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A5006

Sigma-Aldrich

L-Arginine

reagent grade, ≥98%

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Synonym(s):
(S)-2-Amino-5-guanidinopentanoic acid
Linear Formula:
H2NC(=NH)NH(CH2)3CH(NH2)CO2H
CAS Number:
74-79-3
Molecular Weight:
174.20
Beilstein:
1725413
EC Number:
200-811-1
MDL number:
MFCD00002635
eCl@ss:
32160406
PubChem Substance ID:
24278014
NACRES:
NA.26

grade

reagent grade

Quality Level

200

Assay

≥98%

form

powder

color

white

mp

222 °C (dec.) (lit.)

solubility

H2O: 50 mg/mL

application(s)

cell analysis
peptide synthesis

SMILES string

N[C@@H](CCCNC(N)=N)C(O)=O

InChI

1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1

InChI key

ODKSFYDXXFIFQN-BYPYZUCNSA-N

Gene Information

human ... NOS1(4842) , NOS2(4843)
rat ... Ppm1a(24666)

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Application

L-arginine has been used to study non-enzymatic gluconeogenesis. It has also been used to study the effects of L-arginine supplementation on kidney and liver injury in rats with myocardial infarction.

Biochem/physiol Actions

L-Arginine is a dibasic, semi-essential amino acid. It acts as a precursor for creatinine and is a natural constituent of most of the dietary proteins.
Substrate of nitric oxide synthase, which is converted to citrulline and nitric oxide (NO). Induces insulin release by a nitric oxide-dependent mechanism.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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J.P.F. D'Mello
Amino Acids in Human Nutrition and Health (2012)
Nonenzymatic gluconeogenesis-like formation of
fructose 1,6-bisphosphate in ice
Christoph B. Messner
Proceedings of the National Academy of Sciences of the USA, 7403-7407 (2017)
Aerobic training and L-arginine supplement attenuates myocardial infarction-induced kidney and liver injury in rats via reduces oxidative stress
Kamal Ranjbar
Indian Heart Journal (2017)
Krishnan Suresh Kumar et al.
European journal of medicinal chemistry, 45(11), 5474-5479 (2010-08-21)
A new series of 3-(benzylideneamino)-2-phenylquinazoline-4(3H)-ones were prepared through Schiff base formation of 3-amino-2-phenyl quinazoline-4(3)H-one with various substituted carbonyl compounds. Their chemical structures were elucidated by spectral studies. Cytotoxicity and antiviral activity were evaluated against herpes simplex virus-1 (KOS), herpes simplex
John Pernow et al.
Cardiovascular research, 98(3), 334-343 (2013-02-19)
Functional integrity of the vascular endothelium is of fundamental importance for normal vascular function. A key factor regulating endothelial function is the bioavailability of nitric oxide (NO). Recently, the enzyme arginase has emerged as an important regulator of NO production
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