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.
Synonym(s):
NG-Hydroxy-L-arginine, Monoacetate Salt, NOHA, AcOH
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About This Item
Empirical Formula (Hill Notation):
C6H14N4O3 · xC2H4O2
CAS Number:
Molecular Weight:
190.20 (free base basis)
UNSPSC Code:
12352209
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
OK to freeze, desiccated (hygroscopic)
Quality Segment
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
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
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).
Biochem/physiol Actions
Cell permeable: yes
Primary Target
liver and macrophage arginase
liver and macrophage arginase
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.
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.
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.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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