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Dimethyl L-aspartate Hydrochloride is an important chemical substance. The molecular formula C6H12ClNO4, CAS 32213-95-9, is a white to off white crystalline powder. It has a certain solubility in dimethyl sulfoxide (DMSO), methanol (Methanol), and water, but the solubility is relatively small, showing slight or slight solubility. It also has certain applications in food processing. It can be used as an acidifier, seasoning, or preservative to improve the taste and quality of food.
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Chemical Formula |
C6H12ClNO4 |
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Exact Mass |
197 |
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Molecular Weight |
198 |
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m/z |
197 (100.0%), 199 (32.0%), 198 (6.5%), 200 (2.1%) |
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Elemental Analysis |
C, 36.47; H, 6.12; Cl, 17.94; N, 7.09; O, 32.38 |
It is an important raw material in various fields such as biosynthetic chemistry, pharmaceutical chemistry, food processing, and optical active materials. It serves as an intermediate in the production of other chemicals and is widely used in industrial production. The compound has specific physical properties, including a melting point of 115-117°C and a refractive index of 12° (C=1.4, H2O).
In terms of safety, it should be stored in an inert atmosphere at 2-8°C to ensure its stability. It is crucial to handle this chemical with caution and adhere to proper safety protocols to avoid any potential hazards. Overall, it plays a significant role in the chemical industry due to its versatility and wide range of applications.
In the fields of scientific research and experimentation, Dimethyl L-aspartate Hydrochloride has various important uses. These applications are mainly reflected in research in biochemistry, medicinal chemistry, molecular biology, and other related disciplines.
Metabolic Pathway Research:
As a derivative of L-aspartic acid, it can stably participate in various metabolic pathways in organisms, including amino acid metabolism and energy metabolism. Therefore, in biochemical research, it is often used as a model compound or specific probe to study these metabolic pathways.
By observing and analyzing the metabolic processes of this compound in organisms, researchers can reveal the mechanisms of action of related enzymes, the generation and transformation rules of metabolites, and other key information, providing important clues for a deeper understanding of the complex metabolic network of organisms.
Protein And Enzymology Research:
Proteins and enzymes are important functional molecules in living organisms, playing crucial roles in biocatalysis, signal transduction, and material transport.
Dimethyl L-aspartate Hydrochloride can be used as a specific substrate or inhibitor to study the activity, specificity, and interaction mode of specific proteins or enzymes with substrates or inhibitors. This research helps to clarify the relationship between the structure and function of proteins or enzymes, further providing a solid theoretical basis for targeted drug design and clinical disease treatment.
Gene Expression Regulation:
Dimethyl L-aspartate Hydrochloride can participate in the regulation of gene expression in living organisms. By affecting the expression levels of specific functional genes or regulating the activity of related signaling pathways, it can have a profound impact on the physiological functions and pathological processes of organisms. In molecular biology research, it is often used as a practical research tool to explore the molecular mechanisms of gene expression regulation, identify new regulatory factors and key targets, and lay a foundation for subsequent related research.
Cell Culture And Transfection:
In cell biology research, Dimethyl L-aspartate Hydrochloride can also be used as an additive for cell culture or an adjuvant for transfection experiments. By properly adding it to the culture system, it can optimize cell culture conditions, improve the growth status and functional activity of cells, and also enhance transfection efficiency to a certain extent, thus providing high-quality cell samples for subsequent molecular biology experiments such as gene detection and protein expression.
Biochemical Markers:
Possessing specific chemical structures and stable biological activities, Dimethyl L-aspartate Hydrochloride can be used as biochemical markers in various scientific and experimental research. By detecting and analyzing the changes in the content and distribution of Dimethyl L-aspartate Hydrochloride in organisms, researchers can effectively reveal the physiological status, pathological progression, and drug metabolism process of organisms, providing an important basis for disease diagnosis and drug research.
Teaching And Science Popularization:
In the teaching of related disciplines such as biochemistry and medicinal chemistry, Dimethyl L-aspartate Hydrochloride is also one of the important teaching materials. By introducing its chemical structure, basic physical properties, unique biological activity, and specific application examples in scientific research and experiments, it can help students better understand related professional concepts and principles, effectively enhance their learning interest, and improve their practical operation and research thinking abilities.
The preparation of Dimethyl L-aspartate Hydrochloride can indeed be achieved by esterifying L-aspartic acid with methanol and adding hydrochloric acid after the reaction is complete. This process mainly involves the esterification reaction of carboxylic acid and alcohol, as well as the subsequent acidification treatment of the product.
Esterification reaction
Chemical equation (taking the reaction of a carboxyl group of L-aspartic acid with methanol as an example):
L-Aspartic Acid + CH3OH + H2SO4 → L-Aspartic Acid Monomethyl Ester + H2O
Note: In fact, due to the presence of two carboxyl groups in L-aspartic acid, theoretically a mixture of monomethyl and dimethyl esters can be generated. However, in practical operation, in order to simplify the preparation process, the reaction conditions are usually controlled to prioritize the generation of monomethyl esters and further processed through subsequent steps.
Operation steps
Dissolve and mix
Add the pre treated L-aspartic acid into a three necked flask and add an appropriate amount of anhydrous methanol. Turn on the magnetic stirrer to fully dissolve L-aspartic acid in methanol.
Add catalyst
Slowly add an appropriate amount of catalyst (such as p-toluenesulfonic acid) while stirring. Pay attention to controlling the addition speed to avoid local overheating or catalyst splashing.
