L-arginine is a coded amino acid in the synthesis of protein, belonging to one of the eight essential amino acids in the human body. It is needed it to exercise a variety of functions in the body. For example, it stimulates the release of specific chemicals, such as insulin and human growth hormones. The amino acid also helps to remove ammonia from the body and promote wound healing. The body producing sarcosine also needs it. In the decomposition of L-arginine will produce nitric oxide, and it could expand vascular disease and increase blood flow. Under normal circumstances, the body itself can produce enough L-arginine. But in the absence, you can eat arginine-rich foods to add arginine.
- Melting point:222 °C (dec.)(lit.)
- alpha 27.1 º (c=8, 6N HCl)
- Boiling point:305.18°C (rough estimate)
- Density 1.2297 (rough estimate)
- FEMA 3819 | L-ARGININE
- refractive index 27 ° (C=8, 6mol/L HCl)
- storage temp. Store at 0-5
- solubility H2O: 100 mg/mL
- form powder
- pka1.82, 8.99, 12.5(at 25℃)
- color white
- PH10.5-12.0 (25℃, 0.5M in H2O)
- PH Range10.5 - 12
- optical activity[α]20/D +27°, c = 8 in 6 M HCl
- Water Solubility 148.7 g/L (20 ºC)
- λmaxλ: 260 nm Amax: ≤0.2
λ: 280 nm Amax: ≤0.1
- Sensitive Air Sensitive
- JECFA Number1438
- Merck 14,780
- BRN 1725413
- Stability:Stable. Incompatible with strong oxidizing agents.
- CAS DataBase Reference74-79-3(CAS DataBase Reference)
- NIST Chemistry ReferenceL-Arginine(74-79-3)
- EPA Substance Registry SystemL-Arginine (74-79-3)
- Indications and UsageOdorless, slightly bitter. Easily soluble in water (solubility in 0℃ water is 83g/L, solubility in 50℃ water is 400g/L), very slightly soluble in ethanol, insoluble in ether; pI6.0; loses its 2-molecule water crystal when heated to 105℃, darkens in color at 230℃, disintegrates at 244℃; its aqueous solution has maximum absorption at 205nm (1gε3.28).
L-Arginine is an encoding amino acid in protein synthesis and is one of the 8 essential amino acids in the human body. The body needs it for many different functions. Taking L-Arginine supplements can treat certain diseases such as congestive heart failure and cystitis. L-Arginine can also act as seasoning for nutrient supplements and food additives. L-Arginine can undergo a heat reaction with sugar (amino-carbonyl reaction) to obtain a unique fragrance, GB 2760-2001, an approved food spice. As an amino acid drug, L-Arginine can be used as pharmaceutical raw material and is an important ingredient in amino acid infusions and integrated amino acid preparations. It is also a crucial amino acid in maintaining infant growth and maturation.
- Mechanisms of ActionL-Arginine can stimulate the human body to release certain chemicals such as insulin and human growth hormone. It can also clear ammonia in the body and promote the healing of wounds. The human body also needs it to produce sarcosine. Decomposing L-Arginine produces nitric oxide, which can expand blood vessels and increase blood flow. L-Arginine is an intermediate metabolite in the orthinine cycle and promotes the conversion of ammonia to urea, thus lowering the blood concentration of ammonia. L-Arginine is also an important part of sperm protein and can promote spermatogenesis and provide energy for sperm movement. Additionally, intravenous arginine can stimulate the pituitary to release growth hormone and can be used to test pituitary functions.
- Adverse reactionsAbdominal pain, diarrhea, gout and bloating. There may also be increased severity in herpes breakouts and increased effects of antihypertensive drugs, resulting in a lower blood pressure than expected, which may cause hypertensive patients to experience dizziness and fainting.
- Toxicity LevelModerate
- Acute ToxicityReference data: abdominal cavity – large rat LD50: 3793 mg/kg.
- Flammability CharacteristicsFlammable. Burning produces toxic nitrogen oxide smoke.
- HandlingStore in ventilated, cool and dry area.
- ExtinguishersDry powder, foam, sand, carbon dioxide, water mist.
- Chemical PropertiesArginine is a diaminomonocarboxylic acid. The nonessential amino acid, arginine, is a urea cycle amino acid and a precursor for the neurotransmitter nitric oxide, which plays a role in the regulation of the brain’s system of dilation and constriction of small blood vessels. It is strongly alkaline and its water solutions absorb carbon dioxide from the air (FCC, 1996). Functionality in foods includes, but is not limited to, nutrient and dietary supplement
- Chemical PropertiesWhite crystalline powder
- OccurrenceReported present in cheese, chocolate, eggs, meat, nuts and other products.
- UsesAmino acid; nutrient.
- DefinitionChEBI: An L-alpha-amino acid that is the L-isomer of arginine.
- Aroma threshold valuesDetection at 100%, faint.
- Taste threshold valuesTaste characteristics at 1000 ppm: hint of sourness.
- Safety ProfileMutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.
- Chemical SynthesisEnzymatically, arginine is formed in two reactions from citrulline. The first reaction (citrulline + succinate) is catalyzed by the enzyme arginosuccinate synthetase. It is ATP dependent and with the formation of a new C–N bond in the gaunidino group of arginosuccinate, water is removed and ATP is hydrolyzed. The second reaction is catalyzed by arginine synthetase and involves the scission of arginosuccinate with the formation of arginine and fumaric acid.
- Purification MethodsS-Arginine crystallises from H2O as the dihydrate and as plates from EtOH. It also crystallises from 66% EtOH. Its solubility in H2O is 15% at 21o. Its isoelectric point is at pH 10.76. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p 1841 1961, Beilstein 4 IV 817.]
- Preparation ProductsL-PhenylalanineL-CystineLeuprorelinL-Arginine hydrochlorideGUSPERIMUSArgatroban2-Amino-5-guanidinovaleric acid monohydrochlorideN-BOC-L-leucylglycyl-arginine-p-nitroanilide hydrochlorideL-Arginine alpha-ketoglutarateL-Arginine L-glutamate
- Raw materialsBarium hydroxide Α-PROTEINGelatinBLOCKING REAGENT GE
- L-Serine L-Proline L-Citrulline ARGINASE MAGNESIUM DIPROPYLACETATE HYDRATE 2-Propylpentanoic acid L-Arginine ethyl ester dihydrochloride Pivalic acid NOPALINE H-PHE-ARG-OH TRIFLUOROACETATE SALT N'-Nitro-L-arginine L-Arginine L-glutamate L-NMMA, P-HYDROXYAZOBENZENE-P'-SULFONATE SALT, MONOHYDRATE ALPHA-DANSYL-L-ARGININE HYDROCHLORIDE Nalpha-Cbz-L-Arginine Arginine L-Arginine hydrochloride AMINO ACIDS
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- Oct 22，2019