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H7278

Sigma-Aldrich

NG-Hydroxy-L-arginine acetate salt

Synonym(s):

NOHA acetate salt

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About This Item

Empirical Formula (Hill Notation):
C6H14N4O3 · C2H4O2
CAS Number:
53598-01-9
Molecular Weight:
250.25
MDL number:
MFCD00216150
UNSPSC Code:
12352209
PubChem Substance ID:
24278471
NACRES:
NA.77

Assay

≥98% (TLC)

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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