CN101166830A - 阿拉伯木聚糖的水解 - Google Patents
阿拉伯木聚糖的水解 Download PDFInfo
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- CN101166830A CN101166830A CNA2006800142260A CN200680014226A CN101166830A CN 101166830 A CN101166830 A CN 101166830A CN A2006800142260 A CNA2006800142260 A CN A2006800142260A CN 200680014226 A CN200680014226 A CN 200680014226A CN 101166830 A CN101166830 A CN 101166830A
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- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
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Abstract
本发明涉及用于酶促水解阿拉伯木聚糖的方法,和适合于在这种方法中使用的酶组合物。
Description
序列表
本发明包含序列表。
发明领域
本发明涉及用于酶促水解阿拉伯木聚糖(arabinoxylan)的方法,和适合于在这种方法中使用的酶组合物。
发明背景
阿拉伯木聚糖,一种由木糖和阿拉伯糖组成的多糖,是存在于谷物中的可溶性和不溶性纤维的一部分,特别存在于细胞壁中。阿拉伯木聚糖的水解是谷物半纤维素的改进利用的重要先决条件,例如在乙醇发酵工业和其它基于谷物的工业中。
阿拉伯木聚糖由α-L-阿拉伯呋喃糖残基组成,α-L-阿拉伯呋喃糖残基作为分支点附着于β-(1-4)-连接的木糖聚合主链。木糖残基可以是在C2或C3位置单取代的或同时在C2和C3位置双取代的。此外,通过在某些阿拉伯糖单位C5位置上的酯化作用,阿魏酸和对-香豆酸可以共价连接至阿拉伯木聚糖。这些在木聚糖主链上的取代阻滞木聚糖酶的作用和阿拉伯木聚糖的完全水解,因此需要两种侧基的剪切和解聚活性。阿拉伯木聚糖的水解的主要产物是C5糖木糖和阿拉伯糖。
使用来自特异腐质霉(Humicola insolence)和里氏木霉(Trichoderma reesei)的商业酶组合物中存在的酶的协同相互作用来水解阿拉伯木聚糖的方法之前已由本发明的发明人在H.R.等人(Biotechnology and Bioengineering,Vol.81,No.6,March 20,726-731,2003)中有所描述。催化小麦胚乳阿拉伯木聚糖可溶性部分>50%的水解的酶是能够达到的,但是将相似的酶促处理用于可溶性小麦阿拉伯木聚糖仅获得了低单糖产率。然而,由于在具有其它酶活性作为其主要活性的商业酶制剂中,阿拉伯木聚糖降解酶活性作为副活性(side-activity)存在,不得不对于每底物重量添加5-10重量%酶制剂的高剂量水平以获得有效水解。这样的酶的高添加水平用在大规模生产应用中是行不通的,并且因此需要用于阿拉伯木聚糖水解的改进方法。
发明概述
本发明人目前已经发现了用于阿拉伯木聚糖水解的改进方法,和适合于在这种方法中使用的酶组合物。在本发明的方法中,将含有阿拉伯木聚糖的底物与对双取代木糖具有活性的酶和对C2或C3位置单取代木糖具有活性的酶接触,所述对双取代木糖具有活性的酶例如糖苷水解酶家族43(GlycosideHydrolase 43)(GH43)的α-L-阿拉伯呋喃糖苷酶,所述对单取代木糖具有活性的酶例如糖苷水解酶家族51、54或62(GH51、GH54或GH62)的α-L-阿拉伯呋喃糖苷酶。
因此本发明在第一方面提供一种方法,包括向含有阿拉伯木聚糖的底物添加对双取代木糖具有活性的酶,和,对C2或C3位置单取代木糖具有活性的酶。
本发明在第二方面提供用于阿拉伯木聚糖水解的组合物,所述组合物包含对双取代木糖具有活性的酶,和,对C2或C3位置单取代木糖具有活性的酶。
