L-Carnosine
L-Carnosine
CAS: 305-84-0
Molecular Formula: C9H14N4O3
L-Carnosine - Names and Identifiers
| Name | L-Carnosine |
| Synonyms | BETA-A-H Carnosine L-IGNOTINE L-Carnosine L-CARNOSINE H-BETA-ALA-HIS-OH B-ALANYL-L-HISTIDINE beta-alanylhistidine N-B-ALANYL-L-HISTIDINE BETA-ALANYL-L-HISTIDINE beta-alanyl-L-histidine L-BETA-ALANINE HISTIDINE N-beta-Alanyl-L-histidine |
| CAS | 305-84-0 |
| EINECS | 206-169-9 |
| InChI | InChI=1/C9H14N4O3/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6/h4-5,7H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)/t7-/m0/s1 |
| InChIKey | CQOVPNPJLQNMDC-ZETCQYMHSA-N |
L-Carnosine - Physico-chemical Properties
| Molecular Formula | C9H14N4O3 |
| Molar Mass | 226.23 |
| Density | 1.2673 (rough estimate) |
| Melting Point | 253 °C (dec.) (lit.) |
| Boling Point | 367.84°C (rough estimate) |
| Specific Rotation(α) | 20.9 º (c=1.5, H2O) |
| Flash Point | 350.679°C |
| Water Solubility | almost transparency |
| Solubility | Soluble in water |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | white to off-white(powder) |
| Color | White |
| Merck | 14,1850 |
| BRN | 87671 |
| pKa | 2.62(at 25℃) |
| Storage Condition | -20°C |
| Stability | Stable, but may be heat sensitive - store cold. Incompatible with strong oxidizing agents. |
| Sensitive | Easily absorbing moisture |
| Refractive Index | 21 ° (C=2, H2O) |
| MDL | MFCD00005207 |
| Physical and Chemical Properties | melting point 253°C |
| Use | For cell anti-oxidation, maintain the body pH balance, prolong cell life |
L-Carnosine - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 2 |
| RTECS | MS3080000 |
| FLUKA BRAND F CODES | 3-10 |
| TSCA | Yes |
| HS Code | 29332900 |
| Toxicity | LD50 oral in mouse: > 14930mg/kg |
L-Carnosine - Reference
| Reference Show more | 1. Zhu Zhiyi, Zhang Yu, Wang Junhong, etc. Determination of goose carnosine, hypercarnosine and carnosine in meat products by Ion Chromatography-integrated pulsed amperometric detection [J]. Chromatography, 2018, 036(012):1297-1302. 2. [IF = 7.514] Xiao Ying Luo et al."Differences in flavor characteristics of frozen surimi products reheeled by microwave, water boiling, steaming, and fraying." Food Chem. 2022 Mar;372:131260 3. [IF = 4.568] Yanyan Guo et al."Boosting the Peroxidase-like Activity of Cobalt Ions by Amino Acid-based Biological Species and Its Applications."Chem-Asian J. 2020 Apr;15(7):1067-1073 4. [IF=2.659] G.Y. Xiong et al."Process optimization and the relationship between the reaction degree and the antioxidant activity of Maillard reaction products of chicken liver protein hydrolysates."Poultry Sci. 2020 Jul;99:3733 5. [IF=2.629] Guan Mengqi et al."The Aqueous Extract of Eucommia Leaves Promotes Proliferation, Differentiation, and Mineralization of Osteoblast-Like MC3T3-E1 Cells."Evid-Based Compl Alt. 2021;2021:3641317 |
L-Carnosine - Introduction
Used to prepare blood agar, chocolate agar, tellurite agar. It has potential antioxidant and anti-glycosylation activity; prevents acetaldehyde-induced non-enzymatic glycosylation and protein coupling. It is also a substrate for carnosine enzyme detection.
Last Update：2022-10-16 17:24:27
L-Carnosine - Reference Information
| LogP | -3.8 at 22℃ |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| overview | L-carnosine (L-Carnosine) is a dipeptide (dipeptide, two amino acids) that is often present in the brain, heart, skin, muscles, kidneys and stomach and other organs and tissues. L-carnosine can activate cells in the human body and resist aging through two mechanisms: inhibiting saccharification and protecting our cells from free radical damage. The consequence of saccharification is that sugar molecules and proteins are not cross-linked. Control (sugar molecules will stick to proteins), loss of cell function and incomplete gene combination will accelerate aging. L-carnosine (L-Carnosine) can also stabilize cell membranes and reduce brain lipid peroxidation, thereby preventing nerve and brain degeneration. |
| Use | L-carnosine is a naturally occurring compound containing histidine. The biological function of this dipeptide is to act as a cell solute buffer. Other effects of L-carnosine include its role as a neurotransmitter, regulation of enzyme activity and chelation of heavy metals. L-carnosine can be used for cell antioxidant, maintain the body pH balance and prolong cell life. L-carnosine has potential antioxidant and anti-glycosylation activity; prevents acetaldehyde-induced non-enzymatic glycosylation and protein coupling. It is also a substrate for carnosine enzyme detection, which can maintain the body's pH balance and prolong cell life. L-carnosine is a dipeptide with strong antioxidant and anti-glycation activity; it blocks non-enzymatic glycosylation and protein cross-linking induced by reactive aldehydes. |
| preparation | a) hydrazinolysis reaction solution is prepared, 50g(0.14mol) of phthaloyl-L-carnosine as intermediate, 200ml of water and 10.8g(0.17mol) of hydrazine hydrate (mass percentage concentration of 80%) are put into a 1000ml four-port reaction bottle, and heated until reflux reaction is 1.0h, add acetic acid to adjust the pH of the material to 5.5, filter to remove by-products, and obtain hydrazinolysis reaction solution; B) Prepare L-carnosine, add 100ml of dichloromethane and 9.6g(0.09mol) of benzaldehyde to the hydrazinolysis reaction solution obtained in step A), stir for 12h at room temperature, then the material is left to layer and the dichloromethane layer is separated, the water layer is washed twice with 50ml dichloromethane, then 3g of activated carbon and 25ml of ammonia water (18%) are added, decolorized at 60 ℃ for 0.5h, activated carbon is filtered to remove, decolorized liquid is vacuum concentrated until solid is precipitated, 300ml of methanol is added for crystallization, stirred for 2.0h, then filtered, and the filter cake is dried at 100 ℃ for 6h to obtain 28.6g of L-carnosine product. No hydrazine residue was detected in the product. |
| category | toxic substances |
| toxicity classification | low toxicity |
| acute toxicity | oral administration-mouse LD50: > 14930 mg/kg; Abdominal cavity-mouse LD50: 9087 mg/kg |
| flammability hazard characteristics | thermal decomposition discharges toxic nitrogen oxide smoke |
| storage and transportation characteristics | warehouse low temperature ventilation and drying |
| fire extinguishing agent | water, carbon dioxide, foam, dry powder |
Last Update：2024-04-09 21:01:54
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