Phytosphingosine
Chemical Name: (2S,3R,4E)-2 - amino - 4 - octadecene - 1,3 - diol
Molecular Formula: C₁₈H₃₉NO₃
Molecular Weight: 299.49
CAS Number: 13552 - 11 - 9
Phytosphingosine has a long - chain unsaturated hydrocarbon group containing a double bond, an amino group, and two hydroxyl groups. This structure endows it with unique physical and chemical properties, enabling it to perform specific functions in biological membranes. For example, its unsaturated double bond can affect the fluidity and flexibility of the molecule, while the amino and hydroxyl groups can participate in the formation of hydrogen bonds and chemical reactions.
Physiological Functions
Component of Biological Membranes: It is an important component of sphingolipids in plant cell membranes, contributing to maintaining the structural and functional integrity of biological membranes. It interacts with other lipid molecules to regulate the fluidity, permeability, and stability of the membrane, influencing the material exchange and signal transduction between the cell and the external environment.
Signal Transduction: It acts as a signaling molecule in the growth, development, and environmental response of plants. For instance, when plants are infected by pathogens or subjected to other stress conditions, the content of phytosphingosine changes, which in turn activates a series of signal transduction pathways, inducing the plant to produce defense responses and enhancing the plant's resistance to diseases, pests, and stress.
Regulation of Cell Growth and Differentiation: It is involved in processes such as the growth, differentiation, and apoptosis of plant cells. It can regulate the cell cycle process, affect cell division and elongation, and plays a crucial role in plant morphogenesis and organ development.
Sources and Distribution
Source: It is mainly synthesized through the plant's own metabolic pathways, using fatty acids and serine as raw materials and going through a series of enzymatic reactions.
Distribution: It is widely distributed in various tissues and organs of plants, and can be found in seeds, leaves, roots, etc. The content and distribution of phytosphingosine vary among different plant species and tissues, and it is generally higher in parts rich in cell membranes.
Applications in Cosmetics
Moisturizing Effect: It has excellent moisturizing properties. It can form a protective film on the skin surface, reducing water loss and keeping the skin moist and soft.
Skin Barrier Repair: It can promote the metabolism of skin cells, enhance the skin barrier function, help repair the damaged skin barrier, improve the skin's resistance, and reduce the invasion of harmful substances from the outside.
Antibacterial and Anti - inflammatory**: It has certain antibacterial and anti - inflammatory activities. It can inhibit the growth of harmful microorganisms on the skin surface, reduce skin inflammatory reactions, and has a certain relieving effect on some inflammatory skin problems such as acne and eczema.
Applications in Other Fields
Medical Field: Research has found that phytosphingosine has certain anti - tumor, anti - viral, and immunomodulatory biological activities, and is expected to be developed into new drugs or drug intermediates.
Food Field: It can be added to foods as a nutritional fortifier and has certain health - care functions, such as regulating blood lipids and antioxidant effects.
Extraction and Preparation
Extraction Methods: Common methods for extracting phytosphingosine from plant raw materials include solvent extraction and supercritical fluid extraction. The solvent extraction method uses the solubility of organic solvents for phytosphingosine to extract it from plant tissues. Supercritical fluid extraction uses supercritical carbon dioxide as an extractant, which has the advantages of high extraction efficiency, high product purity, and no solvent residue.
Chemical Synthesis: Phytosphingosine can also be prepared by chemical synthesis. Using some simple organic compounds as raw materials, its molecular structure is constructed through multiple chemical reactions. However, chemical synthesis methods often have problems such as complex steps and high costs.