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18726

Sigma-Aldrich

Nα-Methyl-L-ornithine monohydrochloride

≥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
Beilstein/REAXYS Number:
6117952
MDL number:
MFCD03093490
UNSPSC Code:
12352202
PubChem Substance ID:
329751738
NACRES:
NA.32

Key Documents

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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

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
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

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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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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