CN110684124A - 一种羧甲基化木聚糖的制备方法及其应用 - Google Patents
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- 229920001221 xylan Polymers 0.000 title claims abstract description 57
- 150000004823 xylans Chemical class 0.000 title claims abstract description 56
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 24
- 239000011259 mixed solution Substances 0.000 claims abstract description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000007864 aqueous solution Substances 0.000 claims abstract description 8
- 239000006185 dispersion Substances 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229940106681 chloroacetic acid Drugs 0.000 claims abstract description 4
- 239000012153 distilled water Substances 0.000 claims abstract description 4
- 239000007788 liquid Substances 0.000 claims abstract 4
- 230000003078 antioxidant effect Effects 0.000 claims description 7
- 238000003756 stirring Methods 0.000 claims description 6
- 239000003963 antioxidant agent Substances 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 239000002537 cosmetic Substances 0.000 claims description 4
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- 230000004048 modification Effects 0.000 description 17
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- 238000006467 substitution reaction Methods 0.000 description 11
- -1 carboxymethyl xylan Chemical class 0.000 description 9
- 230000000694 effects Effects 0.000 description 7
- 230000001965 increasing effect Effects 0.000 description 7
- 230000002000 scavenging effect Effects 0.000 description 7
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 5
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- MGJZITXUQXWAKY-UHFFFAOYSA-N diphenyl-(2,4,6-trinitrophenyl)iminoazanium Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1N=[N+](C=1C=CC=CC=1)C1=CC=CC=C1 MGJZITXUQXWAKY-UHFFFAOYSA-N 0.000 description 2
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- HHEAADYXPMHMCT-UHFFFAOYSA-N dpph Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1[N]N(C=1C=CC=CC=1)C1=CC=CC=C1 HHEAADYXPMHMCT-UHFFFAOYSA-N 0.000 description 1
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Abstract
