4-Aminobutyric acid
![4-Aminobutyric acid Structure](CAS/GIF/56-12-2.gif)
- CAS No.
- 56-12-2
- Chemical Name:
- 4-Aminobutyric acid
- Synonyms
- GABA;4-AMINOBUTANOIC ACID;GAMMA-AMINOBUTYRIC ACID;gamma;56-12-6;H-GABA-OH;Y-Aminobutyric acid;4-Aminobutyric acid(GABA);Gammalone;aminobutyric
- CBNumber:
- CB3184042
- Molecular Formula:
- C4H9NO2
- Molecular Weight:
- 103.12
- MOL File:
- 56-12-2.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/6/27 13:31:27
Melting point | 195 °C (dec.) (lit.) |
---|---|
Boiling point | 248.0±23.0 °C(Predicted) |
Density | 1.2300 (estimate) |
refractive index | 1.4650 (estimate) |
FEMA | 4288 | 4-AMINOBUTYRIC ACID |
storage temp. | 2-8°C |
solubility | H2O: 1 M at 20 °C, clear, colorless |
pka | 4.031(at 25℃) |
form | Powder |
color | White to almost white |
Odor | at 1.00 % in propylene glycol. savory meaty |
Odor Type | meaty |
Water Solubility | SOLUBLE |
Merck | 14,430 |
JECFA Number | 1771 |
BRN | 906818 |
InChIKey | BTCSSZJGUNDROE-UHFFFAOYSA-N |
LogP | -3.17 |
CAS DataBase Reference | 56-12-2(CAS DataBase Reference) |
NIST Chemistry Reference | 4-Aminobutanoic acid(56-12-2) |
EPA Substance Registry System | 4-Aminobutanoic acid (56-12-2) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
|||||||||
---|---|---|---|---|---|---|---|---|---|---|
Signal word | Warning | |||||||||
Hazard statements | H302-H312-H315-H319-H332 | |||||||||
Precautionary statements | P280-P305+P351+P338 | |||||||||
Hazard Codes | Xi,Xn | |||||||||
Risk Statements | 36/37/38-20/21/22 | |||||||||
Safety Statements | 26-36 | |||||||||
WGK Germany | 2 | |||||||||
RTECS | ES6300000 | |||||||||
Hazard Note | Irritant | |||||||||
TSCA | Yes | |||||||||
HS Code | 29224995 | |||||||||
NFPA 704 |
|
4-Aminobutyric acid price More Price(20)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | A5835 | γ-Aminobutyric acid BioXtra, ≥99% | 56-12-2 | 10MG | ₹1753.65 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | A5835 | γ-Aminobutyric acid BioXtra, ≥99% | 56-12-2 | 10G | ₹3680.5 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | A5835 | γ-Aminobutyric acid BioXtra, ≥99% | 56-12-2 | 25G | ₹5488.28 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | A5835 | γ-Aminobutyric acid BioXtra, ≥99% | 56-12-2 | 100G | ₹11431.2 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | A2129 | γ-Aminobutyric acid ≥99% | 56-12-2 | 10G | ₹2013.45 | 2022-06-14 | Buy |
4-Aminobutyric acid Chemical Properties,Uses,Production
Description
4-Aminobutyric acid (GABA) is the chief inhibitory neurotransmitter in the mammalian central nervous system. It plays a role in regulating neuronal excitability throughout the nervous system. In humans, GABA is also directly responsible for the regulation of muscle tone. Although chemically it is an amino acid, GABA is rarely referred to as such in the scientific or medical communities, because the term "amino acid," used without a qualifier, conventionally refers to the alpha amino acids, which GABA is not, nor is it ever incorporated into a protein. In spastic diplegia in humans, GABA absorption becomes impaired by nerves damaged from the condition's upper motor neuron lesion, which leads to hypertonia of the muscles signaled by those nerves that can no longer absorb GABA.
History
4-Aminobutyric acid was first synthesized in 1883, and was first known only as a plant and microbe metabolic product. In 1950, however, GABA was discovered to be an integral part of the mammalian central nervous system.
Uses
4-Aminobutyric acid is an important inhibitory neurotransmitter in the central nervous system, which has good water solubility and thermal stability. It has been confirmed that GABA, as a small molecular weight non protein amino acid, has edible safety and can be used in the production of beverages and other foods. Studies have shown that a certain amount of GABA can improve the body's sleep quality and reduce blood pressure.The foods contain γ-aminobutyric acid (GABA) at an amount that shows immediate effect of suppressing autonomic nerve activity related to blood pressure increase. Reacts with isothiocyanates to produce thioureas which have antifungal activity.
