3184-13-2 Usage
Description
L(+)-Ornithine hydrochloride, also known as L-Ornithine, is a non-essential amino acid that plays a crucial role in human development and is an intermediate in the biosynthesis of L-arginine, L-proline, and polyamines. It is found in virtually all vertebrate tissues and is incorporated into proteins such as tyrocidine. L(+)-Ornithine hydrochloride is a white crystalline powder with a mild green bark aroma and a very mild sweet taste at 500.00 ppm in water.
Uses
Used in Pharmaceutical Industry:
L(+)-Ornithine hydrochloride is used as a pharmaceutical intermediate for the production of L-arginine, L-proline, and polyamines, which are essential for various biological processes.
Used in Nutritional Supplements:
L(+)-Ornithine hydrochloride is used as a nutritional supplement to support human development and promote overall health.
Used in Food and Beverage Industry:
L(+)-Ornithine hydrochloride is used as a flavoring agent and sweetener in the food and beverage industry due to its mild sweet taste and low strength green aroma.
Used in Cosmetics Industry:
L(+)-Ornithine hydrochloride is used in cosmetics for its potential skin health benefits and as a component in various cosmetic formulations.
Isolation from Chicken Excreta:
L(+)-Ornithine hydrochloride can be isolated from chicken excreta, providing an alternative and sustainable source for its production.
Flammability and Explosibility
Notclassified
Biochem/physiol Actions
L-ornithine acts as a precursor for polyamines. It may modulate the intake of food as an acute satiety signal in the neonatal chick brain.
Safety Profile
Mildly toxic by ingestion. When heated to decomposition it emits very toxic fumes of NOx and HCl.
Purification Methods
Likely impurities are citrulline, arginine and D-ornithine. Crystallise the monohydrochloride from water by adding 4volumes of EtOH and dry it in a vacuum desiccator over fused CaCl2. [Rivard Biochemical Preparations 3 98 1955.] The dihydrochloride [6211-16-1] has m 202-203o and [ ] D +18.4o (c 2.3, 6N HCl) after recrystallisation from MeOH/Et2O [Zaoral & Rudinger Collect Czech Chem Commun 24 2009 1959]. [Beilstein 4 IV 2644.]
Check Digit Verification of cas no
The CAS Registry Mumber 3184-13-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,8 and 4 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 3184-13:
(6*3)+(5*1)+(4*8)+(3*4)+(2*1)+(1*3)=72
72 % 10 = 2
So 3184-13-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/p+1/t4-/m0/s1
3184-13-2Relevant articles and documents
Thermochemistry of the hydrolysis of L-arginine to (L-citrulline + ammonia) and of the hydrolysis of L-arginine to (L-ornithine + urea)
Tewari, Y. B.,Kishore, N.,Margolis, S. A.,Goldberg, R. N.,Shibatani, T.
, p. 293 - 305 (1993)
Molar enthalpies of reaction for the hydrolysis of L-arginine(aq) to and for the hydrolysis of L-arginine(aq) to have been measured by microcalorimetry.These reactions are catalyzed, respectively, by arginase and by arginine deiminase.The effects of variations in pH, temperature, and ionic strength on the molar enthalpies of reaction were studied.The results have been analyzed with a model which accounts for the complex equilibria in solution.The results obtained at T = 298.15 K for the reference reactions are: ΔfHm0 = -(21.4+/-0.5) kJ * mol-1 for L-arginine+(aq) + H2O(l) = L-ornithine+(aq) + urea(aq) and ΔfHm0 = -(31.9+/-0.8) kJ * mol-1 for L-arginine+(aq) + H2O(l) = L-citrulline(aq) + NH4+(aq).These results are discussed in terms of thermodynamic-cycle calculations and in terms of the metabolic urea cycle.
Synthesis of (ε-13C-,ε-15N)-enriched L-lysine - Establishing schemes for the preparation of all possible 13C and 15N isotopomers of L-lysine, L-ornithine, and L-proline
Siebum, Arjan H. G.,Tsang, Robert K. F.,Van Der Steen, Rob,Raap, Jan,Lugtenburg, Johan
, p. 4391 - 4396 (2007/10/03)
In this paper we describe a simple synthetic strategy that, with the right rational adaptation, gives direct access to any 13C/15N isotopomer of L-glutamate, L-ornithine, L-proline, L-lysine, and L-α, amino adipic acid. This strategy also allows access to nonproteinogenic amino acids like L-citrulline in high yields and optical purity. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Aminosaeuren, I. Darstellung von Aminosaeuren aus Halogencarbonsaeure-alkylestern mit Alkalimetallcyanaten
Effenberger, Franz,Drauz, Karlheinz,Foerster, Siegfried,Mueller, Wolfgang
, p. 173 - 189 (2007/10/02)
α- and ω-halo- as well as α,ω-dihalocarboxylic alkyl esters react with potassium cyanate in the presence of alcohol at 80 - 120 deg C in dipolar aprotic solvents to yield α- and ω-(alkoxycarbonylamino)- and α,ω-bis(alkoxycarbonylamino)carboxylic alkyl esters, respectively, in good yields.Hydrolytic cleavage of these mono- or diurethanes with an aqueous solution of hydrochloric acid/formic acid leads to the corresponding amino acid hydrochlorides in nearly quantitative yields.