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400600

Sigma-Aldrich

L-N⁵-(1-Iminoethyl)ornithine dihydrochloride

≥98% (TLC), solid, eNOS inhibitor, Calbiochem®

Synonym(s):

L-N⁵-(1-Iminoethyl)ornithine, Dihydrochloride, L-NIO, 2HCl

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About This Item

Empirical Formula (Hill Notation):
C7H15N3O2 · 2HCl
CAS Number:
Molecular Weight:
246.13
UNSPSC Code:
12352209
NACRES:
NA.77

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 Level

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
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

Warning

Toxicity: Irritant (B)

Reconstitution

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.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

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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