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75440

Sigma-Aldrich

L-Ornithine dihydrochloride

≥99.0% (AT)

Synonym(s):

(S)-2,5-Diaminopentanoic acid dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C5H12N2O2 · 2HCl
CAS Number:
6211-16-1
Molecular Weight:
205.08
Beilstein/REAXYS Number:
4538819
EC Number:
228-277-5
MDL number:
MFCD00066571
UNSPSC Code:
12352209
PubChem Substance ID:
329766423
NACRES:
NA.26

Quality Level

100
200

assay

≥99.0% (AT)

form

crystals

optical activity

[α]20/D +17±1°, c = 5% in H2O

technique(s)

ligand binding assay: suitable

ign. residue

≤0.1% (as SO4)

color

colorless

mp

197-199 °C (dec.)

anion traces

sulfate (SO42-): ≤100 mg/kg

cation traces

As: ≤0.1 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
NH4+: ≤100 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES string

Cl.Cl.NCCC[C@H](N)C(O)=O

InChI

1S/C5H12N2O2.2ClH/c6-3-1-2-4(7)5(8)9;;/h4H,1-3,6-7H2,(H,8,9);2*1H/t4-;;/m0../s1

InChI key

HGBAVEGDXFHRQP-FHNDMYTFSA-N

Biochem/physiol Actions

L-Ornithine is a non-proteinogenic recycled component of the Urea Cycle leading to the production of arginine. L-ornithine is the starting compound for polyamine biosynthesis via ornithine decarboxylase.

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
BCCC2514
BCBL4699V

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V Walker
Diabetes, obesity & metabolism, 11(9), 823-835 (2009-06-18)
The urea cycle is the final pathway for removal of surplus nitrogen from the body, and the major route in humans for detoxification of ammonia. The full complement of enzymes is expressed only in liver. Inherited deficiencies of urea cycle
Francois Blachier et al.
Frontiers in bioscience (Landmark edition), 16, 1331-1343 (2011-01-05)
Colon epithelium is renewed within few days through asymmetric mitosis of pluripotent cells followed by differentiation and exfoliation. Absorptive colonocytes do not transport amino acids from lumen to bloodstream but import amino acids from plasma. Among amino acids, colonocytes can
Markus Munder
British journal of pharmacology, 158(3), 638-651 (2009-09-22)
The enzyme arginase metabolizes L-arginine to L-ornithine and urea. Besides its fundamental role in the hepatic urea cycle, arginase is also expressed the immune system of mice and man. While significant interspecies differences exist regarding expression, subcellular localization and regulation
Jens Schneider et al.
Applied microbiology and biotechnology, 91(1), 17-30 (2011-05-10)
In Bacteria, the pathways of polyamine biosynthesis start with the amino acids L-lysine, L-ornithine, L-arginine, or L-aspartic acid. Some of these polyamines are of special interest due to their use in the production of engineering plastics (e.g., polyamides) or as
M Reimann et al.
Atherosclerosis. Supplements, 14(1), 143-149 (2013-01-30)
The study of small-molecule metabolites may assist in cardiovascular risk monitoring during therapy. We assessed whether acute changes in the metabolome by lipoprotein apheresis are able to predict changes in microvascular function. We performed mass-spectrometry-based profiling of 186 metabolites in
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