All Photos(3)
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:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
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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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Sens. 1
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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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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