Preparation method of fluorescent material based on chitosan oligosaccharide Maillard reaction
A technology of Maillard reaction and fluorescent materials, which is applied in the field of preparation of fluorescent materials, can solve the problems of low biological safety, high production cost, difficulty in mass production, etc., and achieve the goal of wide application, low production cost and excellent luminescent performance Effect
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Embodiment 1
[0031] Add 30g of chitosan to 950mL of deionized water under stirring condition, after dispersing evenly, add 10mL of glacial acetic acid, stir and dissolve at room temperature, then add 40mL of 30% hydrogen peroxide, stir and react at 60°C, in the 5th, 15th, and At 25, 35 and 45 minutes, quickly add 10 mL of glacial acetic acid and 30 g of chitosan, and control the total pretreatment time for 1 hour; add 2 g of catalase, react at 40°C for 15 minutes, and after cooling, adjust the pH value to 5.6 with concentrated ammonia water , adding 36g of cellulase, and reacting continuously in a water bath at 55°C for 144h. After the product was centrifuged, the supernatant was collected.
[0032] The emission spectra of the prepared Maillard reaction products at different excitation wavelengths are as follows: figure 1 shown. The results show that they can emit fluorescence under the excitation of 220-460nm light, and the fluorescence emission presents an excitation-dependent characte...
Embodiment 2
[0036] The product in Example 1 is processed by membrane ultrafiltration with a molecular weight cut-off of 10kDa, 5kDa and 3kDa respectively to obtain 4 components, which are >10kDa, 5~10kDa, 3~5kDa and Image 6 Shown (raw material chitosan and enzyme as control).
[0037] Depend on Image 6 It can be seen that the peaks related to glycosidic bonds (1156, 1078 and 896cm) have all been retained in the products of Examples 1 and 2. -1 ), while amino (1598cm -1 ), amide I bond (1654cm -1 ) and amide III bond (1323cm -1 ) corresponding to the characteristic absorption bands disappear after the reaction, while at 1630, 1564 and 1407cm -1 New characteristic peaks appear at , which are assigned to C-N and C=N. It shows that the amino group and acetamido group on the chitosan hydrolyzate participate in the Maillard reaction, and generate Schiff base and other nitrogen-containing products.
[0038]The fluorescence quantum yield of Figure 4 with 5 shown), to achieve the purpose ...
Embodiment 3
[0040] After 3 times of ethanol precipitation, the product in Example 1 was separated by thin-layer chromatography, and 15 μL of the supernatant was spotted on a G-type silica gel plate. The developing agent used was n-butanol, water, acetic acid and ammonia water, and the volume ratio It is 10:5:5:1. After unfolding, after the silica gel plate was naturally air-dried, the silica gel with the fluorescent part was taken out, dissolved in deionized water, and centrifuged at 13,000 rpm. The obtained fluorescent product exhibited pH-dependent fluorescence emission characteristics, and the fluorescence emission intensity had a good linear relationship with the pH value (such as Figure 7 shown).
[0041] Experiments have proved that the fluorescent material of the present invention has the advantages of good water solubility, high biological safety, mild synthesis conditions, low cost, high fluorescence quantum yield, and easy mass production. etc. have potential applications.
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