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Key Documents

A5006

Sigma-Aldrich

L-Arginine

≥98%

Synonym(s):

(S)-2-Amino-5-guanidinopentanoic acid

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About This Item

Linear Formula:
H2NC(=NH)NH(CH2)3CH(NH2)CO2H
CAS Number:
Molecular Weight:
174.20
Beilstein/REAXYS Number:
1725413
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product name

L-Arginine, reagent grade, ≥98%

grade

reagent grade

Quality Level

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

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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

13 - Non Combustible Solids

wgk_germany

WGK 1

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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J.P.F. D'Mello
Amino Acids in Human Nutrition and Health (2012)
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)
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)
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
Kaoru Kumazaki et al.
Nature, 509(7501), 516-520 (2014-04-18)
Newly synthesized membrane proteins must be accurately inserted into the membrane, folded and assembled for proper functioning. The protein YidC inserts its substrates into the membrane, thereby facilitating membrane protein assembly in bacteria; the homologous proteins Oxa1 and Alb3 have

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