| Identification | More | [Name]
L(+)-Arginine | [CAS]
74-79-3 | [Synonyms]
2-amino-5-guanidinovaleric acid
ARG
ARGININE, L-
FEMA 3819
H-ARG-OH
H-L-ARG-OH
L-2-AMINO-5-GUANIDINOVALERIC ACID
L-ARG
L(+)-ARGININE
L-ARGININE
L-ARGININE BASE
S(+)-2-AMINO-5-[(AMINOIMINOMETHYL)AMINO]PENTANOIC ACID
(S)-2-AMINO-5-GUANIDINOPENTANOIC ACID
S-(+)-ARGININE
5-((aminoiminomethyl)amino)-l-norvalin
L-1-Amino-4-GuanidovalericAcid
l-alpha-amino-delta-guanidinovalericacid
l-alpha-amino-delta-quanidinovalericacid
L-Amino-GuanidovalericAcid
l-arginin | [EINECS(EC#)]
200-811-1 | [Molecular Formula]
C6H14N4O2 | [MDL Number]
MFCD00002635 | [Molecular Weight]
174.2 | [MOL File]
74-79-3.mol |
| Chemical Properties | Back Directory | [Appearance]
White crystalline powder | [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 | [refractive index ]
27 ° (C=8, 6mol/L HCl) | [storage temp. ]
Store at 0-5 | [solubility ]
H2O: 100 mg/mL
| [form ]
powder
| [pka]
1.82, 8.99, 12.5(at 25℃) | [color ]
white | [Odor]
Faint | [PH]
10.5-12.0 (25℃, 0.5M in H2O) | [PH Range]
10.5 - 12 | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Odor Type]
bland | [optical activity]
[α]20/D +27°, c = 8 in 6 M HCl | [Water Solubility ]
148.7 g/L (20 ºC) | [Sensitive ]
Air Sensitive | [λmax]
λ: 260 nm Amax: ≤0.2
λ: 280 nm Amax: ≤0.1 | [Detection Methods]
NMR,Rotation | [JECFA Number]
1438 | [Merck ]
14,780 | [BRN ]
1725413 | [InChIKey]
ODKSFYDXXFIFQN-BYPYZUCNSA-N | [LogP]
-4.20 | [Uses]
Amino acid; nutrient. | [CAS DataBase Reference]
74-79-3(CAS DataBase Reference) | [NIST Chemistry Reference]
L-Arginine(74-79-3) | [EPA Substance Registry System]
74-79-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36:Irritating to the eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
CF1934200
| [F ]
10-23 | [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29252000 | [Hazardous Substances Data]
74-79-3(Hazardous Substances Data) | [Toxicity]
cyt-grh-par 100 mmol/L IJEBA6 24,460,86 |
| Questions And Answer | Back Directory | [Indications and Usage]
Odorless, 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 Action]
L-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 reactions]
Abdominal 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 Level]
Moderate
| [Acute Toxicity]
Reference data: abdominal cavity – large rat LD50: 3793 mg/kg.
| [Flammability Characteristics]
Flammable. Burning produces toxic nitrogen oxide smoke.
| [Handling]
Store in ventilated, cool and dry area.
| [Extinguishers]
Dry powder, foam, sand, carbon dioxide, water mist.
|
| Hazard Information | Back Directory | [Chemical Properties]
Arginine 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 Properties]
White crystalline powder | [Occurrence]
Reported present in cheese, chocolate, eggs, meat, nuts and other products. | [Definition]
ChEBI: An L-alpha-amino acid that is the L-isomer of arginine. | [Aroma threshold values]
Detection at 100%, faint. | [Taste threshold values]
Taste characteristics at 1000 ppm: hint of sourness. | [General Description]
L-Arginine is an amino acid that plays a key role in many physiological processes such as tissue repair and reproduction. It is a key precursor for synthesizing nitric oxide in mammals. Due to these factors, the dietary supplementation with L-arginine may show a range of health benefits. | [Biochem/physiol Actions]
Substrate of nitric oxide synthase, which is converted to citrulline and nitric oxide (NO). Induces insulin release by a nitric oxide-dependent mechanism. | [Side effects]
Nausea, abdominal pain and diarrhea
Bloating
Gout
Headache
Allergic response
Airway inflammation or worsening of asthma symptoms | [Safety Profile]
Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx. | [Synthesis]
Enzymatically, 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. | [target]
NO | IL Receptor | cGMP | [Drug interactions]
L-arginine may interact with certain medications, including :
Blood-pressure-lowering medications: enalapril (Vasotec), losartan (Cozaar), amlodipine (Norvasc), furosemide (Lasix), etc.
Erectile dysfunction medications: sildenafil citrate (Viagra), tadalafil (Cialis), etc.
Blood-thinning medications: clopidogrel (Plavix), enoxaparin (Lovenox), heparin, warfarin (Coumadin), etc.
Antidiabetic medications: insulin, pioglitazone (Actos), glipizide (Glucotrol), etc.
Medications that increase blood flow: nitroglycerin (Nitro-Dur, Nitro-Bid, Nitrostat), isosorbide ( Sorbitrate, Imdur, Isordil), etc.
Diuretic medications: amiloride (Midamor), and triamterene (Dyrenium), spironolactone (Aldactone), etc. | [Purification Methods]
S-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.] |
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