Theanine
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Theanine
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Systematic (IUPAC) name | |
2-Amino-4-(ethylcarbamoyl)butyric acid | |
Identifiers | |
CAS number | |
ATC code | ? |
PubChem | |
Chemical data | |
Formula | C7H14N2O3 |
Mol. mass | 174.20 g/mol |
SMILES | & |
Synonyms | L-Theanine, N-Ethyl-L-glutamine |
Physical data | |
Melt. point | 117 °C (243 °F) |
Pharmacokinetic data | |
Bioavailability | ? |
Metabolism | ? |
Half life | ? |
Excretion | ? |
Therapeutic considerations | |
Pregnancy cat. |
? |
Legal status |
Legal everywhere |
Routes | Oral |
Theanine is an amino acid commonly found in tea (infusions of Camellia sinensis). Theanine is related to glutamine, and can cross the blood-brain barrier.[1] Because it can enter the brain, theanine has psychoactive properties.[2] Theanine has been shown to reduce mental and physical stress[3], may produce feelings of relaxation[4] and improves cognition and mood when taken in combination with caffeine.[5]
Theanine is speculated to produce these effects by increasing the level of gamma-aminobutyric acid (GABA) production. Theanine increases brain serotonin, dopamine, GABA levels and has micromolar affinities for AMPA, Kainate and NMDA receptors.[6] It has also been found that injecting spontaneously hypertensive mice with theanine significantly lowered levels of 5-hydroxyindoles in the brain.[7] Researchers also speculate that it may inhibit glutamic acid excitotoxicity.[6] Theanine also promotes alpha wave production in the brain.[2]
Studies on test rats have shown that even repeated, extremely high doses of theanine cause little to no harmful psychological or physical effects.[8] Theanine showed neuroprotective effects in one rat study.[9]
L-theanine may help the body's immune response to infection by boosting the disease-fighting capacity of gamma delta T cells. The study, published in 2003 by the Brigham and Women's Hospital, included a four-week trial with 11 coffee drinkers and 10 tea drinkers, who consumed 600 milliliters of coffee or black tea daily. Blood sample analysis found that the production of anti-bacterial proteins was up to five times higher in the tea-drinkers, an indicator of a stronger immune response.[10]
[edit] See also
[edit] References
- ^ Yokogoshi H, Kobayashi M, Mochizuki M, Terashima T (1998). "Effect of theanine, r-glutamylethylamide, on brain monoamines and striatal dopamine release in conscious rats". Neurochem Res 23 (5): 667–73. doi: . PMID 9566605.
- ^ a b Gomez-Ramirez M. "The Deployment of Intersensory Selective Attention: A High-density Electrical Mapping Study of the Effects of Theanine". Clin Neuropharmacol 30 (1): 25–38. PMID 17272967.
- ^ Kimura K, Ozeki M, Juneja L, Ohira H (2007). "L-Theanine reduces psychological and physiological stress responses". Biol Psychol 74 (1): 39–45. doi: . PMID 16930802.
- ^ Lu K, Gray M, Oliver C, Liley D, Harrison B, Bartholomeusz C, Phan K, Nathan P (2004). "The acute effects of L-theanine in comparison with alprazolam on anticipatory anxiety in humans". Hum Psychopharmacol 19 (7): 457–65. doi: . PMID 15378679.
- ^ Haskell CF, Kennedy DO, Milne AL, Wesnes KA, Scholey AB (2008). "The effects of l-theanine, caffeine and their combination on cognition and mood". Biol Psychol 77 (2): 113–22. doi: . PMID 18006208.
- ^ a b Nathan P, Lu K, Gray M, Oliver C (2006). "The neuropharmacology of L-theanine(N-ethyl-L-glutamine): a possible neuroprotective and cognitive enhancing agent". J Herb Pharmacother 6 (2): 21–30. PMID 17182482.
- ^ Yokogoshi H, Kato Y, Sagesaka YM, Takihara-Matsuura T, Kakuda T, Takeuchi N (1995). "Reduction effect of theanine on blood pressure and brain 5-hydroxyindoles in spontaneously hypertensive rats.". Biosci Biotechnol Biochem. 59 (4): 615–618. PMID 7539642.
- ^ Borzelleca J, Peters D, Hall W (2006). "A 13-week dietary toxicity and toxicokinetic study with L-theanine in rats". Food Chem Toxicol 44 (7): 1158–66. doi: . PMID 16759779.
- ^ Egashira N, Ishigami N, Pu F, et al (2008). "Theanine prevents memory impairment induced by repeated cerebral ischemia in rats". Phytother Res 22 (1): 65–8. doi: . PMID 17705146.
- ^ Kamath A, Wang L, Das H, Li L, Reinhold V, Bukowski J (2003). "Antigens in tea-beverage prime human Vgamma 2Vdelta 2 T cells in vitro and in vivo for memory and nonmemory antibacterial cytokine responses". Proc Natl Acad Sci U S A 100 (10): 6009–14. doi: . PMID 12719524.