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About This Item
Empirical Formula (Hill Notation):
C7H15N3O2 · 2HCl
CAS Number:
Molecular Weight:
246.13
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.77
Assay:
≥98% (TLC)
Form:
solid
Storage condition:
OK to freeze, desiccated (hygroscopic)
Product Name
L-N⁵-(1-Iminoethyl)ornithine, Dihydrochloride, A cell-permeable, more potent inhibitor of endothelial nitric oxide synthase compared to other arginine analogs such as L-NAME and L-NMMA.
Quality Segment
assay
≥98% (TLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, desiccated (hygroscopic)
color
white
solubility
water: 1 mg/mL
shipped in
ambient
storage temp.
−20°C
InChI
1S/C7H15N3O2.2ClH/c1-5(8)10-4-2-3-6(9)7(11)12;;/h6H,2-4,9H2,1H3,(H2,8,10)(H,11,12);2*1H/t6-;;/m0../s1
InChI key
RYCMAAFECCXGHI-ILKKLZGPSA-N
General description
A cell-permeable, more potent inhibitor of endothelial nitric oxide synthase (eNOS; IC50 = 500 nM) compared to other arginine analogs such as L-NAME (Cat. No. 483125) and L-NMMA (Cat. No. 475886). Inhibits acetylcholine-induced relaxation of rat aorta rings (IC50 = 2 µM) and causes a dose-dependent increase in mean arterial blood pressure in the rat (EC50 = 19.5 mg/kg).
Cell permeable. Approximately five times more potent as an inhibitor of endothelial nitric oxide synthase (IC50 = 500 nM) than other arginine analogs, such as L-NAME (Cat. No. 483125) and L-NMMA (Cat. No. 475886). Inhibits acetylcholine induced relaxation of rat aorta rings (IC50 = 2 µM) and causes a dose-dependent increase in mean arterial blood pressure in the rat (EC50 = 19.5 mg/kg).
Biochem/physiol Actions
Cell permeable: yes
Primary Target
eNOS
eNOS
Product does not compete with ATP.
Reversible: no
Target IC50: 500 nM against endothelial nitric oxide synthase (eNOS); 2 µM against acetylcholine-induced relaxation of rat aorta rings; EC50 = 19.5 mg/kg for a dose-dependent increase in mean arterial blood pressure in the rat
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.
Other Notes
Moore, W.M., et al. 1994. J. Med. Chem. 37, 3886.
Rees, D.D., et al. 1990. Br. J. Pharmacol.101, 746.
Rees, D.D., et al. 1990. Br. J. Pharmacol.101, 746.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Irritant (B)
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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