本发明在其它方面还提供第二方面中所述组合物的用途。
附图简述
图1A-C显示阿拉伯木聚糖多聚体:
图1A显示完整阿拉伯木聚糖。阿拉伯呋喃糖残基α(1→3)(单取代)以及α(1→2)和α(1→3)(双取代)连接至内部木糖。
图1B显示双取代阿拉伯木聚糖。阿拉伯呋喃糖残基α(1→2)和α(1→3)(双取代)连接至内部木糖。
图1C显示单取代阿拉伯木聚糖。阿拉伯呋喃糖残基α(1→2)和α(1→3)(单取代)连接至内部木糖。
图2A-C显示阿拉伯木糖型寡糖(arabinoxylo-oligosaccharide):
图2A显示连接至内部C-3的阿糖基(arabinosyl group)。阿拉伯呋喃糖残基α(1→3)(单取代)以及α(1→2)和α(1→3)(双取代)连接至内部木糖。
图2B显示连接至末端C-3的阿糖基。阿拉伯呋喃糖残基α(1→3)(单取代)连接至末端木糖以及α(1→2)和α(1→3)(双取代)连接至内部木糖。
图2C显示连接至内部C-2的阿糖基。阿拉伯呋喃糖残基α(1→2)和α(1→3)(单取代)连接至内部木糖。
发明详述
在以下的说明书和权利要求中,所用的一些技术术语的定义如下。
在本公开中使用的糖苷水解酶家族编号方式遵循Coutinho,P.M.&Henrissat,B.(1999)CAZy-Carbohydrate-Active Enzymes server at URL:http://afmb.cnrs-mrs.fr/~cazy/CAZY/index.html的概念,或可供选择地Coutinho,P.M.&Henrissat,B.1999;The modular structure of cellulases and othercarbohydrate-active enzymes:an integrated database approach.在″Genetics,Biochemistry and Ecology of Cellulose Degradation″.,K.Ohmiya,K.Hayashi,K.Sakka,Y.Kobayashi,S.Karita and T.Kimura eds.,Uni Publishers Co.,Tokyo,pp.15-23,and Bourne,Y.&Henrissat,B.2001;Glycoside hydrlases andglycosyltransferases:families and functional modules,Current Opinion inStructural Biology 11:593-600中的概念。
将本发明上下文中的术语“粒状淀粉(granular starch)”理解为生的未烹制的淀粉,即未经过凝胶化(gelatinization)的淀粉。
本发明上下文中的术语“生物量”的意思是所有含半纤维素的材料。生物量是非常异质(heterogeneous)并且在化学上具有复杂性的资源,包含来自农业和工业加工的所有形式植物材料的副产品。生物量可以是任何植物衍生的有机物,其包括草本和木本的能源作物,农业食品和饲料作物,农业作物废料和残余物例如稻草(straw)、梗(stalk)、叶、玉米糠(corn bran)、外壳(husk)、穗轴(cob)、外皮(rind)、壳(shell)和荚果(pod),木材废料例如树皮、刨花、锯屑、木浆(wood pulp)和制浆液(pulping liquor)。生物量可以包括来自废物,例如废纸、纸板、建筑和废墟的木材废料的生物量。生物量还可以包括从工业或市政废水处理以及从动物粪尿(manure)回收的污泥或固体。
在本发明的方法中待处理的“含有阿拉伯木聚糖的底物”可以获得自任何植物来源,特别是获得自块茎、根、茎、豆类、谷物或整谷粒。优选的是含有半纤维素的农业废品(即残余物和/或副产品)例如木薯皮(cassava peel)、可可豆荚(cocoa pod)、稻米外壳(rice husk)和/或谷壳(hull)、来自擦米(ricepolishing)的米糠(rice bran)、穗轴、稻草、来自谷类谷粒(cereal grain)的外壳和/或谷壳、压榨的甘蔗秆、糖甜菜浆(sugar beet pulp)、刺槐豆浆(locust bean pulp)或其它蔬菜或水果渣。底物可以是任何生物量。
