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The chemical synthesis team of BOC Sciences provides customers with efficient customized synthesis and modification services of hydroxylated amino acids through rich R&D experience and professional knowledge.
Amino acids are important compounds ubiquitous in life sciences and have many important functions in living organisms. Among them, hydroxyamino acids are components of glycopeptide antibiotics, cyclic peptides and collagen, and have various physiological activities. Hydroxyamino acids are involved in nutrient absorption, promoting plant development, regulating blood sugar levels, and treating diseases. Peptides composed of hydroxyamino acids tend to have antibacterial, antiviral and anticancer properties. In addition, hydroxyamino acids containing chiral carbon atoms are important components of chiral compounds, and can be used as chiral precursors, intermediates and final products in the synthesis of various chemical materials and medical drugs, and are widely used in the synthesis of multifunctional biomacromolecules, pharmaceuticals and fine chemicals.
As an important class of unnatural amino acids, hydroxyamino acids have a variety of biological functions and are widely used in biotechnology. The main structure of hydroxyamino acid is a ring structure composed of amino group and hydroxyl group. We successfully realize the hydroxylation synthesis of amino acids through chemical synthesis methods or biological methods to meet customers' needs for specific hydroxyl amino acids.
We efficiently synthesize isoleucine and its derivatives through chemical synthesis and enzymatic methods. The chemical synthesis method usually goes through multi-stage reactions, and the yield of the target product is high. Enzymatic synthesis has the characteristics of strong catalytic specificity, simplicity and efficiency.
Hydroxyproline has various isomers, which can form cis and trans configurations, and can be used to prepare chiral drugs and chiral antibiotics. We utilize biosynthetic pathways to achieve cis and trans hydroxyproline synthesis. Cis-hydroxyproline is generally synthesized by fermentation or enzymatic biocatalysis. Trans-hydroxyproline is generally synthesized by enzymatic biocatalysis.
Examples of hydroxylation synthetic pathways for amino acids
The β-hydroxy-γ-amino acid structure is the core building block of many active compounds. The highly stereoselective synthesis of β-hydroxy-γ-amino acids can be used to modify the structure of natural products to reduce toxicity and increase activity. We can use optically active α-amino acids as raw materials to synthesize β-hydroxy-γ-amino acids through nucleophilic addition reactions. We can also obtain target hydroxyamino acids through asymmetric oxidation and asymmetric reduction pathways.
β-Hydroxy α-amino acid itself has many important biological activities, and it is also an important structural fragment of many biologically active complex natural products.
The synthesis methods are as follows:
(1) Kinetic resolution method: especially suitable for two enantiomers that are target molecules.
(2) Chiral auxiliary method: using chiral compounds as chiral sources or derivatized chiral templates.
(3) Asymmetric catalytic method: A variety of asymmetric catalytic reactions are used to stereoselectively synthesize target molecules.
