Theanine

Free amino acids peculiar to tea
Collection
zero Useful+1
zero
L-Theanine is Tea Endemic amino acid , chemical formula is C seven H fourteen N two O three , accounting for 1% - 2% of the weight of dry tea.
Chinese name
Theanine [3]
Foreign name
L-Theanine [3]
Alias
L-theanine, N-ethyl-L-glutamine [3]
chemical formula
C seven H fourteen N two O three [3]
molecular weight
one hundred and seventy-four point one nine eight [3]
CAS login number
3081-61-6 [3]
EINECS login number
221-379-0 [3]
Melting point
207 ℃ [3]
Boiling point
427.13 ℃
Water solubility
Soluble in water, insoluble in ethanol and ether
Density
1.171 g/cm³
Appearance
White crystalline powder
Flash point
212.12 ℃
Application
flavoring (Aromatic components of green tea)
Hazard description
R43: Skin contact may cause allergic reaction.

Physical and chemical properties

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Theanine was first isolated from green tea in 1950. It is the characteristic amino acid of tea and also tea Odorant One, it has strong quality with green tea positive correlation correlation coefficient Up to 0.787~0.876. Among more than 20 kinds of amino acids in tea, theanine accounts for about 50%~60% of the total amino acids in tea; After research, it is found that Camellia frutescens Mushroom oil-tea camellia It has not been found in other plants, except that trace amounts have been detected in other plants. [1]
Theanines amide Class compound, chemically named: N- ethyl - L-glutamine Structural As follows:
The naturally occurring theanine is L-type The pure product is white acicular crystal, melting point 217 ℃~218 ℃, Specific rotation [α] D twenty =0.7 °, very soluble in water, insoluble in ethanol and Ether etc. Organic solvent , aqueous solution slightly acidic, with Caramelized And similar monosodium glutamate, with a taste threshold of 0.06%.

Absorption metabolism

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Theanine is the same as other amino acid It is also absorbed in the small intestine. Three special carrier systems for amino acid transport have been identified on the small intestine wall, which transport neutral, acid and Basic amino acid Some experiments have shown that theanine is effective for the same kind of amino acids, such as methionine leucine isoleucine and valine Antagonism is produced, so it is inferred that theanine may pass through methionine Carrier transport The system is absorbed in the intestine. However, Kitaoka and other studies show that theanine absorption in the intestinal tract may be related to glutamate One is shared by Na coupling Of Cotransporter Theanine affinity is lower than glutamic acid. Unno et al. found that complete theanine, glutamic acid and Ethylamine And these compounds are more or less related to theanine dosage. This indicates that theanine is absorbed into human body and hydrolyzed to glutamic acid and ethylamine by enzyme, and its metabolic site may be the kidney. Terashima et al. studied the metabolic dynamics of theanine in rats and found that one hour after oral administration of theanine, serum , liver, brain Chinese tea The concentration of theanine in serum and liver gradually decreased with time, while the concentration of theanine in brain reached the peak after 5 hours 24 hours Theanine disappeared completely in these tissues.