优选的是获得自谷物谷粒的底物,例如粉碎的谷粒或来自谷物谷粒加工的副产物,例如来自谷物湿磨或干磨的含有阿拉伯木聚糖的副产品。谷物谷粒可以是任何谷物谷粒,但优选的是选自下组的谷物谷粒:玉米(玉蜀黍)、小麦、大麦、燕麦、水稻、高粱和黍(millet)。对于本发明最优选的是源自小麦的含有阿拉伯木聚糖的底物。
含有阿拉伯木聚糖的底物可以是粗谷粉(grist)或酿造和/或发酵方法的醪液(mash),或其可以是来自酿造和/或发酵方法的副产品,例如湿的或干的蒸馏酒糟(distiller grain)、废麦糟(spent grain)、酒糟(vinasse)、甘蔗渣(bagasse)等。
含有阿拉伯木聚糖的底物通常包含水溶性和水不溶性的阿拉伯木聚糖。预期用于本发明各方面的是包含水溶性阿拉伯木聚糖和/或水不溶性的阿拉伯木聚糖的底物。
方法
第一方面的方法,其中具有酶活性的含有阿拉伯木聚糖的底物特别适合于产生几乎不含或无阿拉伯糖侧基的线性木糖聚合体(木聚糖均聚物),所述酶活性包含对双取代木糖具有活性的酶和对C2或C3位置单取代木糖具有活性的酶。在优选的实施方案中,对双取代木糖具有活性的酶是GH43的α-L-阿拉伯呋喃糖苷酶,并且对C2或C3位置单取代木糖具有活性的是GH51、GH54和/或GH62的α-L-阿拉伯呋喃糖苷酶,更优选GH51。
当将两种阿拉伯呋喃糖酶添加至阿拉伯木聚糖溶液时,所得产物将是高分子量线性木糖多聚体和阿拉伯糖分子。这将使得线性木糖多聚体能够通过已知技术(超滤或在乙醇溶液中溶剂沉淀木聚糖)从阿拉伯糖容易地分离。
线性木糖多聚体可以用酶活性进一步部分消化,所述酶活性例如β-木糖苷酶,和/或内-1,4-β-木聚糖酶,以产生木糖型寡糖,其也具有食品的应用。优选β-木糖苷酶是GH3的β-木糖苷酶,和/或优选内-1,4-β-木聚糖酶是GH10或GH11的内-1,4-β-木聚糖酶。
当将内-1,4-β-木聚糖酶添加至纯化的线性木糖多聚体(如上所述纯化)时,所得产物将是基本上无阿拉伯糖侧基的木糖型寡糖。所述寡糖的大小可通过内-1,4-β-木聚糖酶的剂量以及反应时间的长度来控制。
当将内-1,4-β-木聚糖酶和β-木糖苷酶二者添加至纯化的线性木糖多聚体时,所得产物将是木糖。
因此本发明提供用于获得基本上无阿拉伯糖取代基的线性木糖多聚体产物的方法,用于获得基本上无阿拉伯糖侧基的木糖型寡糖产物的方法和用于以相较于在先技术(离子交换层析)更简单的方式分离木糖和阿拉伯糖的方法。
此外,本发明提供高分子量并且基本上无阿拉伯糖侧基的线性木糖多聚体产物,和基本上无阿拉伯糖侧基的木糖型寡糖产物。
优选线性木糖多聚体产物或木糖型寡糖产物包含按产物重量计至少50%、至少60%、至少70%、至少90%、至少80%、至少90%、至少95%,例如至少98%的多聚体,其中多聚体具有至少3、至少4、至少5、至少6、至少7、至少8、至少9、至少10、至少15、至少20、至少25、至少30、至少35、至少40、至少50、至少60、至少70、至少80、至少90、至少100、至少120、至少150、至少200、至少300、至少500、至少1000、至少2000、至少5000或至少10000的聚合度。
优选线性木糖多聚体产物或木糖型寡糖产物包含按产物重量计至少50%、至少60%、至少70%、至少90%、至少80%、至少90%、至少95%、例如至少98%的多聚体,其中多聚体具有少于5000、少于2500、少于1500、少于1000、少于500、少于100、少于75、少于50、少于25、少于10、少于9、少于8、少于7、少于6、少于5和优选少于4的聚合度。
优选线性木糖多聚体产物或木糖型寡糖产物包含按产物重量计至少50%、至少60%、至少70%、至少90%、至少80%、至少90%、至少95%、例如至少98%的多聚体,其中多聚体具有选自下组的区间的聚合度:3至10、11至25、26至50、51至100、101至200、201至500、501至1000、1001至5000和5001至10000。
