Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan, 430072, China.
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan, 430072, China.
Carbohydr Res. 2023 Dec;534:108982. doi: 10.1016/j.carres.2023.108982. Epub 2023 Nov 9.
A series of sulfopropyl chitins (SCs) with the degree of substitution (DS) ranging from 0.11 to 0.40 and high degree of acetylation (DA ≥ 0.82) were homogeneously synthesized by reacting chitin with sodium 3-chloro-2-hydroxypropanesulfonate (SCHPS) in NaOH/urea aqueous solutions under mild conditions. The structure and properties of SCs were characterized with H NMR, CP/MAS C NMR, FT-IR, XPS, XRD, elemental analysis, GPC, AFM, ζ-potential and rheological measurements. The mild reaction conditions resulted in less N-deacetylation and uniform structures with substitution occurring predominantly at the hydroxyl groups at C6 of the chitin backbone. The DS value for SC soluble in dilute alkali solution is as low as 0.16. SC exhibited good solubility in distilled water when its DS value reached 0.28. Water-soluble SCs self-assembled in water into micelles by the attractive hydrophobic and hydrogen-bonding interactions between polymer chains. The water-insoluble SC-2 with lower DS could thermally form smart hydrogels at body temperature (37 °C) in physiological condition. Moreover, the SCs exhibited good biocompatibility, making them suitable for biomedical applications.
一系列取代度（DS）在 0.11 到 0.40 之间且高度乙酰化（DA≥0.82）的磺丙基壳聚糖（SCs）是通过在温和条件下将壳聚糖与 3-氯-2-羟基丙磺酸钠（SCHPS）在 NaOH/尿素水溶液中反应均匀合成的。用 1H NMR、CP/MAS 13C NMR、FT-IR、XPS、XRD、元素分析、GPC、AFM、ζ-电位和流变学测量对 SCs 的结构和性能进行了表征。温和的反应条件导致 N-脱乙酰化程度较低，且取代主要发生在壳聚糖主链 C6 上的羟基上。在稀碱溶液中可溶的 SC 的 DS 值低至 0.16。当 SC 的 DS 值达到 0.28 时，其在蒸馏水中具有良好的溶解性。水溶性 SCs 通过聚合物链之间的吸引力疏水和亲氢键相互作用在水中自组装成胶束。低 DS 的水不溶性 SC-2 在体温（37°C）下在生理条件下可热形成智能水凝胶。此外，这些 SCs 表现出良好的生物相容性，使其适用于生物医学应用。
