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Key Documents

W381918

Sigma-Aldrich

L-Arginine

99%, FCC, FG

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
FEMA Number:
3819
Beilstein/REAXYS Number:
1725413
EC Number:
MDL number:
UNSPSC Code:
12164502
eCl@ss:
32160406
PubChem Substance ID:
Flavis number:
17.003
NACRES:
NA.21

biological source

synthetic

Quality Level

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

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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.

Application


  • Metabolomic approaches to dissect dysregulated metabolism in the progression of pre-diabetes to T2DM.: This study employs L-Arginine to examine metabolic changes during the transition from pre-diabetes to type 2 diabetes mellitus, offering new targets for early intervention (Ji et al., 2024 Jun). Link to the article.

  • Amino acid profile alteration in age-related atrial fibrillation.: Investigates the role of L-Arginine in cardiovascular aging, highlighting its potential in developing therapeutic strategies against atrial fibrillation associated with aging (Huang et al., 2024 Mar). Link to the article.

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

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.
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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