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Sigma-Aldrich

Nα-Methyl-L-ornithine monohydrochloride

≥98% (TLC)

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Synonym(s):
(S)-5-Amino-2-(methylamino)pentanoic acid hydrochloride, N-Me-Orn-OH · HCl
Empirical Formula (Hill Notation):
C6H14N2O2 · HCl
CAS Number:
Molecular Weight:
182.65
Beilstein:
6117952
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥98% (TLC)

form

powder

optical activity

[α]/D +27.0±1.0°, c = 1 in 1 M HCl

composition

carbon, 38.7-40.2%
nitrogen, 14.9-15.7%

SMILES string

Cl.CN[C@@H](CCCN)C(O)=O

InChI

1S/C6H14N2O2.ClH/c1-8-5(6(9)10)3-2-4-7;/h5,8H,2-4,7H2,1H3,(H,9,10);1H/t5-;/m0./s1

InChI key

OUPNMQRLBAANLP-JEDNCBNOSA-N

Biochem/physiol Actions

Nα-Methyl-L-ornithine has been identified as an inhibitor of nitric oxidase synthase in macrophages.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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T B McCall et al.
British journal of pharmacology, 102(1), 234-238 (1991-01-01)
1. The synthesis of nitric oxide (NO) from L-arginine by rat peritoneal neutrophils (PMN) and the murine macrophage cell-line J774 and the inhibition of this synthesis by N-iminoethyl-L-ornithine (L-NIO), NG-monomethyl-L-arginine (L-NMMA), NG-nitro-L-arginine (L-NNA) and its methyl ester (L-NAME) were investigated.
D J Gordon et al.
Biochemistry, 40(28), 8237-8245 (2001-07-11)
A potential goal in the prevention or therapy of Alzheimer's disease is to decrease or eliminate neuritic plaques composed of fibrillar beta-amyloid (Abeta). In this paper we describe N-methyl amino acid containing congeners of the hydrophobic "core domain" of Abeta

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