Function

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Hypotensive effect
Blood pressure is regulated mainly through the central and End nervous system catecholamine and 5-hydroxytryptamine Realized by increase or decrease. Yokogoshi et al. have proved through experiments that the administration of theanine to rats can reduce the content of 5-hydroxytryptamine, reduce the synthesis of 5-hydroxytryptamine in the brain and increase its decomposition in the brain. When given Spontaneously hypertensive rats SHR )The blood pressure decreased with the injection of different doses of theanine, and the degree of decline showed a dose-response relationship. In the high-dose group, the blood pressure decreased significantly; But even the highest dose of theanine will not change the normal Rat Blood pressure; And theanine Structural similarity Glutamate was not found to reduce blood pressure.
Auxiliary suppression tumour effect
Recent studies have shown that theanine itself Antineoplastic activity , but can improve a variety of anti-tumor Drug efficacy adriamycin (adriamycm) for some tumors inhibition Theanine can protect the concentration of doxorubicin in tumor tissue and reduce doxorubicin from Ehrlich ascites tumor cell Therefore, when theanine is used in combination with adriamycin, it can cause tumor in vivo growth inhibition Increase by 2.1 times, adriamycin in tumor tissue Concentration increase 2.9x. In addition, injection Anticancer drug Idarubicin can reduce white blood cell and marrow cells However, when used in combination with theanine, it can alleviate the toxicity of edacin and promote its anti-tumor effect, which indicates that theanine has a selective regulatory effect on the toxicity caused by edacin. When used in combination with theanine, the anticancer drug doxorubicin can inhibit M5076 ovary sarcoma Metastasis to the liver. Recently, Sa dzuka and others further studied the pathway of theanine to improve the anticancer activity of doxorubicin, pointing out that theanine can inhibit tumor cells glutamate The concentration of doxorubicin in tumor cells is increased by transmission, so as to improve its anti-cancer efficacy. Theanine pair cancer Clinical chemotherapy is very beneficial for patients. It not only promotes some anti-tumor activities Drug action And also improve cancer patients Quality of life
Relax nervous tension, relaxation, etc
Terashima et al found that the main receptor of theanine is brain. After theanine enters the brain through the brain barrier, it makes the brain cells in the midline granule Neurotransmitter dopamine Significantly increased, while dopamine is adrenaline and Norepinephrine Precursor Is to convey the brain nerve cell Excitement is an important substance. Its release will greatly affect people's emotions. In addition, Yokogoshi et al( 5-hydroxytryptamine ) Metabolic inhibitor Studies have found that theanine can affect the synthesis and decomposition of serotonin in the brain. After taking theanine Tryptophan The content of serum albumin increased obviously or tended to increase, but the content of serum albumin decreased. Theanine may reduce serotonin synthesis and increase its decomposition, or inhibit serotonin release.
caffeine It has a refreshing and exciting effect. Tea also contains more caffeine, which is harmful to the human body if taken alone. However, after drinking tea, it will not produce the exciting effect of drinking the same amount of caffeine. Kimura and other researchers have proved that theanine stimulates caffeine Antagonism He determined that caffeine induced central nervous spontaneity Amount of exercise The results showed that caffeine and theanine could significantly inhibit the excitability when administered simultaneously. Recently, some scholars used Electroencephalograph The evaluation method further confirmed that theanine and caffeine are almost the same Molar concentration In case of caffeine Irritant effect Produce antagonism. These fully indicate that theanine is caffeine Antagonist It has obvious effects of calming nerves, reducing tension and relaxing nerves.
Generally speaking, animals and people always produce very weak pulse impulses on the surface of the brain, called brain waves Under different mental conditions, the brain will produce different Current frequency brain waves. Brain waves are divided into α, β, δ and θ wave Delta wave When you are asleep, theta wave is in the state of hitting tons, Alpha wave When it is quiet (relaxed), Beta wave Is on Excitatory state Appears separately when. Someone artificially verified the mental impact of theanine Human experiment Let the experimenter drink water and theanine solution, and determine after 60min electroencephalogram Results No change of EEG was found after drinking water, but significant α wave was produced after drinking theanine. Therefore, theanine has the effect of promoting the generation of alpha waves, thus causing a comfortable and pleasant feeling. And theanine did not cause Sleep state The number of theta waves increases, so theanine Emotional stability At the same time, it can also make people more focused.
Glutamate is Excitability nerve Transfer material , in nerve cells Internal content Keep at 1mmol-10mmol/L. When cerebral ischemia Cell internal cause O two The supply is interrupted, so that the intracellular energy material Adenosine triphosphate ( ATP )The production is reduced and gradually exhausted cell membrane Separation, excessive release of glutamic acid to the outside of the cell, and act on the receptor calcium ion The concentration continues to increase, stimulating various Catabolic enzyme And finally act on cells to destroy and die. Theanine Glutamate receptor Theanine has a competitive protective effect on Brain tissue It has protective effect and can avoid cerebral nerves caused by cerebral ischemia cell death [2]
Menstrual syndrome (PMS) is a condition in which women China Japan Mental and physical discomfort. Juneja et al. investigated the improvement effect of theanine on PMS and asked 24 women to take theanine 200mg daily. Two months later, PMS symptoms improved significantly, such as headache , low back pain, chest Distention pain , weakness, fatigue, inability to concentrate, irritability and other symptoms have been improved. Its mechanism needs further study, which may be related to the sedation of theanine.
Slimming effect
Feed with 0.028% theanine mice After 16 weeks, their weight decreased significantly compared with the control group, and their abdominal fat decreased to 58% of the control group. Simultaneous blood Neutral fat and cholesterol The content of cholesterol in liver was reduced by 28%. Therefore, the weight loss effect of tea is the result of the joint action of various components in tea, including theanine, which is especially effective in reducing cholesterol in the body.
Anti fatigue effect
After 30 days of oral administration of theanine to mice, the weight bearing swimming test was used to observe and record the swimming of mice Time of death ; The mice swam for a certain period of time and then collected blood for serum detection Urea nitrogen Blood lactic acid ; Take the liver for detection Hepatic glycogen Results After 30 days of oral administration of different doses of theanine, the swimming time of mice with load was significantly prolonged and the liver glycogen was reduced Consumption Reduce the level of serum urea nitrogen during exercise; It can obviously inhibit the increase of blood lactic acid in mice after exercise and promote the elimination of blood lactic acid after exercise. Therefore, theanine has an anti fatigue effect. Its mechanism may be related to theanine inhibiting s-hydroxy Tryptamine Secretion, promoting catecholamine secretion central nervous system It has inhibitory effect, while catecholamine has excitatory effect). [2]

