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Merck

H7278

Sigma-Aldrich

NG-Hydroxy-L-arginine acetate salt

Sinónimos:

NOHA acetate salt

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About This Item

Fórmula empírica (notación de Hill):
C6H14N4O3 · C2H4O2
Número de CAS:
Peso molecular:
250.25
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (TLC)

Quality Level

form

powder

mp

204 °C

solubility

acetic acid: 10 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

CC(O)=O.N[C@@H](CCCNC(=N)NO)C(O)=O

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

Biochem/physiol Actions

Intermediate in the conversion of arginine to NO and citrulline by NO synthase.
NG-Hydroxy-L-arginine acts as a physiological inhibitor of arginase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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The inhibition of arginase by N?-hydroxy-L-arginine controls the growth of Leishmania inside macrophages
Iniesta V, et al.
The Journal of Experimental Medicine, 193(6), 777-784 (2001)
F Daghigh et al.
Biochemical and biophysical research communications, 202(1), 174-180 (1994-07-15)
NG-hydroxy-L-arginine, an intermediate in the biosynthesis of nitric oxide (NO), has been found to be a uniquely potent competitive inhibitor of rat liver arginase. Among previously reported inhibitors of arginase and the eight arginine analogs tested herein, only NG-hydroxy-L-arginine was
K L Campos et al.
The Journal of biological chemistry, 270(4), 1721-1728 (1995-01-27)
The nitric oxide synthase-catalyzed conversion of L-arginine to L-citrulline and nitric oxide is known to be the sum of two partial reactions: oxygenation of arginine to N-hydroxyarginine, followed by oxygenation of N-hydroxyarginine to citrulline and nitric oxide. Whereas the conversion
P Klatt et al.
The Journal of biological chemistry, 268(20), 14781-14787 (1993-07-15)
Brain NO (nitric oxide) synthase contains FAD, FMN, heme, and tetrahydrobiopterin as prosthetic groups and represents a multi-functional oxidoreductase catalyzing oxidation of L-arginine to NO and L-citrulline, formation of H2O2, and reduction of cytochrome c. We show that substrate analogues
R A Pufahl et al.
Biochemistry, 34(6), 1930-1941 (1995-02-14)
The ability of murine macrophage nitric oxide synthase (NOS) to utilize peroxides in place of O2 and NADPH was investigated using hydrogen peroxide (H2O2), tert-butylhydroperoxide, and cumene hydroperoxide with both L-arginine and NG-hydroxy-L-arginine (L-NHA) as substrates. Of the three peroxides

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