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W381918

Sigma-Aldrich

L-Arginine

99%, FCC, FG

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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
FEMA Number:
3819
Beilstein:
1725413
EC Number:
200-811-1
MDL number:
MFCD00002635
eCl@ss:
32160406
PubChem Substance ID:
24901894
Flavis number:
17.003
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG

Agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 872/2012
FCC
FDA 21 CFR 172.320

Assay

99%

form

powder or crystals

optical activity

[α]20/D +27°, c = 8 in 6 M HCl

mp

222 °C (dec.) (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

faint

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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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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L-Arginine Research Progress (2012)
Blood pressure and metabolic changes during dietary L-arginine supplementation in humans.
Siani A, et al.
American Journal of Hypertension, 13(5), 547-551 (2000)
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
Diane N Singhroy et al.
Retrovirology, 10, 73-73 (2013-07-23)
Protein arginine methyltransferase 6 (PRMT6) is a nuclear enzyme that methylates arginine residues on histones and transcription factors. In addition, PRMT6 inhibits HIV-1 replication in cell culture by directly methylating and interfering with the functions of several HIV-1 proteins, i.e.
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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