BOC Sciences has rich experience and superb technology in the field of amino acids. It can not only provide customers with high-quality customized synthesis services, but also provide customers with mature amino acid resolution services.
Chirality is one of the important properties of nature and an important sign that distinguishes living matter from non-living matter. Most amino acids are chiral molecules with two enantiomers, D-configuration and L-configuration. Although the probability of producing D-configuration and L-configuration amino acids is equal in nature, only L-configuration amino acids can be directly absorbed by the human body and converted into protein while D-configuration of amino acids must be converted to L-configuration in the body to be absorbed. The transformation speed and efficiency of different kinds of D-configuration amino acids in the body are very different. In addition, chirality is directly related to the pharmacological action, clinical effect, side effects, drug effect and drug effect time of chiral drugs. Due to the existence of chirality, a pair of enantiomers of amino acids that can be used as chiral drugs may have obvious differences in both the nature of action and the intensity of action. In the chemical synthesis of chiral drugs, racemates with equal amounts of D-configuration and L-configuration are often produced. Therefore, the chiral resolution of amino acid racemates is a very important operation and requirement.
Amino acid resolution methods include chemical resolution, enzymatic resolution, membrane resolution, chromatographic resolution, extraction resolution and crystallization resolution. Compared with other separation methods, crystallization resolution has the characteristics of simple operation, low energy consumption, environmental friendliness, high separation efficiency and suitable for large-scale industrial production. We use a simple and efficient crystallization separation technique to obtain single-configuration amino acid enantiomer crystals directly from racemic amino acid solutions. With the continuous optimization of crystallization conditions, our crystallization split service will help customers develop a wider range of application fields.
Crystallization of a racemic solution
We use crystallization techniques to isolate single-isomer D-amino acid or L-amino acid crystals from supersaturated solutions of racemic amino acids. The technique we employ is efficient and the resulting enantiomer crystals are of high quality and purity.
The enantiomers of amino acids have lower solubility than racemates at a certain temperature and are easy to precipitate. One (or two) enantiomers are added as seed crystals in the solution of amino acid racemates to induce the preferential (respectively) precipitation of the same enantiomers as the seed crystals to achieve the purpose of resolution. We can use this method to resolve p-hydroxyphenylglycine, aspartic acid, etc.
A pair of diastereoisomeric salts or covalent derivatives are generated through intermolecular interactions between a chiral resolution reagent and a pair of enantiomers in an amino acid racemate. The difference in properties of diastereomers is used for separation, and then the derivatives are reduced to enantiomers. We can use this method to complete the resolution of phenylglycine.