Introduction:
Ascorbic acid glucoside, also called VC glucoside, scientific name (2-O-a-D-glucopyranosyl-L-ascorbicacid, abbreviated as AA-2G), is a derivative of VC. Due to the shortcomings of poor stability and easy oxidation of VC, Therefore, ascorbic acid glucoside, a substitute product of VC, is derived, which can replace VC as a sour agent, reducing agent, antioxidant, bleaching agent and stabilizer, and is widely used in cosmetics, food and medicine and other fields.
Product name: Ascorbic acid glucoside
Alias: VC glycoside, vitamin C glucoside, vitamin C glucoside, L-ascorbic acid 2-glucoside
Chemical name: 2-O-α-D-glucopyranosyl-L-ascorbic acid
CAS number: 129499-78-1
Molecular Structure:
Molecular formula: C12H18O11
Molecular weight: 338.26g/mole
Properties: White powder or crystal, easily soluble in water.
Melting point: 158-163℃
Boiling point: 785.6±60.0 °C(Predicted)
Density: 1.83±0.1 g/cm3(Predicted)
Efficacy and role
1. Brighten skin tone
Inhibit melanin formation
After ascorbic acid glucoside is converted into vitamin C and enters skin cells, it significantly reduces the formation of melanin by inhibiting the activity of tyrosinase. Inhibiting tyrosinase reduces dopaquinone, an intermediate in the synthesis of melanin. Another added benefit is that it also converts dopaquinone into levodopa, which relieves the formed melanin and thereby reduces skin pigmentation.
2. Resist UV damage
Inhibit cell damage caused by ultraviolet radiation
After ascorbic acid glucoside is converted into vitamin C, it can significantly reduce the free radicals produced by ultraviolet rays on the skin, significantly reduce skin damage, and play a role in protecting the skin in sunscreen products.
3. Anti-aging
Promote collagen synthesis and improve wrinkles and rough skin
Collagen is a protein that plays an important role in skin structure and protection. Ascorbyl glucoside is converted into vitamin C and enters skin cells for collagen synthesis in fibroblasts. It has obvious effect on reducing wrinkles and rough skin.
Application
Ascorbic acid glucoside is one of the whitening additives approved by the Department of Health and is recognized as the most stable vitamin C derivative. It is also the most commonly used whitening ingredient among major brands. Ascorbic acid glucoside not only has good whitening effects, but is also chemically stable and non-irritating to the skin. It is widely used in cosmetics at home and abroad and has been recognized by the public.
It can be seen from the application of vitamin C derivatives in cosmetics that the most commonly used ascorbic acid derivatives at present are: ascorbic acid glucoside, ascorbyl palmitate, ethyl ascorbic acid, sodium ascorbyl phosphate, etc. It is not only used in whitening products, but also has many applications in anti-aging and sunscreen products. In the formula of whitening cosmetics, vitamin C derivatives are mainly used for their anti-free radical and melanin reduction functions. In anti-aging and moisturizing products, they are mainly used for their functions of promoting collagen growth, anti-aging, and moisturizing. In addition, after being absorbed by the skin, it can also exert a good sunscreen effect, so it is also one of the raw materials often selected in sunscreen products.
Ascorbic acid glucoside is widely used in the cosmetics industry, and most of the big brands that actually have whitening effects use ascorbic acid glucoside. In the Asian market, ascorbic acid glucoside is used as a whitening ingredient, but in the West, white people do not need whitening. Therefore, this ingredient is widely used as an antioxidant ingredient. In the formula of whitening cosmetics, vitamin C derivatives are mainly used for their anti-free radical and melanin reduction functions. In anti-aging and moisturizing products, they are mainly used for their functions of promoting collagen growth, anti-aging, and moisturizing. In addition, after being absorbed by the skin, it can also exert a good sun protection effect, so it is also one of the raw materials often selected in sun protection products.
Whitening principle
The content of melanin in human skin determines the color of the skin. Tyrosine is the main raw material for producing melanin. Tyrosinase is the rate-limiting enzyme in the tyrosine synthesis pathway. It mainly affects the conversion of tyrosine into Dopa, and the oxidation of dopa to dopaquinone affects the production of melanin. The whitening mechanism of ascorbic acid glucoside is to use L-tyrosine as a substrate to inhibit the production of melanin by inhibiting the activity of tyrosinase.
Preparation
The synthesis method of ascorbic acid glucoside mainly utilizes the specific transglycosylation effect of glycosyltransferase for biotransformation and synthesis. The selection of glycosyltransferase is very critical in the synthesis process. The product structures of different glycosyltransferases are different, mainly in the different sugar groups connected to the vitamin C structure. Most of the products are mixtures, and the products are not easily separation. Therefore, choosing the appropriate transferase has a greater impact on the purity and yield of the reaction product. Currently commonly used ones include cyclomaltodextrin glucan transferase, α-amylase, α-glucosidase, etc.
A production method of ascorbic acid glucoside, characterized in that it includes the following steps:
Step 1: The ascorbic acid glucoside reaction solution is separated by nanofiltration, and the residual VC in the reaction solution is removed to obtain a nanofiltration concentrate;
Step 2: Separate the nanofiltration concentrate through a continuous fluid separation device to remove glucose from the VC glucoside reaction solution;
Step 3: The VC glucoside solution coming out of the continuous fluid separation device is first adjusted by a cation resin to adjust the pH, and then concentrated through a nanofiltration membrane to remove inorganic salts in the reaction solution to obtain a VC glucoside concentrated solution;
Step 4: Concentrate the VC glucoside concentrate by distillation under reduced pressure, further increase the concentration of VC glucoside, and then crystallize to obtain VC glucoside.
Biological activity
O-α-D-Glucopyranosyl-l-ascorbicacid (AA-2G) is a glucoside derivative of ascorbic acid ascorbicacid (AA), which shows vitamin C activity after enzymatic hydrolysis to ascorbic acid ascorbicacid. The anti-tumor activity of AA-2G is caused by ROS generated from AA released by rapid hydrolysis of AA-2G.
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