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SMB00395

Sigma-Aldrich

L-Theanine

≥98% (HPLC)

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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

color

off-white

mp

217-218 °C

application(s)

cell analysis

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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This Item
G4251C4375G6529
L-Theanine ≥98% (HPLC)

SMB00395

L-Theanine

-
L-Glutathione reduced ≥98.0%

G4251

L-Glutathione reduced

-
N-Carbamyl-L-glutamic acid

C4375

N-Carbamyl-L-glutamic acid

-
L-Glutathione reduced BioXtra, ≥98.0%

G6529

L-Glutathione reduced

Premium Grade
assay

≥98% (HPLC)

assay

≥98.0%

assay

≥98.0% (TLC)

assay

≥98.0%

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

color

off-white

color

white

color

white

color

white

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

200

mp

217-218 °C

mp

192-195 °C (dec.) (lit.)

mp

-

mp

192-195 °C (dec.) (lit.)

General description

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

Application


  • Safety and Efficacy of AlphaWave L-Theanine Supplementation for 28 Days in Healthy Adults with Moderate Stress: A Randomized, Double-Blind, Placebo-Controlled Trial.: This clinical trial demonstrates that L-theanine supplementation effectively reduces stress and improves cognitive function without adverse effects (Moulin et al., 2024). (Moulin et al., 2024).

  • Inhibitory Role of L-theanine, a Structural Analogue of Glutamate, Against GluR5 Kainate Receptor and its Prospective Utility Against Excitotoxicity.: The study examines L-theanine′s potential in protecting against neurotoxicity by inhibiting specific glutamate receptors (Deb and Borah, 2024). (Deb and Borah, 2024).

  • L-theanine abates oxidative stress and mitochondrial dysfunction in myocardial ischemia-reperfusion injury by positively regulating the antioxidant response.: This research demonstrates the cardioprotective effects of L-theanine, highlighting its role in reducing oxidative stress and improving mitochondrial function during heart injuries (García-Niño et al., 2024). (García-Niño et al., 2024).

Biochem/physiol Actions

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.
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.

Other Notes

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

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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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