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    肉桂酸疏水改性透明质酸的聚集及其光谱性质

    Aggregation and Spectral Properties of Hydrophobically Modified Hyaluronic Acid with Cinnamic Acid

    • 摘要: 通过肉桂酸(CA)与透明质酸(HA)的酯化反应,制备了肉桂酸疏水改性透明质酸(CA-HA)。使用表面张力、芘荧光探针、动态光散射和Zeta电位方法研究了CA-HA在水溶液表面和溶液中的聚集性质。紫外光照射后,CA-HA在250~325 nm处的紫外吸收未出现明显蓝移,说明CA-HA能够抑制CA接枝基团的光异构化,使CA接枝基团保持反式构型。除了CA接枝基团的荧光发射峰外,CA-HA在350~500 nm处还出现了CA接枝基团二聚体的荧光发射峰。随着质量浓度增大,CA-HA能够产生明显增强的聚集诱导荧光。同时,CA-HA乳液在紫外线B(UVB)波段(275~320 nm)具有良好的防晒性能。

       

      Abstract: A hydrophobically modified hyaluronic acid (CA-HA) was prepared by the esterification reaction of the carboxyl group of cinnamic acid (CA) with the hydroxyl group of hyaluronic acid (HA). The maximum solubility of CA-HA in the aqueous solution was determined to be 4.0 mg/mL by the UV standard curve method. Surface tension, fluorescence, dynamic light scattering and Zeta potential were used to study the aggregation properties of CA-HA on the surface of an aqueous solution and in the solution. CA-HA can reduce the surface tension of the aqueous solution to 32 mN/m, forming aggregates with a particle size of 236 nm and a Zeta potential of −44.8 mV in aqueous solution. After UV irradiation, compared to CA alone, the UV absorbance of CA-HA at 250—325 nm doesn't show a significant blue shift, which suggests that the side chain of HA can inhibit the photoisomerization of CA probably through a steric effect. In addition to the fluorescence of monomeric CA, CA-HA exhibits fluorescence emission over a spectral range of 350—500 nm, characteristic of dimeric CAs. A significantly enhanced aggregation-induced fluorescence emission is observed when the concentration of CA-HA increases. A CA-HA emulsion is shown to have good sunscreen performance in the UVB band (275—320 nm).

       

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