EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes

L-glutamine, N-ethyl-

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CAS Number: 3081-61-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:221-379-0
Nikkaji Web:J3.047C
Beilstein Number:1725586
XlogP3:-3.60 (est)
Molecular Weight:174.20018000
Formula:C7 H14 N2 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:special dietary and nutritional additives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
 FDA/DG SANTE Petitions, Reviews, Notices:
GRN 338 L-theanine extracted from tea leaves (Camellia sinensis) View - notice PDF
GRN 209 L-theanine View - notice PDF
GRN 501 L-theanine (chemically synthesized) View - notice PDF
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 207.00 °C. @ 760.00 mm Hg
Boiling Point: 430.00 to 431.00 °C. @ 760.00 mm Hg (est)
Flash Point: 417.00 °F. TCC ( 214.00 °C. ) (est)
logP (o/w): -0.661 (est)
Soluble in:
 water, 2.567e+004 mg/L @ 25 °C (est)
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: humectants
skin conditioning
skin conditioning - emollient
Alfa Biotechnology
For experimental / research use only.
Theanine 98%
AuNutra® Industries
BOC Sciences
For experimental / research use only.
L-Theanine >98%
Charkit Chemical
For experimental / research use only.
L-Theanine (HPLC) ≥98%
Foreverest Resources
Odor: characteristic
Use: Theanine is derived from tea leaves. Tea is native to eastern Asia and is a member of the Theaceae family. This evergreen shrub or tree grows to over 9 m in height and is pruned from 60 cm to 1.5 m for cultivation. Its dark green, serrated-edged leaves are alternate and oval, while its white and fragrant blossoms appear singly or in clusters.
Glentham Life Sciences
Graham Chemical
Indis NV
For experimental / research use only.
Jiangyin Healthway
New functional food ingredients
Maypro Industries
Sigma-Aldrich: Sigma
For experimental / research use only.
L-Theanine ≥98% (HPLC)
Safety Information:
Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
special dietary and nutritional additives
Recommendation for laevo-theanine usage levels up to:
 not for fragrance use.
Recommendation for laevo-theanine flavor usage levels up to:
 not for flavor use.
Safety References:
EPI System: View
Daily Med:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :439378
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2S)-2-amino-5-(ethylamino)-5-oxopentanoic acid
RTECS:MA2276180 for cas# 3081-61-6
 (2S)-2-amino-5-(ethylamino)-5-oxopentanoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:3081-61-6
Pubchem (cid):439378
Pubchem (sid):135049339
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
Golm Metabolome Database:Search
KEGG (GenomeNet):C01047
HMDB (The Human Metabolome Database):HMDB34365
FDA Listing of Food Additive Status:View
VCF-Online:VCF Volatile Compounds in Food
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 tea anther
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 tea cotyledon
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 tea leaf
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 tea seed
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 tea shoot
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 tea stem
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(2S)-2-2S)-2-amino-4-(N-ethylcarbamoyl)butanoic acid
(2S)-2-amino-5-(ethylamino)-5-oxopentanoic acid
(S)-2-amino-5-(ethylamino)-5-oxopentanoic acid
L-glutamine, N-ethyl-


PubMed:Add-on Pregnenolone with L-Theanine to Antipsychotic Therapy Relieves Negative and Anxiety Symptoms of Schizophrenia: An 8-week, randomized, double-blind, placebo-controlled trial.
J-Stage:The Involvement of L-Type Amino Acid Transporters in Theanine Transport
PubMed:L-Theanin, Unique Aminoacid of Tea, and Its Metabolism, Health Effects, Safety.
PubMed:Protective Effect of L-Theanine on Cadmium-Induced Apoptosis in PC12 Cells by Inhibiting the Mitochondria-Mediated Pathway.
PubMed:Quantification of total polyphenols, catechin, caffeine, L-theanine, determination of antioxidant activity and effect on antileishmanial drugs of ethiopian tea leaves extracts.
