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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)

Quality Level

200

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000418310
0000418310
0000356873
0000331653
0000356873

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T Pera et al.
The Journal of pharmacology and experimental therapeutics, 349(2), 229-238 (2014-02-25)
Airway inflammation and remodeling are major features of chronic obstructive pulmonary disease (COPD), whereas pulmonary hypertension is a common comorbidity associated with a poor disease prognosis. Recent studies in animal models have indicated that increased arginase activity contributes to features
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)
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
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
Alexander Bollenbach et al.
Analytical biochemistry, 577, 59-66 (2019-04-28)
l-Homoarginine (hArg) is biosynthesized from l-arginine (Arg) and l-lysine (Lys) by arginine:glycine amidinotransferase (AGAT). AGAT also catalyzes the formation of guanidinoacetate (GAA) from Arg and glycine (Gly). GAA is converted to creatine (N-methyl guanidinoacetate) by guanidinoacetate N-methyl-transferase (GAMT). Low circulating
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