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D-Ornithine monohydrochloride, Also known as D-ornithine hydrochloride, it is an important chemical substance. The molecular formula C5H13ClN2O2 is usually a white or off white powdery solid with no special odor. Its particles are delicate and uniform, easy to dissolve and disperse. It is slightly soluble in water, which means that under appropriate temperature and concentration conditions, it can form a stable solution with water molecules. In addition, it may also be soluble in some organic solvents, such as ethanol, methanol, etc., but its solubility may vary due to factors such as solvent type and temperature. Ornithine is used to improve athletic performance, reduce glutamine poisoning in the treatment of liver diseases (hepatic encephalopathy) due to brain conditions, and is used for wound healing. In the field of biochemistry, it also has certain application value. It can be used as a raw material or additive for biocatalysts to promote the progress of biocatalytic reactions. In addition, it can also be used to prepare other amino acid derivatives or organic synthesis materials.
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C.F |
C5H13ClN2O2 |
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E.M |
168 |
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M.W |
169 |
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m/z |
168 (100.0%), 170 (32.0%), 169 (5.4%), 171 (1.7%) |
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E.A |
C, 35.62; H, 7.77; Cl, 21.02; N, 16.61; O, 18.98 |
D-Ornithine monohydrochloride, as an important chemical substance, has demonstrated its unique application value in multiple fields.
1. Improving athletic performance: A significant application in the medical field is to help improve athletic performance. It promotes muscle synthesis and metabolism through specific biological activities, improves muscle strength and endurance, and enables athletes to achieve better results in competitions.
2. Treating liver diseases: It also has a significant effect in treating liver diseases. It can effectively alleviate the symptoms of patients with hepatic encephalopathy, improve liver function, and enhance their quality of life. In addition, it can also reduce the risk of glutamine poisoning and play an important auxiliary role in the treatment of liver diseases.
3. Promoting wound healing: D-Ornithine monohydrochloride also has the effect of promoting wound healing. It can accelerate the regeneration and repair of wound tissue, reduce the risk of infection, and improve the speed and quality of wound healing. This characteristic has made it widely used in the medical field.
4. As a pharmaceutical intermediate, it is also an important type of pharmaceutical intermediate. It can be used to prepare various drugs, such as antiviral drugs, anti-tumor drugs, etc. These drugs play an important role in treating various diseases, so their application prospects in the field of medicine are very broad.
1. Nutritional supplements: They also have certain application value in the field of nutritional supplementation. It can be added as a nutritional supplement to food to enhance its nutritional value. Due to its easy solubility and dispersion, it can be easily added to various foods, such as beverages, health products, etc.
2. Promoting growth hormone secretion: closely related to the secretion of growth hormone. It can stimulate the secretion of insulin, thereby promoting the secretion of growth hormone, which helps the body become slim and more energetic. This feature has made it widely used in the fields of fitness and beauty.
3. Other fields
1. Food additives: They can also be used as food additives. It can improve the quality and taste of food, and enhance its nutritional value. Due to its characteristic of no special odor and easy dissolution, it can be easily added to various foods, such as meat products, dairy products, etc.
2. Biochemical field: In the field of biochemical engineering, it also has certain application value. It can be used as a raw material or additive for biocatalysts to promote the progress of biocatalytic reactions. In addition, it can also be used to prepare other amino acid derivatives or organic synthesis materials.
3. Industrial sector: The application in the industrial sector is also gradually expanding. Due to its unique chemical and physical properties, it can be used as a catalyst or stabilizer for certain chemical reactions. In addition, it can also be used to prepare some special industrial materials or products.
D-Ornithine monohydrochloride, as a non natural amino acid, has a wide range of applications in peptide drug synthesis, pharmaceutical intermediates, and pesticide synthesis. The preparation of D-ornithine hydrochloride by arginine chemical enzyme method is achieved through the hydrolysis racemization reaction of arginine under alkaline conditions. Through two steps of chemical racemization reaction and biological conversion, combined with biological enzyme conversion technology, L-arginine can be efficiently converted into a product. This method has the advantages of simple operation and high yield. Provided strong technical support for the industrial production of this product.
Chemical racemization reaction:
C6H14N4O2 + NaOH + H2O → C5H12N2O2 + NaCl
C5H12N2O2 + HCl → C5H13ClN2O2
Biotransformation:
C5H12N2O2+Lysine Decarboxylase → C5H13ClN2O2+C4H12N2
C5H13ClN2O2 + HCl → C5H13ClN2O2
Preparation steps:
1. Preparation of DL ornithine through chemical racemization reaction
Raw materials: L-Arginine, Salicylaldehyde, NaOH solution, concentrated hydrochloric acid (HCl).
Catalyst: Salicylaldehyde serves as a racemic catalyst.
(1) Add 200mmol L-arginine and 20mmol salicylaldehyde as catalysts to a 500ml flask.
(2) Add 200ml of sodium hydroxide solution with a concentration of 1mol/L and control the pH value of the reaction system to around 9.0.
(3) Under reflux conditions, heat to 48-50 ℃ and react for 3 hours.
(1) After the reaction is complete, add 20ml of concentrated hydrochloric acid to neutralize until weakly acidic (pH=7.0).
