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BOC Sciences can provide efficient amino acid chemical resolution service for pharmaceutical companies, new drug research and development institutions, and scientific research institutes. With the lowest cost, the most exquisite technology, and the fastest speed, we can easily obtain mg-kg level optically pure amino acid enantiomers for our customers.
Amino acids are the basic units that make up living matter. The special properties of amino acids determine their wide application in food, medicine, additives and cosmetics industries. Most amino acids contain chiral centers, and there are two enantiomers, D and L. These two isomers have very different activities in organisms. Studying the enantiomers of amino acids helps to understand the chemical and biological basis of drug action in life processes. The separation method of D-type and L-type amino acids has always been a research hotspot. Most of the artificially synthesized amino acids are racemates, which must be resolved chirally to obtain optically pure amino acid enantiomers. The methods of chiral resolution mainly include crystallization method, enzymatic method, chromatographic resolution method, chemical resolution method, membrane resolution method and so on.
Among the resolution methods of amino acids, the chemical resolution method is the earliest research method with the most mature mechanism and technology, and can be widely used. For a long time, we have formed our own independent system, relying on mature technical means and professional teams, and widely adopt this method for mass production of optically pure amino acids.
Principle of chemical resolution
We react the racemate with an optically active resolving agent (chiral reagent) to generate two optically active diastereomeric amino acid derivatives (such as amino esters, amides or salts). Differences in physical or chemical properties (usually differences in solubility) between diastereomers are used to separate them. Finally, the resolving agent is removed to obtain D-amino acid and L-amino acid. This method is also applicable to the resolution of other racemates such as acids, bases, alcohols, phenols, aldehydes and ketones.
The racemate is reacted with an optically active resolving agent (chiral reagent) to form diastereoisomers. Due to the different activation energies for the formation of diastereomers, the reaction rates are different. The kinetic difference of the reaction between diastereomers is used to achieve the purpose of resolution. In order to avoid the waste of raw materials in this method, we racemized the substrate in situ during the resolution process, and the theoretical yield can reach 100%.
A family of chiral compound resolving agents of the same structure type is used instead of a single resolving agent for the resolution of racemates. The resolving agent family is a group of derivatives formed by modifying the structure of commonly used chiral resolving agents (such as tartaric acid, α-phenylethylamine), or a certain type of structural compound containing different substituents. The method we adopt has high product yield and good purity.
Using a resolving agent to selectively form a stable supramolecular complex with one enantiomer of the racemate through weak intermolecular forces such as hydrogen bonds and van der Waals forces, and separate out to achieve the purpose of resolution.
