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Merck

399250

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.

동의어(들):

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

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C6H14N4O3 · xC2H4O2
CAS 번호:
Molecular Weight:
190.20 (free base basis)
UNSPSC Code:
12352209
NACRES:
NA.77
MDL number:
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제품 이름

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.

SMILES string

[N+H3][C@@H](CCC\N=C(\NO)/N)C(=O)O.[O-]C(=O)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

InChI key

VYMCYRPQICLHKC-WCCKRBBISA-N

assay

≥98% (HPLC)

form

solid

potency

150 μM Ki

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

white

solubility

water: 1 mg/mL

shipped in

ambient

storage temp.

−20°C

Quality Level

Biochem/physiol Actions

Cell permeable: yes
Primary Target
liver and macrophage arginase

Disclaimer

Toxicity: Standard Handling (A)

General description

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).

Other Notes

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.

Packaging

Packaged under inert gas

Preparation Note

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

Legal Information

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

저장 등급

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

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
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
J L Boucher et al.
Biochemical and biophysical research communications, 203(3), 1614-1621 (1994-09-30)
N omega-Hydroxy-L-arginine (L-NOHA) is a potent inhibitor of the hydrolysis of L-arginine (L-Arg) to L-ornithine (L-Orn) catalyzed by purified bovine liver arginase (BLA). It appears as one of the most powerful arginase inhibitors reported so far (Ki = 150 microM).

관련 콘텐츠

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국제 무역 품목 번호

SKUGTIN
399250-5MGCN04055977212556

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