PubMed:Fast Dissolving/Disintegrating Dosage Forms: Growth from Immediate Release to Sustained Release and Traditional Medicines.
PubMed:Can Tea Consumption be a Safe and Effective Therapy Against Diabetes Mellitus-Induced Neurodegeneration?
PubMed:Epigallocatechin-3-gallate inhibits VCAM-1 expression and apoptosis induction associated with LC3 expressions in TNFα-stimulated human endothelial cells.
PubMed:Effect of l-theanine on glutamatergic function in patients with schizophrenia.
PubMed:An overview of biological production of L-theanine.
PubMed:l-Theanine prevents carbon tetrachloride-induced liver fibrosis via inhibition of nuclear factor κB and down-regulation of transforming growth factor β and connective tissue growth factor.
PubMed:A double-blind, placebo-controlled study evaluating the effects of caffeine and L-theanine both alone and in combination on cerebral blood flow, cognition and mood.
PubMed:In Search of a Safe Natural Sleep Aid.
PubMed:Tea (Camellia Sinensis (L.)): a Putative Anticancer Agent in Bladder Carcinoma?
PubMed:Tea (Camellia sinensis (L.)): a putative anticancer agent in bladder carcinoma?
PubMed:Investigational drugs for anxiety in patients with schizophrenia.
PubMed:Acute effects of dietary constituents on motor skill and cognitive performance in athletes.
PubMed:L-theanine synthesis using γ-glutamyl transpeptidase from Bacillus licheniformis ER-15.
PubMed:Effects of L-theanine on posttraumatic stress disorder induced changes in rat brain gene expression.
PubMed:Inhibition of lung tumor growth by targeting EGFR/VEGFR-Akt/NF-κB pathways with novel theanine derivatives.
PubMed:L-Theanine healed NSAID-induced gastric ulcer by modulating pro/antioxidant balance in gastric ulcer margin.
PubMed:Acute effects of tea constituents L-theanine, caffeine, and epigallocatechin gallate on cognitive function and mood: a systematic review and meta-analysis.
PubMed:Mitochondrial toxic effects of Aβ through mitofusins in the early pathogenesis of Alzheimer's disease.
PubMed:Protective effect of L-Theanine against aluminium induced neurotoxicity in cerebral cortex, hippocampus and cerebellum of rat brain - histopathological, and biochemical approach.
PubMed:L-Theanine elicits umami taste via the T1R1 + T1R3 umami taste receptor.
PubMed:Identifying key non-volatile compounds in ready-to-drink green tea and their impact on taste profile.
PubMed:Effect of L-theanine on sensorimotor gating in healthy human subjects.
PubMed:Neuroprotective activity of L-theanine on 3-nitropropionic acid-induced neurotoxicity in rat striatum.
PubMed:L-theanine (suntheanin): effects of L-theanine, an amino acid derived from Camellia sinensis (green tea), on stress response parameters.
PubMed:Physiological effects of L-theanine on Drosophila melanogaster.
PubMed:To sleep or not to sleep: a systematic review of the literature of pharmacological treatments of insomnia in children and adolescents with attention-deficit/hyperactivity disorder.
PubMed:Suppression of proliferation and migration in highly-metastatic lung cancer cells as well as tumor growth by a new synthesized compound TBrC and its molecular mechanisms of action.
PubMed:Electron paramagnetic resonance studies of gamma-irradiated DL-alanine ethyl ester hydrochloride, L-theanine and L-glutamic acid dimethyl ester hydrochloride.
PubMed:Effect of electrolyzed reduced water on chiral theanine and polyphenols in tea.
PubMed:Protective effect of l-theanine on chronic restraint stress-induced cognitive impairments in mice.
PubMed:L-Theanine intake increases threshold for limbic seizures but decreases threshold for generalized seizures.