Heating reflux
Heat the reaction mixture to reflux (usually near the boiling point of methanol) and stir continuously. Reflux reaction can promote sufficient contact and mixing between reactants, improving reaction efficiency. At the same time, the generated water is promptly removed through a water separator to promote the reaction towards the direction of ester formation.
Reaction monitoring
Monitor the reaction process through sampling analysis (such as TLC, HPLC, etc.). Determine whether the reaction is complete based on the consumption of reactants and the generation of products.
Separation of water
Esterification reaction is a reversible reaction, and the generated water will inhibit the progress of the reaction. Therefore, the generated water can be removed in a timely manner through a water separator or other methods to promote the reaction towards ester formation.
The molecular structure hydrogen spectrum analysis of Dimethyl L-aspartate hydrochloride is a complex process involving nuclear magnetic resonance hydrogen spectroscopy (H-NMR) technology. The following is an overview of the hydrogen spectrum analysis of its molecular structure:
Nuclear magnetic resonance hydrogen spectroscopy (H-NMR) is a technique that determines the chemical environment and structural information of hydrogen atoms in a sample by analyzing their nuclear magnetic resonance phenomena. It can provide key information about the types, quantities, and positions of hydrogen atoms in molecules.
The molecular formula of L-aspartic acid methyl ester is C6H11NO4 · HCl, and its structure contains multiple hydrogen atoms. Due to different chemical environments, these hydrogen atoms will produce different signal peaks on the H-NMR spectrum.
a. Number of peaks
Firstly, observe the number of peaks on the H-NMR spectrum, which can reflect the types of hydrogen atoms in different chemical environments within the molecule. For L-aspartic acid methyl ester, due to its complex molecular structure, multiple peaks may appear.
b. Peak intensity (area)
The intensity of each peak (usually expressed in area) is directly proportional to the number of hydrogen atoms in the corresponding chemical environment. By integrating the curve, the area of each peak can be accurately measured, thereby determining the relative number of hydrogen atoms in different chemical environments.
c. Peak displacement (δ)
The peak shift (δ value) reflects the chemical environment in which hydrogen atoms are located. Different chemical environments can cause changes in the electron cloud density of hydrogen atoms, thereby affecting their resonance frequency. Therefore, by comparing the δ values of different peaks, the position of hydrogen atoms in the molecule can be inferred.
d. Peak splitting fraction and coupling constant (J)
If there is a coupling relationship between hydrogen atoms (i.e. their spins can affect each other), then their resonance peaks will split. The degree of splitting and coupling constant (J) can provide information about the number of hydrogen atoms on adjacent carbon atoms. This is crucial for determining the three-dimensional structure and conformation of molecules.
For L-aspartic acid methyl ester, its H-NMR spectrum may display the following main features:
Due to the presence of multiple different types of hydrogen atoms in the molecule (such as methyl, methylene, methylene, etc.), multiple peaks will appear on the spectrum.
Methyl hydrogen atoms typically appear in the higher delta value range, while methylene and methylene hydrogen atoms may appear in the lower delta value range.
If there is a coupling relationship, some peaks may undergo fragmentation, and the degree of fragmentation and coupling constant can further verify the structural information of the molecule.
Dimethyl L-aspartate Hydrochloride is a white crystalline powder, a derivative of aspartic acid with good water solubility. It is widely used in scientific research and pharmaceutical development, particularly in its use as a building block for peptide and protein synthesis. In addition, the compound has potential neuroprotective effects and has been investigated for the treatment of neurodegenerative diseases as well as for enhancing memory and cognitive functions. These properties suggest that it is valuable in the synthesis of bioactive molecules.
Dimethyl L-aspartate Hydrochloride, also known as L-aspartic acid dimethyl ester hydrochloride (CAS: 32213-95-9), is an important amino acid derivative widely used in peptide synthesis and biochemical research, and its discovery is closely linked to the development of amino acid esterification technology and peptide chemistry in the 20th century.
In the mid-20th century, with the gradual deepening of research on amino acid derivatives, chemists began to focus on modifying natural amino acids to improve their stability and applicability, laying the foundation for the discovery of this compound. In the 1960s, as peptide synthesis technology advanced, the demand for stable carboxyl-protected amino acid derivatives increased, prompting researchers to explore esterification reactions of L-aspartic acid.
Early studies found that esterifying the carboxyl group of L-aspartic acid with methanol could enhance its stability, and the introduction of hydrochloride could improve its solubility in aqueous solutions, making it more suitable for laboratory applications. Dimethyl L-aspartate Hydrochloride was first synthesized through the esterification reaction of L-aspartic acid and methanol under acidic catalysis (such as thionyl chloride), and its chemical structure was confirmed by spectral analysis.
Initially, it was mainly used as an intermediate in organic synthesis, but with the development of biochemistry, its application in metabolic pathway research and peptide synthesis was gradually explored. In the following decades, its synthesis process was continuously optimized, and its purity and yield were significantly improved, gradually realizing commercialization. Today, it is widely used in scientific research and industrial production, and its discovery not only enriches the types of amino acid derivatives but also provides an important tool for the development of biochemistry, medicinal chemistry and other fields.
FAQ
What is dimethyl adipate used for?
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Dimethyl Adipate (DMA) is a unique ester within the family of dimethly esters. It is used as a solvent and chemical intermediate in many industrial cleaning, coating and processing applications.
What is dimethyl Glutarate used for?
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Dimethyl Glutarate is used in a wide range of cleaning compounds for the removal of paint, graffiti, nail varnish as well as adhesive and sealant formulations. The compund is used in the manufacture of agrochemical and water treament chemicals.
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