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RYCMAAFECCXGHI-ILKKLZGPSA-N

Product Name
RYCMAAFECCXGHI-ILKKLZGPSA-N
CAS No.
159190-44-0
Chemical Name
RYCMAAFECCXGHI-ILKKLZGPSA-N
Synonyms
RYCMAAFECCXGHI-ILKKLZGPSA-N;LNIO dihydrochloride,L NIO dihydrochloride;L-N?-(1-Iminoethyl)ornithine, Dihydrochloride;(S)-5-Acetimidamido-2-aminopentanoic acid dihydrochloride;L-N-(1-Iminoethyl)ornithine, Dihydrochloride - CAS 159190-44-0 - Calbiochem
CBNumber
CB53416708
Molecular Formula
C7H16ClN3O2
Formula Weight
209.67
MOL File
159190-44-0.mol
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RYCMAAFECCXGHI-ILKKLZGPSA-N Property

storage temp. 
-20C
solubility 
<24.61mg/ml in H2O
form 
White solid
color 
Colorless to off-white
Water Solubility 
Soluble to 100 mM in water
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
400600
Product name
L-N-(1-Iminoethyl)ornithine, Dihydrochloride - CAS 159190-44-0 - Calbiochem<br />A cell-permeable, more potent inhibitor of endothelial nitric oxide synthase compared to other arginine analogs such as L-NAME and L-NMMA.
Packaging
20mg
Price
$186
Updated
2025/07/31
TRC
Product number
I415030
Product name
N5-(1-Iminoethyl)-L-ornithineDihydrochloride
Packaging
10mg
Price
$65
Updated
2021/12/16
ChemScene
Product number
CS-0020666
Product name
L-NIO(dihydrochloride)
Packaging
5mg
Price
$70
Updated
2021/12/16
ApexBio Technology
Product number
B6345
Product name
L-NIOdihydrochloride
Packaging
10mg
Price
$276
Updated
2021/12/16
ApexBio Technology
Product number
B6345
Product name
L-NIOdihydrochloride
Packaging
5mg
Price
$156
Updated
2021/12/16
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RYCMAAFECCXGHI-ILKKLZGPSA-N Chemical Properties,Usage,Production

Uses

N5-(1-Iminoethyl)-L-ornithine Dihydrochloride is an inhibitor of nitric oxide synthase (NOS), an enzyme that catalyzes the conversion of L-arginine to L-citrulline and nitric oxide. It also improves cardiac function and microcirculation. N5-(1-Iminoethyl)-L-ornithine Dihydrochloride inhibits inducible NOS (iNOS). These enzymes play critical roles in a wide array of physiological and pathophysiological conditions such as blood pressure regulation, inflammation, and infection.

General Description

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).

Biological Activity

l-nio dihydrochloride is an inhibitor of nitric oxide (no) synthase (inos, enos and nnos). an no synthase is inducible by immunological stimuli such as endotoxin (lps) and various cytokines, generating nitric oxide (no) in phagocytic cells including neutrophils and macrophages. generation of no by macrophages has been revealed to kill tumour cells due to the inactivation of ironsulphur centres of mitochondrial enzymes.

Biochem/physiol Actions

Cell permeable: yes

in vitro

to protect against inflammatory injury stimulated by activated neutrophils, the ability of l-arginine (n-iminoethyl-l-ornithine (l-nio) was studied in rats, following intradermal or intrapulmonary deposition of immune complexes [1]. the protective effect of l-nio in the skin was reversed in a dose-dependent manner by the presence of l-arginine, rather than by d-arginine. the protective effects of l-nio l-arginine were reversed also in immune complex-induced lung injury, and not associated with reductions in neutrophil accumulation as measured by extraction from tissues of myeloperoxidase. the results demonstrate immune complex induced vascular injury induced by activated macrophage was inhibited effectively by l-nio as a potent inhibitor [1].

in vivo

a dose-dependent increase in mean systemic arterial blood pressure accompanied by bradycardia was induced at the administration of l-nio (0.03-300 mgkg-1, i.v.). l-nio (100 mgkg-, i.v.) has an effect inhibitor of the hypotensive responses to ach and bradykinin. l-arginine (30-100 mg kg- 1, i.v.) in a dose-dependent manner reversed the increase in blood pressure and bradycardia produced by these compounds. it was enantiomer specific for all of these effects. these facts indicate that l-nio can inhibit no synthase as inhibitors in the vascular endothelium and verify that l-nio plays an important role for no synthesis in the maintenance of vascular tone and blood pressure [2].

IC 50

65 m

storage

Desiccate at -20°C

References

[1]. mulligan ms, moncada s, ward pa. protective effects of inhibitors of nitric oxide synthase in immune complex-induced vasculitis. br j pharmacol. 1992 dec;107(4):1159-62.
[2]. rees dd, palmer rm, schulz r, hodson hf, moncada s.br j pharmacol. characterization of three inhibitors of endothelial nitric oxide synthase in vitro and in vivo.1990 nov;101 (3):746-52.

RYCMAAFECCXGHI-ILKKLZGPSA-N Preparation Products And Raw materials

Raw materials

Preparation Products

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RYCMAAFECCXGHI-ILKKLZGPSA-N Suppliers

Sigma-Aldrich
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021-61415566 800-8193336
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orderCN@merckgroup.com
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China
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Shanghai YuanYe Biotechnology Co., Ltd.
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Tianjin Kailiqi Biotechnology Co., Ltd.
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TargetMol Chemicals Inc.
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United States
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.
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order@med-bio.cn
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Energy Chemical
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159190-44-0, RYCMAAFECCXGHI-ILKKLZGPSA-NRelated Search:


  • RYCMAAFECCXGHI-ILKKLZGPSA-N
  • L-N-(1-Iminoethyl)ornithine, Dihydrochloride - CAS 159190-44-0 - Calbiochem
  • LNIO dihydrochloride,L NIO dihydrochloride
  • (S)-5-Acetimidamido-2-aminopentanoic acid dihydrochloride
  • L-N?-(1-Iminoethyl)ornithine, Dihydrochloride
  • 159190-44-0
  • C7H17Cl2N3O2