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T6576

Sigma-Aldrich

L-Theanine

Synonym(s):

Nγ-Ethyl-L-glutamine, L-Glutamic acid γ-(ethylamide), Suntheanine

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About This Item

Empirical Formula (Hill Notation):
C7H14N2O3
CAS Number:
3081-61-6
Molecular Weight:
174.20
EC Number:
221-379-0
MDL number:
MFCD00059653
UNSPSC Code:
12352200
PubChem Substance ID:
24900389

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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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.

Other Notes

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
069K1189V
069K1189
046K1279

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John J Foxe et al.
Neuropharmacology, 62(7), 2320-2327 (2012-02-14)
Caffeine and L-theanine, both naturally occurring in tea, affect the ability to make rapid phasic deployments of attention to locations in space as reflected in behavioural performance and alpha-band oscillatory brain activity (8-14 Hz). However, surprisingly little is known about
Keiko Unno et al.
Experimental physiology, 98(1), 290-303 (2012-06-19)
The antistress effect of theanine (γ-glutamylethylamide), an amino acid in tea, was investigated using mice that were psychosocially stressed from a conflict among male mice in conditions of confrontational housing. Two male mice were housed in the same cage separated
Wei Jiang et al.
Biochemical and biophysical research communications, 422(2), 344-350 (2012-05-16)
We studied effects of L-theanine, a unique amino acid in tea, on carbon tetrachloride (CCl(4))-induced liver injury in mice. The mice were pre-treated orally with L-theanine (50, 100 or 200 mg/kg) once daily for seven days before CCl(4) (10 ml/kg
Lisa Scheid et al.
The Journal of nutrition, 142(12), 2091-2096 (2012-10-26)
L-Theanine, an amino acid in green tea, is suggested to improve cognition and mood. Therefore, L-theanine is available as a supplement and is now used as an ingredient in functional drinks. Because data on the metabolic fate of L-theanine from
Guoqiang Chen et al.
Food chemistry, 135(2), 402-407 (2012-08-08)
An ultra performance liquid chromatography (UPLC) method combined with solid phase extraction (SPE) sample pre-treatment was developed and validated for the rapid quantification of L-theanine in ready-to-drink (RTD) teas. UPLC analysis of twenty-seven RTD teas from the Chinese market revealed
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