Preparation
The synthesis of 4-aminobutyric acid mainly includes the following: the first is the use of potassium Phthaloyl imine and γ- Chloroprene cyanogen or butyrolactone is used as the raw material of GABA. The final product obtained after violent reaction and hydrolysis is GABA; The second is to use pyrrolidone as the initial raw material, hydrolyze it through calcium hydroxide and ammonium bicarbonate, and finally open its ring to obtain GABA; The third is to use butyric acid and ammonia as raw materials of GABA γ GABA was obtained by light reaction under X-ray conditions; The fourth method is to synthesize GABA with propylamine and formic acid by glow discharge; The fifth is to use methyl bromoacetate and ethylene as raw materials to prepare GABA. Methyl 4-bromobutyrate is obtained through polymerization. Finally, the product after ammonolysis and hydrolysis is GABA. The chemical synthesis methods of GABA have the disadvantages of difficult reaction control and high cost.
Definition
4-Aminobutyric acid is a gamma-amino acid that is butanoic acid with the amino substituent located at C-4. It has a role as a signalling molecule, a human metabolite, a Saccharomyces cerevisiae metabolite and a neurotransmitter. It is a gamma-amino acid and a monocarboxylic acid. It derives from a butyric acid. It is a conjugate acid of a gamma-aminobutyrate. It is a tautomer of a gamma-aminobutyric acid zwitterion.
Pharmacology
Drugs that act as allosteric modulators of GABA receptors (known as GABA analogues or GABAergic drugs) or increase the available amount of GABA typically have relaxing, anti-anxiety, and anti-convulsive effects. Many of the substances below are known to cause anterograde amnesia and retrograde amnesia.
In general, GABA does not cross the blood–brain barrier, although certain areas of the brain that have no effective blood–brain barrier, such as the periventricular nucleus, can be reached by drugs such as systematically injected GABA. At least one study suggests that orally administered GABA increases the amount of Human Growth Hormone. GABA directly injected to the brain has been reported to have both stimulatory and inhibitory effects on the production of growth hormone, depending on the physiology of the individual.
Side effects
When taken as recommended, side effects of GABA supplements are few and rare. However, researchers have reported some temporary effects, especially when taking higher doses. These side effects may include: Slight burning in the throat; Intermittent and brief shortness of breath; Moderate drop in blood pressure; Tingling in the skin; Drowsiness.
Source
4-Aminobutyric acid can be found in various foods, including:
Tea
Tomatoes
Soybeans
Germinated rice
Some fermented foods, such as tempe and kimchi
Some vegetables, such as broccoli, spinach, and kale
GABA is also widely available as a supplement in either powder or pill form.
Metabolism
GABA transaminase enzyme catalyzes the conversion of 4- aminobutanoic acid and 2-oxoglutarate into succinic semialdehyde and glutamate. Succinic semialdehyde is then oxidized into succinic acid by succinic semialdehyde dehydrogenase and as such enters the citric acid cycle as a usable source of energy.
4-Aminobutyric acid Preparation Products And Raw materials
Raw materials
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chevron_rightSupplier | Tel | Country | ProdList | Advantage | Inquiry |
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ULTIMA CHEMICALS | +91 7208029458 | Mumbai, India | 95 | 58 | Inquiry |
JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
JPN Pharma Pvt Ltd | +919833233531 | Maharashtra, India | 33 | 58 | Inquiry |
Rivashaa Agrotech Biopharma Pvt. Ltd. | +91-26463395 +91-7926462688 | Gujarat, India | 1615 | 58 | Inquiry |
Ralington Pharma | +91-7948911722 +91-9687771722 | Gujarat, India | 1350 | 58 | Inquiry |
S D Fine Chem Limited | +91-9323715856 +91-9323715856 | Maharashtra, India | 368 | 58 | Inquiry |
Otto Chemie Pvt. Ltd. | +91 9820041841 | Mumbai, India | 5873 | 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 |
Supplier | Advantage |
---|---|
ULTIMA CHEMICALS | 58 |
JSK Chemicals | 58 |
JPN Pharma Pvt Ltd | 58 |
Rivashaa Agrotech Biopharma Pvt. Ltd. | 58 |
Ralington Pharma | 58 |
S D Fine Chem Limited | 58 |
Otto Chemie Pvt. Ltd. | 58 |
TCI Chemicals (India) Pvt. Ltd. | 58 |
Sisco Research Laboratories Pvt. Ltd. | 58 |
Triveni chemicals | 58 |
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