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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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J Song et al.
The journal of nutrition, health & aging, 16(1), 31-34 (2012-01-13)
This review summarizes the literature on the association between tea consumption and cognitive health in late life. Population-based studies reviewed in this article suggest that tea drinking has beneficial effects on cognitive function of elderly persons. However, a cause-effect relationship
Kim Zarse et al.
European journal of nutrition, 51(6), 765-768 (2012-03-17)
Compounds that delay aging in model organisms may be of significant interest to anti-aging medicine, since these substances potentially provide pharmaceutical approaches to promote healthy lifespan in humans. We here aimed to test whether pharmaceutical concentrations of L-theanine, a putative
Jamila H Siamwala et al.
The Journal of nutritional biochemistry, 24(3), 595-605 (2012-07-24)
Consumption of tea (Camellia sinensis) improves vascular function and is linked to lowering the risk of cardiovascular disease. Endothelial nitric oxide is the key regulator of vascular functions in endothelium. In this study, we establish that l-theanine, a non-protein amino-acid
Hwan-Soo Jang et al.
Pharmacology, biochemistry, and behavior, 101(2), 217-221 (2012-01-31)
L-theanine has been reported to inhibit the excitatory effects of caffeine. The present study examined the effects of L-theanine on caffeine-induced sleep disturbances in rats. Rats received the following drug pairings: saline and saline (Control), 7.5 mg/kg caffeine and saline
Sabry Attia
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(5), 1749-1754 (2012-03-15)
The possible chemoprotective activity of theanine against irinotecan-induced genomic DNA damage towards mouse bone marrow cells was investigated. Chromosomal aberrations, DNA damage, micronuclei formation and mitotic activity were studied in the current study as markers of genomic damage. Oxidative DNA
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