PubMed:L-theanine inhibits nicotine-induced dependence via regulation of the nicotine acetylcholine receptor-dopamine reward pathway.
PubMed:The involvement of L-type amino acid transporters in theanine transport.
PubMed:[Mechanisms of cerebral protection from ischemia by tea constituents].
PubMed:Effects of L-theanine or caffeine intake on changes in blood pressure under physical and psychological stresses.
PubMed:L-theanine administration results in neuroprotection and prevents glutamate receptor agonist-mediated injury in the rat model of cerebral ischemia-reperfusion.
PubMed:Kinetics of L-theanine uptake and metabolism in healthy participants are comparable after ingestion of L-theanine via capsules and green tea.
PubMed:l-theanine attenuates abstinence signs in morphine-dependent rhesus monkeys and elicits anxiolytic-like activity in mice.
PubMed:Rapid and selective quantification of L-theanine in ready-to-drink teas from Chinese market using SPE and UPLC-UV.
PubMed:L-theanine promotes nitric oxide production in endothelial cells through eNOS phosphorylation.
PubMed:Protective effect of L-theanine on carbon tetrachloride-induced acute liver injury in mice.
PubMed:L-Theanine extends lifespan of adult Caenorhabditis elegans.
PubMed:Assessing the effects of caffeine and theanine on the maintenance of vigilance during a sustained attention task.
PubMed:L-theanine partially counteracts caffeine-induced sleep disturbances in rats.
PubMed:[Raman spectral analysis of theanine].
PubMed:Tea and cognitive health in late life: current evidence and future directions.
PubMed:The effects of L-theanine (Suntheanine®) on objective sleep quality in boys with attention deficit hyperactivity disorder (ADHD): a randomized, double-blind, placebo-controlled clinical trial.
PubMed:Nerve and behavioral responses of mice to various umami substances.
PubMed:l-Theanine prevents alcoholic liver injury through enhancing the antioxidant capability of hepatocytes.
PubMed:Behavioral and molecular evidence for psychotropic effects in L-theanine.
PubMed:Optimum conditions for the water extraction of L-theanine from green tea.
PubMed:L-Theanine: properties, synthesis and isolation from tea.
PubMed:Serum levels of brain-derived neurotrophic factor and cortisol to sulfate of dehydroepiandrosterone molar ratio associated with clinical response to L-theanine as augmentation of antipsychotic therapy in schizophrenia and schizoaffective disorder patients.
PubMed:Antidepressant-like effects of L-theanine in the forced swim and tail suspension tests in mice.
PubMed:Production of bioactive γ-glutamyl transpeptidase in Escherichia coli using SUMO fusion partner and application of the recombinant enzyme to L-theanine synthesis.
PubMed:A combination of green tea extract and l-theanine improves memory and attention in subjects with mild cognitive impairment: a double-blind placebo-controlled study.
PubMed:L-theanine relieves positive, activation, and anxiety symptoms in patients with schizophrenia and schizoaffective disorder: an 8-week, randomized, double-blind, placebo-controlled, 2-center study.
PubMed:A randomized targeted amino acid therapy with behaviourally at-risk adopted children.
PubMed:The combination of L-theanine and caffeine improves cognitive performance and increases subjective alertness.
PubMed:L-theanine protects the APP (Swedish mutation) transgenic SH-SY5Y cell against glutamate-induced excitotoxicity via inhibition of the NMDA receptor pathway.
PubMed:Anxiolytic effects of L-theanine--a component of green tea--when combined with midazolam, in the male Sprague-Dawley rat.
PubMed:L-theanine and caffeine improve task switching but not intersensory attention or subjective alertness.
PubMed:Effects of (L)-cystine and (L)-theanine supplementation on the common cold: a randomized, double-blind, and placebo-controlled trial.
PubMed:Neuroprotection by radical avoidance: search for suitable agents.
PubMed:Combined administration of (L)-cystine and (L)-theanine enhances immune functions and protects against influenza virus infection in aged mice.
