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399250

Sigma-Aldrich

NG-Hydroxy-L-arginine, Monoacetate Salt

Cell permeable. A key intermediate in the biosynthesis of nitric oxide by cNOS. NOHA can be efficiently oxidized to nitric oxide and citrulline by cytochrome P450 system.

Synonyme(s) :

NG-Hydroxy-L-arginine, Monoacetate Salt, NOHA, AcOH

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About This Item

Formule empirique (notation de Hill):
C6H14N4O3 · xC2H4O2
Numéro CAS:
Poids moléculaire :
190.20 (free base basis)
Numéro MDL:
Code UNSPSC :
12352209
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

solid

Puissance

150 μM Ki

Fabricant/nom de marque

Calbiochem®

Conditions de stockage

OK to freeze
desiccated (hygroscopic)

Couleur

white

Solubilité

water: 1 mg/mL

Conditions d'expédition

ambient

Température de stockage

−20°C

InChI

1S/C6H14N4O3.C2H4O2/c7-4(5(11)12)2-1-3-9-6(8)10-13;1-2(3)4/h4,13H,1-3,7H2,(H,11,12)(H3,8,9,10);1H3,(H,3,4)/t4-;/m0./s1

Clé InChI

VYMCYRPQICLHKC-WCCKRBBISA-N

Description générale

Cell permeable. A key intermediate in the biosynthesis of nitric oxide by constitutive nitric oxide synthase (cNOS). NOHA can be efficiently oxidized to nitric oxide and citrulline by cytochrome P450 system. A potent inhibitor of liver and macrophage arginase (Ki = 150 µM).
Cell-permeable. A key intermediate product in the biosynthesis of nitric oxide from arginine by constitutive nitric oxide synthase (cNOS). Formed by the NADPH-dependent hydroxylation of L-arginine. NOHA can be efficiently oxidized to nitric oxide and citrulline by cytochrome P450, providing an alternative biosynthetic route for the production of nitric oxide. A potent inhibitor of liver and macrophage arginase (Ki = 150 µM).

Actions biochimiques/physiologiques

Cell permeable: yes
Primary Target
liver and macrophage arginase

Conditionnement

Packaged under inert gas

Avertissement

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Autres remarques

Boucher, J.L., et al. 1994. Biochem. Biophys. Res. Commun. 203, 1614.
Pufahl, R.A., and Marletta, M.A. 1993. Biochem. Biophys. Res. Commun.193, 963.
Boucher, J.L., et al. 1992. Biochem. Biophys. Res. Commun.187, 880.
Stuehr, D.J., et al. 1991. J. Biol. Chem.266, 6259.
Wallace, G.C., et al. 1991. Biochem. Biophys. Res. Commun.176, 528.
Zembowicz, A., et al. 1991. Proc. Natl. Acad. Sci. USA88, 11172.

Informations légales

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

G C Wallace et al.
Biochemical and biophysical research communications, 176(1), 528-534 (1991-04-15)
This study describes the effects of N omega-hydroxy-L-arginine (NOHA) on endothelium dependent and endothelium independent relaxation of bovine pulmonary artery. These results are consistent with the hypothesis that NOHA is a biosynthetic intermediate in the production of nitric oxide from
D J Stuehr et al.
The Journal of biological chemistry, 266(10), 6259-6263 (1991-04-05)
Authentic N omega-hydroxy-L-arginine was synthesized and used to determine whether it is an intermediate in nitric oxide (.NO) synthesis from L-arginine by macrophage .NO synthase. The apparent Km (6.6 microM) and Vmax (99 nmol x min-1 x mg-1) observed with
A Zembowicz et al.
Proceedings of the National Academy of Sciences of the United States of America, 88(24), 11172-11176 (1991-12-15)
The hypothesis was investigated that NG-hydroxy-L-arginine (L-HOArg) is an intermediate in the biosynthesis of nitric oxide (.NO) from L-arginine (L-Arg) by the constitutive .NO synthase (NOS) present in endothelial cells (ECs). When infused through a column of bovine aortic ECs
R A Pufahl et al.
Biochemical and biophysical research communications, 193(3), 963-970 (1993-06-30)
The involvement of the protoporphyrin IX heme iron of macrophage nitric oxide synthase (NOS) in the oxidation of NG-hydroxy-L-arginine (L-NHA) to nitric oxide (NO) and citrulline was investigated by carbon monoxide (CO) inhibition studies and binding difference spectroscopy. A CO:oxygen
J L Boucher et al.
Biochemical and biophysical research communications, 187(2), 880-886 (1992-09-16)
Rat liver microsomes catalyze the oxidative denitration of N omega-hydroxy-L-arginine (NOHA) by NADPH and O2 with formation of citrulline and nitrogen oxides like NO and NO2-. Besides NO2- and citrulline, whose simultaneous formation is linear for at least 20 min

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