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18726

Nα-Methyl-L-ornithine monohydrochloride

Name: <I>N</I>&#945;-Methyl-<SC>L</SC>-ornithine monohydrochloride
Brand: SIGMA

≥98% (TLC), powder

Synonym(s):

(S)-5-Amino-2-(methylamino)pentanoic acid hydrochloride, N-Me-Orn-OH · HCl

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About This Item

Empirical Formula (Hill Notation):

C₆H₁₄N₂O₂ · HCl

CAS Number:

37148-99-5

Molecular Weight:

182.65

NACRES:

NA.32

PubChem Substance ID:

329751738

UNSPSC Code:

12352202

MDL number:

MFCD03093490

Beilstein/REAXYS Number:

6117952

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Properties

Product Name

Nα-Methyl-L-ornithine monohydrochloride, ≥98% (TLC)

Quality Level

100

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

Description

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

GHS07

signalword

Warning

hcodes

H319

pcodes

P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

BCBC2304

BCBC2304V

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Identification of N-iminoethyl-L-ornithine as an irreversible inhibitor of nitric oxide synthase in phagocytic cells.

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.

Inhibition of beta-amyloid(40) fibrillogenesis and disassembly of beta-amyloid(40) fibrils by short beta-amyloid congeners containing N-methyl amino acids at alternate residues.

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

Global Trade Item Number

SKU	GTIN
18726-10MG	04061833217160
18726-100MG	04061833217153