CN110438182A - 一种制备新琼四糖的方法 - Google Patents
一种制备新琼四糖的方法 Download PDFInfo
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- CN110438182A CN110438182A CN201910829692.3A CN201910829692A CN110438182A CN 110438182 A CN110438182 A CN 110438182A CN 201910829692 A CN201910829692 A CN 201910829692A CN 110438182 A CN110438182 A CN 110438182A
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Abstract
本发明提供一种制备新琼四糖的方法,是将琼脂糖的酸处理液使用β‑琼胶酶进行酶解制备的;其中的琼胶酶为β‑琼胶酶AgWH50B,其氨基酸序列为SEQ ID NO:1。本发明通过结合酸解法和酶法,实现了高效的制备新琼四糖。与单独酶法制备新琼四糖的方法相比,其产率明显提升,体现了本发明的高效性制备。
Description
技术领域
本发明属于寡糖制备技术领域,具体涉及一种制备新琼四糖的方法。
背景技术
琼胶是红藻细胞壁的主要成分,由琼脂糖和琼脂胶组成的聚合物。琼胶具有较强的凝胶特性,人体不能直接吸收利用,但经过水解作用形成的琼胶寡糖,水溶性好,易被人体吸收,同时琼胶寡糖具备良好的生理活性。琼胶寡糖由(1→3)-O-β-D-半乳糖残基和(1→4)-O-3,6-内醚-α-L-半乳糖残基交替组成的线形链状分子。根据琼胶寡糖非还原端的不同,可将琼胶寡糖分为非还原端为3,6-内醚-L-半乳糖的新琼寡糖以及非还原端为D-半乳糖的琼寡糖。其中,新琼四糖是一种研究较多的琼胶低聚糖,具有抗疲劳、调节肠道微生物群、抗炎、抗肥胖和抗糖尿病等多种生物活性。
目前制备琼胶寡糖的方法主要有酸解法和酶法两种,由于酸解过程中,更偏向于水解α-1,3糖苷键,生成非还原端为D-半乳糖的琼寡糖。而酶法则用以制备偶数新琼寡糖以及偶数琼寡糖。其中通过化学法即酸解法制备奇数琼寡糖具有反应迅速、处理底物浓度较大等优点,但是经酸解之后产物较杂,分离较为困难,且无法用以制备非还原端为3,6-内醚-L-半乳糖的新琼寡糖。酶解法相比于酸解法具有反应温和、产物单一、易于分离等优点,但是单独酶法由于琼胶的凝胶特性,其作用底物浓度较低,造成其产量较低。因此,开发高效率的新琼寡糖的制备技术具有重大意义。
发明内容
本发明目的是提供一种制备新琼四糖的方法,克服了单独酶法制备新琼四糖效率低,产量小的缺点;通过酸解预处理琼脂糖,利用β-琼胶酶AgWH50B水解酸解琼脂糖处理液进一步制备新琼四糖。
本发明提供一种高效制备新琼四糖的方法,是将琼脂糖的酸处理液使用β-琼胶酶进行酶解制备的;其中的琼胶酶为β-琼胶酶AgWH50B,其氨基酸序列为:
MTFTKSKIATVLSLSLLGIYGCASTTPQNEQAAAGEQVVEDMGGALPDFESDKFFSKLKAEHAKASAVTDTGVTAGSQALKIDFDSVNEANKFKFWPNVKLHPDTGNWNWNAKGSLTLDVTNPTDSTANIILKIADNVGVMGAGDNQLNYALSVPAGETVPVEMIFNGSKRKLDGYWGGEKINLRKLVEFQIFVQGPIDQQSVIVDNFALVDATGDFVEASGAEEVVTGPVPTVLAITDFEKGQDSFISAERSVATTISPVKTDDGAAIDVLFSASNSYPNITFRPDVPWDWSGQGDFNVAFDMVNKSDEPLQLFVRVDDDEHEAFGGTANGVQNSWSGYVTIAPNDEGTYYLSLMPAGDQMVSGMRGEPPKKSYKAQAISYGWGDNNLDLSNIYSMQLYLQNPTADQKLQISSVRLIPNLESDTSRYEGLLDEFGQYTGQDWAQKVKSLEDLQAAGAAELDSLEHPTQLPDRSKFGGWADGPKLEATGFFRAEKVDGKWALVDPEGYLFFVTGLDNIRMDDTVTITGVDFSNKETREGREVASELRNSMFTWLPEYDDVLAESYDYADWIHTGALKKGEVFSFYSANLQRKYQTSREEALKIWKDVTLNRMQDWGFTTLGNWADPKFYDNQQIAYAANGWIFGDHARISTGNDYWGPIHDPFDPEFAVSTRKMAEKVASEVSKDDPWLMGIFVDNEISWGNTKNEANHYGLVVNALSYDIKESPAKAAFTKHLQDKYSSIDALNQSWGTKVTSWADFEVSFDHRSRLSSSMKKDYSEMLQMLSEKYFSTVQAELKKVLPNHMYLGARFADWGVTPEIARGAAPYVDVMSYNLYAEDLNSKGDWSLLPELDKPSIIGEFHFGATDTGLFHGGIVSASNQADRAKKYTHYMQSIVDNPYFVGAHWFQYLDSPTTGRAWDGENYNVGFVSITDTPYQELIDAAKQFNRDLYNLRYKK
