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L-Ornithine L-aspartate salt

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CAS:3230-94-2
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Products Intro: Product Name:L-Ornithine L-Aspartate Salt
CAS:3230-94-2
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CAS:3230-94-2
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L-Ornithine L-aspartate salt Basic information
Product Name:L-Ornithine L-aspartate salt
Synonyms:Ornithne Aspartate;L-Orn-L-Asp;(2S)-2-amino-4-hydroxy-4-keto-butyrate;(2S)-2-amino-4-hydroxy-4-oxobutanoate;(2S)-2-azanyl-4-hydroxy-4-oxo-butanoate;[(4S)-4-amino-5-hydroxy-5-keto-pentyl]ammonium;[(4S)-4-amino-5-hydroxy-5-oxopentyl]azanium;[(4S)-4-azanyl-5-hydroxy-5-oxo-pentyl]azanium
CAS:3230-94-2
MF:C5H12N2O2.C4H7NO4
MW:265.26
EINECS:221-772-7
Product Categories:amino acid;Other APIs;Nutritional Supplements
Mol File:3230-94-2.mol
L-Ornithine L-aspartate salt Structure
L-Ornithine L-aspartate salt Chemical Properties
Melting point 202.0 to 206.0 °C
storage temp. 2-8°C
solubility Aqueous Acid (Sparingly)
form powder
color white
Odorbland
Water Solubility Water: 250 mg/mL (942.47 mM)
Merck 14,6874
InChIInChI=1S/C5H12N2O2.C4H7NO4/c6-3-1-2-4(7)5(8)9;5-2(4(8)9)1-3(6)7/h4H,1-3,6-7H2,(H,8,9);2H,1,5H2,(H,6,7)(H,8,9)/t4-;2-/m00/s1
InChIKeyIXUZXIMQZIMPSQ-UHFFFAOYSA-N
SMILESC(O)(=O)[C@H](CCCN)N.C(O)(=O)[C@H](CC(O)=O)N
LogP-0.963 (est)
CAS DataBase Reference3230-94-2(CAS DataBase Reference)
EPA Substance Registry SystemL-Aspartic acid, compd. with L-ornithine (1:1) (3230-94-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39-24/25
WGK Germany 2
RTECS CI9463000
TSCA TSCA listed
HS Code 29224999
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
L-Ornithine L-aspartate salt Usage And Synthesis
Chemical PropertiesWhite powder
UsesL-Ornithine L-Aspartate Salt is used as a therapeutic agent in the treatment of hepatic encephalopathy and hepatitis.
Biochem/physiol ActionsL-Ornithine L-aspartate is a metabolite of arginine degradation by arginase. It has been shown to reduce blood ammonia concentrations by increasing ammoniadetoxification in the muscle and reducing the severity of hepatic encephalopathy in cirrhosis.
Synthesis
L-Aspartic acid

56-84-8

L-Ornithine acetate

60259-81-6

L-Ornithine L-aspartate salt

3230-94-2

General procedure for the synthesis of L-ornithine L-aspartate salt from L-aspartate and L-ornithine acetate: 22.5 g of L-ornithine acetate (monohydrate) and 13.3 g of L-aspartate were added to 20 mL of purified water and mixed with stirring. Ammonium carbonate solution (prepared by dissolving 9.9 g of ammonium carbonate in 40 mL of pure water) was slowly added dropwise, with the rate of acceleration of the droplets being controlled in response to the accompanying slight exothermic and CO2 gas release. After observing that the suspension gradually became clarified, stirring was continued for 10 min to ensure that the pH of the reaction solution was maintained at 7.0-8.0. Subsequently, the reaction solution was heated to 70-80 °C, and 150 mL of methanol was slowly added to induce precipitation of solids. The crystallization process was continued for 2 hours, then slowly cooled to room temperature and stirring was continued for 2 hours. The solid was collected by filtration and washed once with a mixture of methanol and water (4:1 v/v, about 50 mL), then with pure methanol (50 mL x 2). After the above treatment, 21.7 g of wet solid product was obtained, which did not need to be dried and was directly used in the next step of refinement. Dissolve 21.7 g of aspartic ornithine wet crude product in 42 mL of pure water and stir until completely dissolved. It was heated to 60-70°C, and about 0.6 g of activated carbon was added and thermally decolorized for 30 minutes. After filtration, the filtrate was reheated to 70-80°C and about 84 mL of methanol was added slowly to induce precipitation of solids. After dropwise addition, stirring was continued for 2 hours, then slowly cooled to room temperature and stirred for another 2 hours. The solid was collected by filtration and washed sequentially with a mixture of methanol and water (4:1, 50 mL x 2, by volume) and pure methanol (50 mL x 2). Finally, 18.3 g of pure product was obtained by drying under reduced pressure with a specific rotation of +28.1° and a purity of 99.56%.

References[1] Patent: CN106699586, 2017, A. Location in patent: Paragraph 0030; 0031; 0032; 0033
L-Ornithine L-aspartate salt Preparation Products And Raw materials
Raw materialsL-Ornithine acetate-->L(+)-Arginine-->L-Aspartic acid-->Methanol-->Water-->Ammonium carbonate
Tag:L-Ornithine L-aspartate salt(3230-94-2) Related Product Information
Potassium L-aspartate L-ASPARTIC ACID L-Ornithine D-Aspartic acid EPA L(+)-Ornithine hydrochloride Folic acid L-Aspartic acid Sodium L-aspartate L-Ornithine 2-oxoglutarate L-Ornithine 2-oxoglutarate L-Ornithine acetate Ethyl L-ornithine dihydrochloride Citric acid Ascoric Acid 8-CHLOROADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT L-Ornithine L-aspartate salt H-GLY-THR-LYS-GLY-GLY-GLN-ASP-OH

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