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L-Theanine

L-Theanine Structure
CAS No.
3081-61-6
Chemical Name:
L-Theanine
Synonyms
theanine;N5-Ethyl-L-glutamine;Theanin;SUNTHEANINE;N-Ethyl-L-glutamine;L-Theanine 3081-61-6;THEA;NSC 21308;-Theanine;L-TheaMine
CBNumber:
CB1485976
Molecular Formula:
C7H14N2O3
Molecular Weight:
174.2
MOL File:
3081-61-6.mol
Modify Date:
2024/8/4 20:11:12

L-Theanine Properties

Melting point 207°C
Boiling point 430.2±40.0 °C(Predicted)
Density 1.171±0.06 g/cm3(Predicted)
refractive index 8 ° (C=5, H2O)
storage temp. 2-8°C
solubility Soluble in Water (up to 20 mg/ml).
pka 2.24±0.10(Predicted)
form powder
color White
Odor Odorless
Water Solubility almost transparency
Stability Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 2 months.
InChI InChI=1S/C7H14N2O3/c1-2-9-5(7(11)12)3-4-6(8)10/h5,9H,2-4H2,1H3,(H2,8,10)(H,11,12)/t5-/m0/s1
InChIKey DATAGRPVKZEWHA-YFKPBYRVSA-N
SMILES C(O)(=O)[C@H](CCC(N)=O)NCC
LogP -0.661 (est)
CAS DataBase Reference 3081-61-6(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P280-P302+P352
Hazard Codes  Xi
Risk Statements  43
Safety Statements  28-36/37
HS Code  29241990

L-Theanine price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SMB00395 L-Theanine ≥98% (HPLC) 3081-61-6 100MG ₹13368.88 2022-06-14 Buy
Sigma-Aldrich(India) SMB00395 L-Theanine ≥98% (HPLC) 3081-61-6 500MG ₹52771.88 2022-06-14 Buy
TCI Chemicals (India) T0954 L-Theanine 3081-61-6 1G ₹7700 2022-05-26 Buy
TCI Chemicals (India) T0954 L-Theanine 3081-61-6 5G ₹9800 2022-05-26 Buy
SRL 44826 L-Theanine extrapure, 99% 3081-61-6 1Gms ₹840 2022-05-26 Buy
Product number Packaging Price Buy
SMB00395 100MG ₹13368.88 Buy
SMB00395 500MG ₹52771.88 Buy
T0954 1G ₹7700 Buy
T0954 5G ₹9800 Buy
44826 1Gms ₹840 Buy

L-Theanine Chemical Properties,Uses,Production

Description

L-Theanine is the major amino acid found in Camellia sinensis, the source of green tea. It is an analog of the excitatory neurotransmitter, glutamate, and thusly, binds to glutamate receptors. L-Theanine can antagonize various glutamate receptor subtypes as well as inhibit glutamine and glutamate transporters, which has been shown to be neuroprotective in animal models of focal cerebral ischemia. Further, L-theanine is reported to increase brain levels of dopamine, serotonin, GABA, nerve growth factor, and brain-derived neurotrophic factor.

Chemical Properties

White Crystalline Solid

Uses

L-Theanine is a safe and non-toxic photogenic food supplement.
It has been studied as a food additive and functional food in relation to human nutrition.
It has noticeable bioactivities including anti-cerebral ischemia-reperfusion injury, stress-reducing, antitumor, anti-aging, and anti-anxiety activities.

Definition

ChEBI: L-Theanine is a N(5)-alkylglutamine where the alkyl group is ethyl. It has been isolated from green tea. It has a role as a neuroprotective agent, a plant metabolite and a geroprotector. It is a tautomer of a N(5)-ethyl-L-glutamine zwitterion.

benefits

L-Theanine is one of the active ingredients in green tea. It has a variety of physiological functions such as protecting nerves, lowering blood pressure, antioxidant, regulating immune response, improving cognitive ability and calming the mind. Therefore, L-Theanine helps to improve concentration and cognitive ability, improve immune function, reduce stress, relieve anxiety and depression symptoms, and improve sleep. In addition, studies have shown that L-Theanine also helps to alleviate symptoms in patients with high blood pressure and reduces the risk of pancreatic cancer in women.