可将产生的线性木糖多聚体用作食品添加剂,例如作为膨胀剂(bulkingagent)、低卡路里脂肪替代品或食物纤维,例如非可溶性食物纤维。应用例如可在蛋糕、挤压成形的小吃(extruded snack)、其它谷物产品和糖食中。技术应用将包括纸和制浆产品的添加剂、塑料材料(膜),其中可添加增塑剂(plasticizer),并作为胶粘剂(sizing agent)。
木糖型寡糖产品将具有作为食物纤维的应用,例如可溶性食物纤维。可将这些食物纤维用于增加下消化道(lower gut)中双歧细菌(bifidus-bacteria)的量。应用可在例如酸乳、冰淇淋和软饮料中。
第一方面的实施方案,其中存在另外的酶活性,例如GH3的β-木糖苷酶,和/或GH10的内-1,4-β-木聚糖酶在需要阿拉伯木聚糖水解更完全时是特别有用的。除了释放C5糖类之外,阿拉伯木聚糖的水解还使得相关的葡萄糖多聚体例如淀粉和纤维素更加容易受到合适的酶的作用。这在需要降解复杂底物时是特别有用的,例如在酿造中或在水解淀粉或生物量用于燃料乙醇产生中,或在动物饲料组合物中。
在第一和/或第二方面的方法中,酶促水解阿拉伯木聚糖期间释放的木糖和/或阿拉伯糖可以用作木糖和/或阿拉伯糖的来源,或作为原料用于化学/酶促合成或发酵方法,例如用于产生木糖醇、xylaric acid、木糖酸(xylonic acid)、阿拉伯糖酸(arabonic acid)、arabinoic acid、2,3-丁二醇、乳酸、内酯酸(lactonicacid)、呋喃和/或乙醇。
为了降解更加复杂的底物,或需要更完全的降解时,更进一步的酶活性的存在可能是期望的。在优选的实施方案中,酶活性进一步包含乙酰木聚糖酯酶(acetyl xylan esterase)(EC 3.1.1.72)和/或阿魏酸酯酶(feruloyl esterase)(EC3.1.1.73)和/或α-葡糖醛酸糖苷酶(α-glucuronidiase)(EC 3.2.1.139)。
在第一方面的方法的实施方案中,酶活性进一步包含选自下组的酶:乙酰木聚糖酯酶、阿魏酸酯酶、α-淀粉酶、葡糖淀粉酶、肌醇六磷酸酶和蛋白酶。
在酿造和基于谷物粗粉(cereal grist)的其它发酵方法中,能够用热水从细胞壁提取阿拉伯木聚糖,并且可形成高粘度的溶液。如果在酿造方法中,使用在麦芽制造(malting)期间未充分修饰的麦芽,麦芽提取物可含有高水平的阿拉伯木聚糖和其它多糖,而引起提取物粘度的增加。与过滤这些提取物有关的困难会显著减缓酿造过程。在本发明的实施方案中,待与本发明的组合物接触的含有阿拉伯木聚糖的底物是啤酒酿造方法中的醪液,由此例如将醪液的粘性降低和/或释放另外的多糖。
在本发明的实施方案中,方法是任何乙醇方法,基于凝胶化或粒状淀粉的酶促水解,例如WO2004080923或WO2004081193中描述的粒状淀粉。通过将醪液与本发明的组合物接触,将醪液的粘性降低。当阿拉伯木聚糖的分解使得淀粉更易于接触通常存在于这些过程中的淀粉分解酶(amyloyticenzymes)时,还可能释放另外的多糖,不仅作为C5糖类,同样作为葡萄糖。可有利地应用在基于淀粉的乙醇方法中的另外的酶选自下组:β-葡聚糖酶、α-淀粉酶、葡糖淀粉酶、CGTase、肌醇六磷酸酶和蛋白酶。
本发明的方法可以是任何乙醇方法,包括酶促水解生物量和/或来自生物量预处理的流出物(effluent)。可有利地应用在基于生物量的乙醇方法中的另外的酶选自下组:β-葡聚糖酶、纤维素酶、纤维二糖水解酶和β-葡糖苷酶。
在发酵方法中,可将阿拉伯木聚糖水解产物与酵母或能够利用C5糖类的另外的发酵生物体有利地接触。可供选择的是,可将阿拉伯木聚糖水解产物与木糖异构酶(EC 5.3.1.5)接触用于将木糖异构化成为木酮糖(xylulose),而使用酵母属(Saccharomyces)酵母能够将木酮糖发酵成为乙醇。