security information

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As early as 1985, US Food and Drug Administration FDA )We hereby approve theanine and confirm that synthetic theanine is generally recognized as a safe substance( GRAS )There is no limit regulation during use. The safety test showed that theanine in rats acute toxicity Above 5g/kg; After taking theanine for 28 consecutive days (2g/kg per day) Subacute In the experiment, the rats did not see any Toxic reaction stay Mutagenicity No mutagenic effect of theanine was found in the experiment; The bacterial recovery mutation experiment also proved that it did not cause Gene variation Good safety and stability, so that theanine has been used in beverages Baking Snacks, frozen snacks and other foods are widely used; In addition, theanine has special properties and biological activity It also plays an important role in food.

application area

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Theanine, a kind of health food that does not have hypnosis, but also can relieve fatigue, lower blood pressure and improve learning and memory ability, is rare and eye-catching. For this reason, theanine won the research department award at the International Food Raw Materials Conference held in Germany in 1998. Theanine is the most abundant amino acid in tea, accounting for about free amino acid More than 50% of the total amount, accounting for 1% - 2% of the dry weight of tea. Theanine is white Acicular body , soluble in water, with sweet and fresh taste, is a component of tea taste. [2]
Tea beverage Quality improver
Theanine can enhance the intensity of alpha waves in the brain, making people feel relaxed and improve memory And has passed Human body test confirm. Therefore, it can be added to food as a functional ingredient to develop ways to relieve nervous tension and improve intelligence Functional food If concentrated with black tea Lixivium (Bx=20) 5%, filling sugar (Bx=7.5) 5%, granulated sugar 15% Gels 1%, theanine 0.2% citric acid 0.2%、 Sodium citrate 0.2%, add water to 100% to make black tea jelly Brain waves were measured 60 minutes after eating, once every 5 minutes. The results showed that the amount of alpha waves increased immediately after eating, and significantly increased after 30 minutes, up to 1.6 times. The study also confirmed that theanine was added to candy All kinds of drinks can achieve good sedative effect. Japan is actively carrying out research and development in this regard.
Improvement effect of theanine flavor
Theanine can not only be used as Green Tea flavor Improver And can also inhibit the bitterness and Astringent taste , achieve improvement Food flavor Purpose. Cocoa drinks and Wheat tea It has a unique bitter or astringent taste. Add Sweetener There will be an unpleasant taste. If 0.01% theanine is used instead of sweetener, the results show that the flavor of the beverage will be greatly improved after theanine is added. The study also confirmed that it is added to other foods (coffee, cocoa, ginseng drinks Beer )It also has a good effect of improving flavor, which indicates that theanine food industry It has broad application prospects. [2]
Japan is at the leading level in theanine research and application, and China is in this regard Research and development Not yet in-depth. Theanine research, especially its pharmacological action The research has made great progress, but there are still many problems. It is believed that with the deepening of research, theanine will have a broader development and application prospect in food, medicine and other fields.

Other information

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CAS No.: 3081-61-6
It is also known as L-Theanine Cas No.: 3081-61-6, molecular formula: C7H14 N2O3 quality standard : JP2000 content: 99% Min. Appearance: white or off white powder. Melting point: 202-215 ℃ pH value: 5.0-6.5
Source: Microbial fermentation Or chemical synthesis
Content: ≥ 99 (%)
Specific rotation [α] 20D:+8.0 ° -+8.5 °
PH value of 1% solution: 5.0-6.0
Loss on drying (100℃,3h):  ≤ 0.5%
Heavy metal: ≤ 5 (ppm)
Chloride (calculated by Cl): ≤ 0.03%