(2) Add 2g of activated carbon for decolorization treatment and stir for 20 minutes.
(1) After filtration, continue to concentrate the decolorization solution until dry to obtain the crude DL ornithine product.
(2) Add the crude product to 50ml anhydrous ethanol solution and stir to dissolve for 1 hour.
(3) Filter out the inorganic salt sodium chloride, then introduce HCl gas into the filtrate, and use saturated HCl ethanol solution to crystallize DL ornithine hydrochloride in the filtrate.
(4) Freeze the solution overnight in a refrigerator, filter and vacuum dry to obtain DL ornithine hydrochloride crystals.
2. Biotransformation and separation and purification of separation products
(1) Prepare 1000ml (pH 6.0) DL ornithine solution from the DL ornithine hydrochloride obtained through racemization reaction.
(2) Add 10g of Hafnia alvei AS 1.1009 wet bacterial cells, control the temperature of the transformation system to 37 ℃, initial pH value of 8.0, Tween-80 concentration of 0.5g/L, and react for 16 hours under the condition of bacterial cell concentration of 1.0g/100ml.
(1) After centrifugation, remove the bacterial cells and concentrate the transformation solution to 200ml.
(2) Add 2g of activated carbon for decolorization treatment and stir for 20 minutes.
(1) Continue to concentrate the decolorization solution to 100ml, then add 200ml of saturated HCl ethanol solution and stir evenly.
(2) Cool and crystallize, filter and vacuum dry to obtain D-ornithine hydrochloride crystals.
L-ornithine hydrochloride generally refers to L-carnitine, a derivative of B vitamins, which is mainly used in clinical practice to assist in the treatment of bronchial asthma, cardiovascular and cerebrovascular diseases, etc. In addition, it also has certain therapeutic effects on hyperbilirubinemia and Wilson's disease.
1. Bronchial asthma:
L-carnitine is involved in energy metabolism and fat metabolism in the human body, and can also promote oxidative phosphorylation, thereby enhancing cellular activity. If the patient has bronchial asthma, the medication can be used under the guidance of a doctor to improve lung function and alleviate symptoms of breathing difficulties.
4. Wilson's disease:
Wilson's disease is a copper metabolism disorder that causes a large amount of copper to deposit in the kidneys, skeletal muscles, and liver tissues, which can have an impact on overall health. As an iron containing substance, levocarnitine combines with copper ions in the body to form chelates, which are then excreted with feces, helping to alleviate the severity of the condition.
2. Cardiovascular and cerebrovascular diseases:
Due to the ability of L-carnitine to regulate mitochondrial function, and the fact that the heart and brain are located in areas with abundant mitochondria in the body, a lack of L-carnitine can easily trigger a series of cardiac and neurological disorders. If the intervention treatment is not carried out in time, the probability of atherosclerosis, hypertension and other conditions may increase. At this time, the medication can be taken under the guidance of a doctor to protect the cardiovascular system and prevent the occurrence of arteriosclerosis.
3. Hyperbilirubinemia:
Hyperbilirubinemia is usually caused by liver damage, such as viral hepatitis, alcoholic liver disease, etc., which can lead to a decrease in the liver's ability to absorb and bind bilirubin, thereby increasing the level of bilirubin in the blood. As one of the important coenzymes for synthesizing urobilinogen, L-carnitine has the effect of assisting the liver in reducing serum unconjugated bilirubin levels. So when suffering from hyperbilirubinemia, the medication can also be used for treatment according to medical advice.
The mechanism of action of D-ornithine hydrochloride is mainly based on its metabolic processes and biological activity in vivo. The following is a detailed explanation of its mechanism of action:
D-ornithine hydrochloride may improve athletic performance by affecting metabolic processes in the body under specific conditions. But the specific mechanism of action still needs further in-depth research.
During the treatment process, D-ornithine hydrochloride may alleviate symptoms of poisoning by regulating the metabolism of glutamine in the body, reducing its accumulation.
In the treatment of liver disease (such as hepatic encephalopathy) and heart disease, D-ornithine hydrochloride may exert therapeutic effects by improving liver function, promoting urea synthesis, and reducing blood ammonia concentration. Meanwhile, it may also have a certain protective effect on heart function, but the specific mechanism still needs further clarification.
Wound healing:
D-ornithine hydrochloride may also accelerate the wound healing process by promoting cell proliferation and repair.
Microbial culture medium:
D-ornithine hydrochloride can be used as one of the components of microbial culture medium to support the growth and reproduction of microorganisms.
Industrial Big Data
D-ornithine hydrochloride may have moisturizing and antioxidant effects in cosmetics, but the specific mechanism of action still needs further exploration.
D-Ornithine monohydrochloride is a remarkable amino acid derivative with diverse applications across health, nutrition, and industry. Its role in nitrogen metabolism, athletic performance, and wound healing underscores its biological significance, while its use in cosmetics and biotechnology highlights its commercial potential. As research continues to uncover new mechanisms and therapeutic targets, D-ornithine monohydrochloride is poised to become an even more integral component of modern wellness and industrial innovation. With ongoing advancements in sustainable production and safety profiling, this compound is set to play a pivotal role in shaping the future of metabolic health and beyond.
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