L-arginine

Names

[ CAS No. ]:
74-79-3

[ Name ]:
L-arginine

[Synonym ]:
L-Arginine
L-ornithine, N-(diaminomethylene)-
MFCD00002635
H-L-ARG-OH
L-Argnie
(L)-Arginine
L-ARG-OH
L-arginie
AGRININE
arginine
L(+)-Arginine
L-Arginine (9CI)
QVYZ3MYZUM &&L or S Form
FEMA 3819
Pentanoic acid, 2-amino-5-[(aminoiminomethyl)amino]-, (S)-
EINECS 200-811-1
ARGININE, L-
L-a-Amino-d-guanidinovaleric Acid
L-Norvaline, 5-[(aminoiminomethyl)amino]-
(2S)-2-Amino-5-carbamimidamidopentanoic acid
H-ARG-OH
S-(+)-2-Amino-5-[(aminoiminomethyl)amino]pentanoic acid
l-arginin
Arginine, L- (8CI)
Arginine (VAN)
l-arg
5-[(Aminoiminomethyl)amino]-L-norvaline
Arg
N5-(Aminoiminomethyl)-L-ornithine

Biological Activity

[Description]:

L-Arginine is the nitrogen donor for synthesis of nitric oxide, a potent vasodilator that is deficient during times of sickle cell crisis.Target: OthersL-Arginine is an α-amino acid. It was first isolated in 1886. The L-form is one of the 20 most common natural amino acids. At the level of molecular genetics, in the structure of the messenger ribonucleic acid mRNA, CGU, CGC, CGA, CGG, AGA, and AGG, are the triplets of nucleotide bases or codons that code for arginine during protein synthesis. In mammals, arginine is classified as a semiessential or conditionally essential amino acid, depending on the developmental stage and health status of the individual.L-Arginine is associated with a decrease in cardiac index while stroke index is maintained in patients with severe sepsis. Resolution of shock at 72 hours is achieved by 40% and 24% of the patients in the L-Arginine and placebo cohorts, respectively. L-Arginine (450 mg/kg during a 15-minute period) amplifies and sustains the hyperemia (38%) and increases absolute brain blood flow after eNOS upregulation by chronic simvastatin treatment (2 mg/kg subcutaneously, daily for 14 days) in SV-129 mice.

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> NO Synthase

Natural Products >> Others

Research Areas >> Others

[Target]

Human Endogenous Metabolite

[References]

[1]. Tapiero H, et al. I. Arginine. Biomed Pharmacother. 2002 Nov;56(9):439-45.

[2]. Bakker J, et al. Administration of the nitric oxide synthase inhibitor NG-methyl-L-arginine hydrochloride (546C88) by intravenous infusion for up to 72 hours can promote the resolution of shock in patients with severe sepsis: results of a randomized, double-blind, placebo-controlled multicenter study (study no. 144-002). Crit Care Med. 2004 Jan;32(1):1-12.

[3]. Yamada M, et al. Endothelial nitric oxide synthase-dependent cerebral blood flow augmentation by L-arginine after chronic statin treatment. J Cereb Blood Flow Metab. 2000 Apr;20(4):709-17.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
367.6±52.0 °C at 760 mmHg

[ Melting Point ]:
222 °C (dec.)(lit.)

[ Molecular Formula ]:
C₆H₁₄N₄O₂

[ Molecular Weight ]:
174.201

[ Flash Point ]:
176.1±30.7 °C

[ Exact Mass ]:
174.111679

[ PSA ]:
125.22000

[ LogP ]:
-1.79

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.601

[ Water Solubility ]:
148.7 g/L (20 ºC)

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CF1934200

CHEMICAL NAME :: Arginine, L-

CAS REGISTRY NUMBER :: 74-79-3

BEILSTEIN REFERENCE NO. :: 1725413

LAST UPDATED :: 199710

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C6-H14-N4-O2

MOLECULAR WEIGHT :: 174.24

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Cytogenetic analysis

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 10 mg/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 372,75,1996 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 10 mg/m3 JAN 1993 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3074 No. of Facilities: 685 (estimated) No. of Industries: 3 No. of Occupations: 14 No. of Employees: 19298 (estimated) No. of Female Employees: 15719 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R36

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
CF1934200

[ HS Code ]:
2922499990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2925290090

[ Summary ]:
2925290090 other imines and their derivatives; salts thereof。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

Articles

Hepatitis E virus (HEV) protease: a chymotrypsin-like enzyme that processes both non-structural (pORF1) and capsid (pORF2) protein.

J. Gen. Virol. 95(Pt 8) , 1689-700, (2014)

Hepatitis E virus (HEV), a major cause of acute viral hepatitis across the world, is a non-enveloped, plus-strand RNA virus. Its genome codes three proteins, pORF1 (multifunctional polyprotein), pORF2...

Mechanistic studies on the flavin-dependent N⁶-lysine monooxygenase MbsG reveal an unusual control for catalysis.

Arch. Biochem. Biophys. 550-551 , 58-66, (2014)

The mechanism of Mycobacterium smegmatis G (MbsG), a flavin-dependent l-lysine monooxygenase, was investigated under steady-state and rapid reaction conditions using primary and solvent kinetic isotop...

Sustained Arginase 1 Expression Modulates Pathological Tau Deposits in a Mouse Model of Tauopathy.

J. Neurosci. 35 , 14842-60, (2015)

Tau accumulation remains one of the closest correlates of neuronal loss in Alzheimer's disease. In addition, tau associates with several other neurodegenerative diseases, collectively known as tauopat...