本发明公开了一种羧甲基化木聚糖的制备方法及其应用。称取木聚糖加入蒸馏水中,制得分散液,在分散液中加入质量百分比浓度为20%的氢氧化钠水溶液和异丙醇,室温下搅拌3 h,再加入氯乙酸和质量百分比浓度为20%的氢氧化钠水溶液,得到混合溶液,在70℃下搅拌反应3~5 h,然后降至室温后用1 mol/L的盐酸调节pH值至7,流水透析24 h,浓缩,冷冻干燥,即制得羧甲基化木聚糖。本发明的羧甲基化木聚糖应用于抗氧化类保健品和化妆品。本发明得到的羧甲基化木聚糖制备工艺,操作简单,便于大规模生产,同时通过本发明制备得到的不同取代度羧甲基化木聚糖能够一定程度的提高抗氧化活性,在抗氧化类保健品和化妆品中具有广阔的应用前景。
Description
技术领域
本发明涉及木聚糖羧甲基化的修饰工艺及其抗氧化活性研究,特别涉及一种羧甲基化木聚糖的制备方法及其应用。
背景技术
木聚糖存在于植物细胞壁中,占植物细胞干重的15%~35%。木聚糖具有多种生物学活性,在抗氧化、降血脂、免疫调节等方面都有体现。近年来的研究还发现木聚糖在抗肿瘤方面也有一定的作用。
研究报道,对多糖进行合理的化学修饰可以使多糖的生物活性得到显著提高。常见的化学修饰或分子修饰方法处理有羧甲基化、烷基化、乙酰化、硫酸化和磷酸化等。其中羧甲基化修饰具有很多优点,例如试剂经济易得、不产生毒性的产物、反应过程容易控制等。Parvath的研究显示,将半乳-甘露聚糖进行羧甲基化修饰,溶解度显著提高。王雁等人通过修饰得到羧甲基化虎奶多糖,溶解性也明显提高,达到30 mg/mL以上,大大增加了机体对其吸收率。对木聚糖进行羧甲基化修饰,获得结构不同的木聚糖衍生物,能够赋予木聚糖新的生物活性。因此,优化一个稳定的木聚糖羧甲基化修饰方法,研究羧甲基木聚糖的生物活性具有重要意义。
本发明对木聚糖进行了羧甲基化修饰,确定其结构,优化了羧甲基木聚糖的制备工艺,比较研究了不同取代度羧甲基化木聚糖的抗氧化活性。
发明内容
本发明的目的是提供一种羧甲基化木聚糖的制备方法及其应用。
制备羧甲基化木聚糖的具体步骤为:
(1)称取100 mg木聚糖加入1 mL蒸馏水中,制得分散液。
(2)在步骤(1)制得的分散液中加入10 mL质量百分比浓度为20%的氢氧化钠水溶液和20 mL异丙醇,室温下搅拌3 h,再加入3~5 g氯乙酸和10 mL质量百分比浓度为20%的氢氧化钠水溶液,得到混合溶液。
(3)步骤(2)制得的混合溶液在70℃下搅拌反应3~5 h,然后降至室温后用1mol/L的盐酸调节pH值至7,流水透析24 h,浓缩,冷冻干燥,即制得羧甲基化木聚糖。
本发明的羧甲基化木聚糖应用于抗氧化类保健品和化妆品。
本发明得到的羧甲基化木聚糖制备工艺,操作简单,便于大规模生产,同时通过本发明制备得到的不同取代度羧甲基化木聚糖能够一定程度的提高抗氧化活性,在抗氧化类保健品和化妆品中具有广阔的应用前景。
附图说明
图1为本发明实施例中不同取代度羧甲基化木聚糖对超氧阴离子自由基的清除作用效果图。
图2为本发明实施例中不同取代度羧甲基化木聚糖对羟基自由基的清除作用效果图。
图3为本发明实施例中不同取代度羧甲基化木聚糖对DPPH自由基的清除作用效果图。
图4为本发明实施例中不同取代度羧甲基化木聚糖对还原性能力的影响。
具体实施方式
实施例:
(1)称取100 mg木聚糖加入1 mL蒸馏水中,制得分散液。
(2)在步骤(1)制得的分散液中加入10 mL质量百分比浓度为20%的氢氧化钠水溶液和20 mL异丙醇,室温下搅拌3 h,再加入4 g氯乙酸和10 mL质量百分比浓度为20%的氢氧化钠水溶液,得到混合溶液。
(3)步骤(2)制得的混合溶液在70℃下搅拌反应4 h,然后降至室温后用1mol/L的盐酸调节pH值至7,流水透析24 h,浓缩,冷冻干燥,即制得羧甲基化木聚糖。
本实施例制得的羧甲基化木聚糖与未修饰木聚糖应用于抗氧化类保健品和化妆品,具体对比效果如下:
1、不同取代度羧甲基化木聚糖对超氧阴离子自由基清除作用
羧甲基化修饰的木聚糖对超氧阴离子自由基清除作用与未修饰的相比明显增强,且随着取代度的增大而增大,木聚糖经羧甲基化修饰对超氧阴离子的清除率最高达到40%,比修饰前增加了4倍(图1)。
2、不同取代度羧甲基化木聚糖对羟基自由基清除作用
同一浓度下,羧甲基化修饰后的木聚糖对羟基自由基清除率明显大于未羧甲基化的木聚糖(图2),说明木聚糖的羧甲基化修饰有利于其对羟基自由基的清除。
3、不同取代度羧甲基化木聚糖对DPPH自由基清除作用
随着多糖浓度的增大,羧甲基化前后的木聚糖对DPPH自由基的清除能力也增大(图3)。但羧甲基修饰后木聚糖的清除率对比修饰前都有所下降,说明羧甲基化修饰不利于木聚糖清除DPPH自由基。
4、不同取代度羧甲基化木聚糖对还原能力作用
木聚糖羧甲基化修饰前后的还原性能力均随着浓度的增大而缓慢增大(图4)。羧甲基修饰后的木聚糖还原性低于木聚糖,说明木聚糖羧甲基化修饰不利于木聚糖还原性能力的增强。
Claims (2)
1.一种羧甲基化木聚糖的制备方法,其特征在于具体步骤为:
(1)称取100 mg木聚糖加入1 mL蒸馏水中,制得分散液;
(2)在步骤(1)制得的分散液中加入10 mL质量百分比浓度为20%的氢氧化钠水溶液和20 mL异丙醇,室温下搅拌3 h,再加入3~5 g氯乙酸和10 mL质量百分比浓度为20%的氢氧化钠水溶液,得到混合溶液;
(3)步骤(2)制得的混合溶液在70℃下搅拌反应3~5 h,然后降至室温后用1 mol/L的盐酸调节pH值至7,流水透析24 h,浓缩,冷冻干燥,即制得羧甲基化木聚糖。
2.一种如权利要求1所述的制备方法制备的羧甲基化木聚糖的应用,其特征在于该羧甲基化木聚糖应用于抗氧化类保健品和化妆品。
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