所述的琼脂糖的酸处理液,优选为使用柠檬酸处理琼脂糖溶液制备的;
其中柠檬酸的一种具体浓度为2.5%(w/v)的一水合柠檬酸;
所述的琼脂糖溶液,其中琼脂糖的浓度为15%。
本发明通过结合酸解法和酶法,实现了高效的制备新琼四糖。与单独酶法制备新琼四糖的方法相比,其产率明显提升,体现了本发明的高效性制备。
附图说明
图1:本发明制备新琼四糖结构图
图2:本发明的酸解条件优化结果图(a)和酸解后液相检测结果图(b)
图3:本发明的不同加酶量反应结果液相图(a)和新琼四糖最终产量图(b)
图4:本发明的最佳加酶量反应结果液相图(a)和随时间变化的新琼四糖产量变化图(b)
图5:本发明的纯化新琼四糖液相图(d)和纯化过程TLC检测图(a)、(b)和(c)。
具体实施方式
新琼四糖:琼脂糖是由D-β-半乳糖和3,6-内醚-L-α-半乳糖重复二糖单元构成,由β-1,4糖苷键和α-1,3糖苷键交替连接。新琼四糖是指非还原端为3,6-内醚-L-α-半乳糖聚合度为4的琼胶寡糖,其结构如图1所示。
β-琼胶酶AgWH50B:β-琼胶酶AgWH50B直接作用于琼脂糖时,其主要产物为新琼四糖,当采用单独β-琼胶酶AgWH50B直接作用于琼脂糖制备新琼四糖时,由于琼脂糖的凝胶特性,要求作用的底物浓度不能超过1%(w/v)。导致产量较低,单独酶法制备新琼四糖效率较低。
下面通过具体实例对本发明的方法做进一步的说明。
实施例1单独AgWH50B酶解琼脂糖
采用1000mL的制备体系,底物为1%(w/v)的琼脂糖,加入4.875U/mL的AgWH50B于37℃反应12h,煮沸10min后离心取上清,稀释十倍,过0.22μm水相滤膜,待液相进行检测。计算得到最终新琼四糖为0.19g,产率为19%。
实施例2酸解条件的优化
采用100mL的反应优化体系,底物为15%(w/v)的琼脂糖,采用2.5%、5.0%和7.5%(w/v)的一水合柠檬酸水溶液于90℃分别反应1、2、3和4h。通过DNS法测定还原糖的摩尔浓度,绘制如图2(a)的柱状图,并选定2.5%(w/v)一水合柠檬酸,于90℃反应1h为最佳酸解条件。并对最佳酸解条件下的酸解液进行了高效液相检测,结果如图2(b)所示。
实施例3 AgWH50B加酶量的优化
采用10ml的优化反应体系,底物为实施例1中得到的酸解中性糖液。制备新琼四糖分别采用4.875U/mL、9.750U/mL和14.625U/mL的AgWH50B进行加酶量的优化,反应12h煮沸十分钟终止反应,离心取上清,稀释十倍,过0.22μm水相滤膜,待液相进行检测。绘制如图3(b)曲线和如图3(a)的液相图,并根据结果得到最适加酶量为4.875U/mL。
实施例4新琼四糖的制备以及纯化
采用1000mL的制备体系,底物为15%(w/v)的琼脂糖,采用2.5%(w/v)的一水合柠檬酸在90℃条件下反应1h,冷却至室温,用1M氢氧化钠溶液调pH至中性,加入4875UAgWH50B于37℃水浴摇床中反应12h。随着反应时间的进行,取样,煮沸10min后离心取上清,稀释十倍,过0.22μm水相滤膜,待液相进行检测,绘制图4的时间曲线。反应12h结束后,煮沸10min后离心取上清,进行P2柱凝胶色谱层析,收集不同的流出组分(图5a,b,c中横坐标代表不同的流出组分)进行TLC检测,如图5(a)所示,30-50都显示有新琼四糖,进一步对处于30-50管进行TLG检测,如图5(b)所示,38-44管为纯的新琼四糖,而其他组分还存在聚合度的寡糖,进一步进行第二次凝胶色谱层析纯化,如图5(c)所示,得到纯的新琼四糖,与第一次凝胶层析得到的新琼四糖混合在一起,冻干之后,称重。复溶之后进行高效液相色谱检测及质谱检测。
结果如图5(d)所示,纯化得到的新琼四糖无其他杂糖,纯度较高。经计算可知以150g琼脂糖为底物,制备得到25.5g新琼四糖,纯度为92%,同样的反应体积体系,经过酸解结合酶解最终得到25.5g新琼四糖,得率是单独酶解的134倍。
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Claims (4)
1.一种制备新琼四糖的方法,其特征在于,所述的方法是将琼脂糖的酸处理液使用β-琼胶酶进行酶解制备的;其中β-琼胶酶的氨基酸序列为SEQ ID NO:1。
2.如权利要求1所述的方法,其特征在于,所述的琼脂糖的酸处理液,是使用柠檬酸处理琼脂糖溶液制备的。
3.如权利要求2所述的方法,其特征在于,所述的柠檬酸是浓度为2.5%的一水合柠檬酸水溶液。
4.如权利要求2所述的方法,其特征在于,所述的琼脂糖溶液,其中琼脂糖的浓度为15%。
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