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
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.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
| Quality Level | 100 |
| 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 |