还可将本发明的组合物用在谷物原料的加工中,所述谷物原料将作为饲料产品/食品使用,或可将所述组合物用作饲料/食品添加剂。可将这些基于酶的饲料/食品添加剂并入基于谷物的饲料产品/食品,其包括小麦、大麦、黑小麦(triticale)、黑麦、水稻和玉米中的一种或多种。饲料/食品添加剂具有改进饲料/食品转化率的优点,和/或增加包括所述添加剂的基于谷物的饲料产品/食品的可消化性的优点。用作饲料/食品添加剂的本发明的组合物可以优选与肌醇六磷酸酶一起使用。
本发明进一步涉及用于处理含有阿拉伯木聚糖的底物的组合物,所述组合物包含对双取代木糖具有活性的酶,例如GH43的α-L-阿拉伯呋喃糖苷酶,和对C2或C3位置取代木糖具有活性的酶,例如GH51、GH54或GH62的α-L-阿拉伯呋喃糖苷酶。
本发明进一步涉及组合物,其包含GH43的α-L-阿拉伯呋喃糖苷酶、GH51、GH54或GH62的α-L-阿拉伯呋喃糖苷酶、β-木糖苷酶和/或内-1,4-β-木聚糖酶,以及涉及包含前述活性和选自下组的酶的组合物:α-淀粉酶、CGTase、葡糖淀粉酶、肌醇六磷酸酶、蛋白酶、β-葡聚糖酶、纤维素酶、纤维二糖水解酶和/或β-糖苷酶。
所述组合物可以包含GH43的α-L-阿拉伯呋喃糖苷酶,其量为存在于组合物中阿拉伯呋喃糖苷酶酶蛋白总量的至少5%、至少10%、至少15%、至少20%、至少25%、至少30%、至少40%、至少50%、至少70%或甚至至少80%w/w。更优选所述组合物可以包含GH43的α-L-阿拉伯呋喃糖苷酶,其量为存在于组合物中阿拉伯呋喃糖苷酶酶蛋白总量的至少5%、如至少10%、至少15%、至少20%、至少25%、至少30%、至少40%、至少50%、至少70%w/w。
可将所述组合物用于处理含有阿拉伯木聚糖的底物,例如在发酵方法中,例如用于降低浆液和/或包含含有阿拉伯木聚糖底物的溶液的粘性。可将所述组合物用于产生饲料产品/食品,例如用于产生或修饰营养/食物纤维,和/或用于产生木糖、阿拉伯糖和/或线性木糖,或用于通过发酵、酶促加工或化学合成来产生木糖、阿拉伯糖的衍生物。
此外本发明提供一种方法,其中将含有阿拉伯木聚糖的底物和/或生物量与酶接触,所述酶是能够从双取代木糖释放阿拉伯糖的阿拉伯呋喃糖苷酶。优选能够从双取代木糖释放阿拉伯糖的酶是阿拉伯呋喃糖苷酶。优选α-L-阿拉伯呋喃糖苷酶是GH43的α-L-阿拉伯呋喃糖苷酶。GH43的α-L-阿拉伯呋喃糖苷酶优选源自细菌、真菌或植物来源。优选含有阿拉伯木聚糖的底物和/或生物量选自下组:草本和木本的能源作物,农业食品和饲料作物,动物饲料产品、块茎、根、茎、豆类、木薯皮、可可豆荚、稻米外壳和/或谷壳、米糠、穗轴、稻草、外壳、谷壳、糖甜菜浆、刺槐豆浆、蔬菜渣、农业作物废料、稻草、梗、叶、玉米糠、外壳、穗轴、外皮、壳、荚果、木材废料、树皮、刨花、锯屑、木浆、制浆液、废纸、纸板、木材废料、工业或市政废水固体、粪尿、来自酿造和/或发酵方法的副产品、湿蒸馏酒糟、干蒸馏酒糟、废麦糟、酒糟和甘蔗渣。
酶
对双取代木糖具有活性的α-L-阿拉伯呋喃糖苷酶
对双取代木糖具有活性的酶,例如GH43的α-L-阿拉伯呋喃糖苷酶,可以是微生物来源的,例如源自丝状真菌菌株(例如腐质霉属(Humicola)、曲霉属(Aspergillus)、木霉属(Trichoderma)、镰孢属(Fusarium)、青霉属(Penicillum))或源自细菌(例如芽孢杆菌属(Bacillus)、双歧杆菌属(Bifidobacterium))。合适的这种酶可以通过“方法”部分中对双取代阿拉伯木聚糖的α-阿拉伯呋喃糖苷酶活性试验来选择。
优选GH43的α-L-阿拉伯呋喃糖苷酶源自特异腐质霉(Humicolainsolens)。最优选GH43的α-L-阿拉伯呋喃糖苷酶是SEQ ID NO:1所示的多肽,更优选SEQ ID NO:1的氨基酸19-558所示的多肽,或更加优选与SEQ IDNO:1的氨基酸19-558所示氨基酸序列具有至少75%、至少85%、至少90%、至少95%、至少96%、至少97%、至少98%或至少99%同一性的多肽(以下的“同源多肽”)。
