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SML2341

Sigma-Aldrich

Nω-Propyl-L-Arginine hydrochloride

≥98% (HPLC)

Synonym(s):

L-NPA, N(ω)-Propyl-L-arginine, N(w)-Propyl-L-arginine, N-ω-Propyl-L-arginine, N-Omega-propyl-L-Arginine, N5-[Imino(propylamino)methyl]-L-ornithine, NG-Propyl-L-arginine, NPA, NPLA, Nomega-Propyl-L-Arginine, PLA, p-ARG

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About This Item

Empirical Formula (Hill Notation):
C9H20N4O2 · xHCl
CAS Number:
137361-05-8
Molecular Weight:
216.28 (free base basis)
MDL number:
MFCD01320455
UNSPSC Code:
12352209

Assay

≥98% (HPLC)

form

film

storage condition

desiccated

color

colorless

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

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

InChI

1S/C9H20N4O2/c1-2-5-12-9(11)13-6-3-4-7(10)8(14)15/h7H,2-6,10H2,1H3,(H,14,15)(H3,11,12,13)/t7-/m0/s1

InChI key

AOMXURITGZJPKB-ZETCQYMHSA-N

Biochem/physiol Actions

Nω-Propyl-L-arginine (NPA; NPLA; p-ARG; L-PNA) is a substrate-competitive, reversible, potent and selective neuronal nitric oxide synthase (nNOS; bNOS) inhibitor (Ki = 57 nM/bovine nNOS, 8.5 μM/bovine eNOS, 180 μM/murine iNOS) widely used for probing nNOS-dependent physiological and pathological processes both in cultures and in animals in vivo.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Potent and selective inhibition of neuronal nitric oxide synthase by N omega-propyl-L-arginine.
H Q Zhang et al.
Journal of medicinal chemistry, 40(24), 3869-3870 (1997-12-16)
Qing-Bo Lu et al.
International journal of molecular sciences, 19(1), 59-59 (2017-12-28)
This study was conducted to explore the hypothesis that the endogenous superoxide anions (O₂-) and nitric oxide (NO) system of the paraventricular nucleus (PVN) regulates the cardiac sympathetic afferent reflex (CSAR) contributing to sympathoexcitation in obese rats induced by a
Yiting Zhang et al.
Neurobiology of disease, 110, 122-132 (2017-12-06)
Germinal matrix hemorrhage is induced by stereotaxic injection of collagenase into the germinal matrix of P7 Sprague-Dawley rats. Hemoglobin assay, western blot, immunofluorescence and neurobehavioral tests were used to test the effects of BLVRA on hematoma resolution and anti-inflammatory response.
Hironori Kamii et al.
Neuroscience letters, 660, 39-44 (2017-09-13)
Nitric oxide (NO), a gaseous neurotransmitter, is involved in a variety of brain functions, including drug addiction. Although previous studies have suggested that NO plays an important role in the development of cocaine addiction, the brain region(s) in which NO
Hui-Hsing Hung et al.
Molecular and cellular neurosciences, 82, 35-45 (2017-04-22)
Zinc ion (Zn2+), the second most abundant transition metal after iron in the body, is essential for neuronal activity and also induces toxicity if the concentration is abnormally high. Our previous results show that exposure of cultured cortical neurons to
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