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11039

Sigma-Aldrich

L-Arginine monohydrochloride

BioUltra, ≥99.5% (AT)

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Synonym(s):
(S)-(+)-2-Amino-5-[(aminoiminomethyl)amino]pentanoic acid monohydrochloride, (S)-(+)-Arginine hydrochloride
Empirical Formula (Hill Notation):
C6H14N4O2 · HCl
CAS Number:
Molecular Weight:
210.66
Beilstein:
3631658
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

product line

BioUltra

Quality Level

Assay

≥99.5% (AT)

form

powder or crystals

optical activity

[α]20/D +22.0±0.5°, c = 5% in 5 M HCl

technique(s)

ligand binding assay: suitable

impurities

insoluble matter, passes filter test
≤0.3% foreign amino acids

ign. residue

≤0.05%

loss

≤0.05% loss on drying, 20 °C (HV)

color

colorless

pH

5.5-7.0 (25 °C, 1 M in H2O)

mp

220-230 °C

solubility

H2O: 1 M at 20 °C, clear, colorless

density

1.42 g/cm3 at 20 °C

anion traces

sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

1 M in H2O

UV absorption

λ: 260 nm Amax: ≤0.2
λ: 280 nm Amax: ≤0.1

SMILES string

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

InChI

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

InChI key

KWTQSFXGGICVPE-WCCKRBBISA-N

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Application

L-Arginine monohydrochloride has been used to study the reversal of the inhibitory effect of L-NG0-nitroarginine on non-cholinergic relaxations. It has also been used as a dietary supplement to study its effect on endothelium-dependent vasodilation.

Biochem/physiol Actions

L-Arginine is considered as a semi essential amino acid. In most mammals including humans, L-Arginine synthesis occurs through intestinal-renal axis, from glutamine, glutamate and proline. Abnormal levels of L-Arginine is associated with the development of kidney and cardiovascular disease. L-arginine is found to decrease fat mass and visceral adiposity.
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(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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L-Arginine and its metabolites in kidney and cardiovascular disease.
Popolo A
Amino Acids, 46(10), 2271-2286 (2014)
L-arginine for the treatment of centrally obese subjects: a pilot study.
Hurt RT
Journal of Dietary Supplements, 11(1), 40-52 (2014)
Antiatherogenic Effects of L-Arginine in the Hypercholesterolemic Rabbit
John P. Cooke
The Journal of Clinical Investigation, 90, 1168- 1172 (1992)
L-NG monomethyl arginine and L-NG-nitro arginine inhibit
non-adrenergic, non-cholinergic relaxation of the mouse
anococcygeus muscle
A. Gibson
British Journal of Pharmacology, 99, 602-606 (1990)
Carolina Di Somma et al.
Endocrine, 49(2), 492-502 (2014-11-10)
The aim of the study is to clarify the relationship between adipose tissue dysfunction, metabolic profile and growth hormone (GH)/insulin-like growth factor (IGF)-I secretion in healthy adult subjects. We investigated the metabolic profile in a cohort of 231 consecutive healthy

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