic acid γ-(ethylamide), Suntheanine
Empirical Formula (Hill Notation):
C7H14N2O3
CAS Number:
Molecular Weight:
174.20
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

≥98% (HPLC)

form

powder

application(s)

cell analysis: suitable

color

off-white

mp

217-218 °C

storage temp.

2-8°C

SMILES string

CCNC(=O)CC[C@H](N)C(O)=O

InChI

1S/C7H14N2O3/c1-2-9-6(10)4-3-5(8)7(11)12/h5H,2-4,8H2,1H3,(H,9,10)(H,11,12)/t5-/m0/s1

InChI key

DATAGRPVKZEWHA-YFKPBYRVSA-N

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General description

L-Theanine is an analog of glutamine and a component of green tea.

Packaging

100, 500 mg in poly bottle

Biochem/physiol Actions

Theanine is able to bind to AMPA, kainite, and NMDA glycine receptors in rat cortical neurons but with less affinity than glutamic acid. It has been studied as a glutamate transport inhibitor, preventing glutamate uptake by M5076 ovarian sarcoma-bearing mouse cells and increasing the effect of doxorubicin on tumor growth in M5076 mice.
L-Theanine modulates the activity of several antitumor drugs and has been reported to stimulate self-renewal of human embryonic stem cells. L-Theanine binds to AMPA, Kainate, NMDA, and group I mGlu receptors.

Other Notes

Theanine is an amino acid analog of glutamine, found in green tea.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Chen Qi et al.
Journal of AOAC International, 103(2), 428-432 (2019-09-20)
In order to make up for the efficacy of sensory assessment of green tea quality and taste, main flavor substances should be quantitatively characterized based on efficient extraction and frontier determination scheme. A new, relatively simple sample preparation and detection...
Li Zeng et al.
Experimental gerontology, 131, 110823-110823 (2020-01-04)
Redox and inflammation imbalances are associated with increased levels of advanced glycation end products (AGEs), leading to the degeneration of body function. l-Theanine, derived from tea, reportedly inhibits AGE formation in vitro. We investigated the effects on AGE content, oxidative...
Guoqi Zhu et al.
Neuropharmacology, 138, 331-340 (2018-06-27)
Synaptic refinement improves synaptic efficiency, which provides a possibility to improve memory in Alzheimer's disease (AD). In the current study, we aimed to investigate the role of L-theanine, a natural constituent in green tea, in hippocampal synaptic transmission and to...
G V V Liyanaarachchi et al.
Food chemistry, 240, 196-203 (2017-09-28)
The study presents the validation results of the method carried out for analysis of free amino acids (FAAs) in rice using l-theanine as the internal standard (IS) with o-phthalaldehyde (OPA) reagent using high-performance liquid chromatography-fluorescence detection. The detection and quantification...

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