Biological Activity

Amino acid analog of glutamine and component of green tea. Shown to bind to AMPA, Kainate, NMDA and group I mGlu receptors. Displays neuroprotective effects in vivo . Promotes self-renewal of human embryonic stem cells (hESC).

Side effects

Side effects have not been reported. But drinking too much tea may cause: Headaches; Trouble staying asleep; Nausea (feeling like you are going to throw up); Irritability; Stomach pain

Synthesis

Theanine was first chemically synthesised in 1942 by Lichtenstein[28]with a yield of 90 g kg-1 by treating pyrrolidone-5-carboxylic acid with aqueous ethylamine for 20 days at 37 ℃. A number of other synthetic approaches have since been developed including a large-scale production method involving the reaction of γ-benzyl glutamate in the presence of trityl chloride and ethylamine [339 g kg-1][29]and a two-step approach involving initial dehydration of L-glutamic acid to L-pyrrolidone carboxylic acid followed by ring opening in the presence of ethylamine to yield theanine [374 g kg-1][30]. More recently, theanine was produced in four steps starting from commercially available N-phthaloyl-L-glutamic acid, which was dehydrated to the corresponding cyclic anhydride by reaction with acetic anhydride and then the ring was opened by reaction with ethylamine. Subsequent de-protection of the amine unit with hydrazine hydrate gave theanine with a 700 g kg-1 overall yield[31].
In the tea plant, theanine is bio-synthesised from glutamic acid and ethylamine by the enzyme theanine synthetase. However, the enzyme is very labile and cannot be used to produce the amino acid in commercial quantities[32]. Therefore, other methods for the enzymatic synthesis of theanine have been developed using bacterial enzymes such as glutaminase, glutamine synthetase and γ-glutamyl-transpeptidase.

Drug interactions

There is some evidence L-theanine supplements may lower blood pressure. If you take one or more medications to lower blood pressure, you may want to avoid taking L-theanine. Due to its relaxing and sleep-supporting effects, L-theanine may also have an additive effect with some sedative medications. Avoid taking supplements containing D-theanine as it may prevent the absorption of L-theanine in the body. 

Source

The tropical and temperate regions of Asian, African, South American countries are considered the main origin of tea plant [C. sinensis or Thea sinensis]. It is a member of Theaceae family. The majority members of Theaceae family are obtained from India, Sri Lanka, China, and Japan. The physiological properties and colour e.g. black, white, green, yellow or oolong tea strongly depends upon the degree of fermentation and processing conditions[20]. L-theanine is mainly derived from a non-edible mushroom of Xerocomus badius, and C. sinensis. It is an amino acid which accumulates in the leaves of tea like C. sasanqua and C. japonica[21]. In tea, L-theanine is responsible for a strong smell [aroma]in general and in particular it is linked with tea umami taste[22]. From the compositional viewpoint, L-theanine comprises approximately 50% of the tea contents. Whereas, the dry tea contains 1-3% of L-theanine only, this higher or lower ratio of L-theanine can vary depending on several factors i.e. cultivation zone, production season, processing techniques, class of tea, time and type of harvest, etc[27]. Additionally, the harvested tea at the beginning of summer is reported to have more theanine compared with tea harvested in late summer[27]. Moreover, L-theanine concentration also depends on the type/class of tea. According to one study, a specific type of C. sinensis var. Sinensis has more L-theanine contents as compared to the C. sinensis var. Assamica[23]

L-Theanine Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 755)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
JSK Chemicals +919879767970 Gujarat, India 3756 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Sisco Research Laboratories Pvt. Ltd. +91-22-4268 5800 Mumbai, India 4317 58 Inquiry
Triveni chemicals 08048762458 New Delhi, India 6093 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Globex Enterprises 08048372402Ext 353 Delhi, India 44 58 Inquiry
A M Nutratech Private Limited 08048972593 Delhi, India 32 58 Inquiry
Solitude Global Impex 08048371882Ext 788 Delhi, India 17 58 Inquiry
Innovative 07942565925 Mumbai, India 617 58 Inquiry
A.M Group 08069013895Ext 133 Delhi, India 48 58 Inquiry

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