PubMed:l-Theanine, an amino acid in green tea, attenuates beta-amyloid-induced cognitive dysfunction and neurotoxicity: reduction in oxidative damage and inactivation of ERK/p38 kinase and NF-kappaB pathways.
PubMed:Impact of two types of Internet-based information on medical students' performance in an Objective Structured Clinical Exam (OSCE).
PubMed:Co-administration of l-cystine and l-theanine enhances efficacy of influenza vaccination in elderly persons: nutritional status-dependent immunogenicity.
PubMed:Tea and health: preventive and therapeutic usefulness in the elderly?
PubMed:L-theanine elicits an umami taste with inosine 5'-monophosphate.
PubMed:The effects of L-theanine on alpha-band oscillatory brain activity during a visuo-spatial attention task.
PubMed:The combined effects of L-theanine and caffeine on cognitive performance and mood.
PubMed:L-theanine and caffeine in combination affect human cognition as evidenced by oscillatory alpha-band activity and attention task performance.
PubMed:L-theanine, a natural constituent in tea, and its effect on mental state.
PubMed:Immobilization of Escherichia coli novablue gamma-glutamyltranspeptidase in Ca-alginate-kappa-carrageenan beads.
PubMed:Protective effect of the green tea component, L-theanine on environmental toxins-induced neuronal cell death.
PubMed:Effect of green tea and (-)-epigallocatechin gallate on ethanol-induced toxicity in HepG2 cells.
PubMed:L-theanine intervention enhances human gammadeltaT lymphocyte function.
PubMed:Psychological effects of dietary components of tea: caffeine and L-theanine.
PubMed:Enhancement of antigen-specific immunoglobulin G production in mice by co-administration of L-cystine and L-theanine.
PubMed:[Separation and quantification of theanine enantiomers using high performance liquid chromatography coupled with chiral derivatization].
PubMed:Bioactive food components that enhance gammadelta T cell function may play a role in cancer prevention.
PubMed:Source density analysis of the human EEG after ingestion of a drink containing decaffeinated extract of green tea enriched with L-theanine and theogallin.
PubMed:The effects of L-theanine, caffeine and their combination on cognition and mood.
PubMed:Theogallin and L-theanine as active ingredients in decaffeinated green tea extract: II. Characterization in the freely moving rat by means of quantitative field potential analysis.
PubMed:Theogallin and L-theanine as active ingredients in decaffeinated green tea extract: I. electrophysiological characterization in the rat hippocampus in-vitro.
PubMed:Effect of valerian extract preparation (BIM) on the sleep-wake cycle in rats.
PubMed:The neuropharmacology of L-theanine(N-ethyl-L-glutamine): a possible neuroprotective and cognitive enhancing agent.
PubMed:Expression optimization and biochemical characterization of a recombinant gamma-glutamyltranspeptidase from Escherichia coli novablue.
PubMed:Relaxation and immunity enhancement effects of gamma-aminobutyric acid (GABA) administration in humans.
PubMed:L-Theanine reduces psychological and physiological stress responses.
PubMed:A 13-week dietary toxicity and toxicokinetic study with l-theanine in rats.
PubMed:Molecular and sensory studies on the umami taste of Japanese green tea.
PubMed:L-theanine . Monograph.
PubMed:Pharmacokinetics of theanine enantiomers in rats.
PubMed:The acute effects of L-theanine in comparison with alprazolam on anticipatory anxiety in humans.
PubMed:Analysis of derivatized and underivatized theanine enantiomers by high-performance liquid chromatography/atmospheric pressure ionization-mass spectrometry.
PubMed:Antigens in tea-beverage prime human Vgamma 2Vdelta 2 T cells in vitro and in vivo for memory and nonmemory antibacterial cytokine responses.
precursor of ethylamine; found in green tea. Constit. of tea (Thea sinensis) and of the fungus Xerocomus badius (kostanjevka)
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