GH43的α-L-阿拉伯呋喃糖苷酶还可以源自青春双歧杆菌(Bifidobacterium adolescentis)。更优选GH43的α-L-阿拉伯呋喃糖苷酶是由Van Laere,1997在Appl.Microbiol.Biotechnol,47,231-235中和/或由Van denBroek,2005在Applied Microbiology and Biotechnology中描述的酶。
对双取代木糖具有活性的酶,例如GH43的α-L-阿拉伯呋喃糖苷酶,可以0.001-1.0g/kg DM底物的量添加,优选以0.005-0.5g/kg DM底物的量,并且最优选0.05-0.10g/kgDM底物的量添加。
对单取代木糖具有活性的α-L-阿拉伯呋喃糖苷酶
对C2和/或C3位置单取代木糖具有活性的酶,例如GH51、GH54或GH62的α-L-阿拉伯呋喃糖苷酶,可以是微生物来源的,例如源自丝状真菌菌株(例如,Meripilus、腐质霉属、曲霉属、木霉属、镰孢属、青霉属)或源自细菌(例如芽孢杆菌属)。优选所述酶是GH51的α-L-阿拉伯呋喃糖苷酶,并且还更优选α-L-阿拉伯呋喃糖苷酶GH51源自Meripilus giganteus。多肽可以优选与SEQ ID NO:2的氨基酸17-643所示氨基酸序列具有至少75%、至少85%、至少90%、至少95%、至少96%、至少97%、至少98%或至少99%的同一性(以下称为“同源多肽”)。更优选α-L-阿拉伯呋喃糖苷酶是SEQ ID NO:2所示的多肽,还更优选是SEQ ID NO:2的氨基酸17-643所示的多肽。
可将GH51、GH54或GH62的α-L-阿拉伯呋喃糖苷酶以0.001-1.0g/kgDM底物的量添加,优选以0.005-0.5g/kgDM底物的量,并且最优选0.05-0.10g/kg DM底物的量添加。
β-木糖苷酶
β-木糖苷酶优选是GH3的β-木糖苷酶。所述β-木糖苷酶可以是微生物来源的,例如源自丝状真菌菌株(例如,木霉属、Meripilus、腐质霉属、曲霉属、镰孢属)或源自细菌(例如芽孢杆菌属)。优选所述β-木糖苷酶是源自里氏木霉的GH3β-木糖苷酶,并且更优选所述GH3的β-木糖苷酶是SEQ ID NO:3所示多肽,或是与SEQ ID NO:3的氨基酸所示氨基酸序列具有至少75%、至少85%、至少90%、至少95%、至少96%、至少97%、至少98%或至少99%同一性的多肽(以下称为“同源多肽”)。可将GH3的β-木糖苷酶以0.001-1.0g/kgDM底物的量添加,优选以0.005-0.5g/kg DM底物的量添加,并且最优选0.05-0.10g/kg DM底物的量添加。
内-1,4-β-木聚糖酶
内-1,4-β-木聚糖酶优选是GH10或GH11的内-1,4-β-木聚糖酶。内-1,4-β-木聚糖酶可以是微生物来源的,例如源自丝状真菌菌株(例如,木霉属、Meripilus、腐质霉属、曲霉属、镰孢属)或源自细菌(例如芽孢杆菌属)。所述内-1,4-β-木聚糖酶优选是源自特异腐质霉的GH10的内-1,4-β-木聚糖酶,并且更优选所述GH10的内-1,4-β-木聚糖酶是SEQ ID NO:4所示的多肽,更优选是SEQ ID NO:4的氨基酸17-389,或还更优选是与SEQ ID NO:4的氨基酸17-389所示氨基酸序列具有至少75%、至少85%、至少90%、至少95%、至少96%、至少97%、至少98%或至少99%同一性的多肽(以下称为“同源多肽”)。
可将GH10的内-1,4-β-木聚糖酶以0.001-1.0g/kg DM底物的量添加,优选以0.005-0.5g/kg DM底物的量添加,并且最优选0.05-0.10g/kg DM底物的量添加。
材料和方法
所用的酶
来自特异腐质霉的GH43α-L-阿拉伯呋喃糖苷酶(SEQ ID NO:1)、来自M.giganteus的GH51α-L-阿拉伯呋喃糖苷酶(SEQ ID NO:2)、来自里氏木霉的GH3β-木糖苷酶(SEQ ID NO:3)和来自特异腐质霉的GH10内-1,4-β-木聚糖酶(SEQ ID NO:4)。将前述的酶使用基本分子技术克隆(Ausubel et al.,2003,Curr.Prot.Mol.Biol.,John Wiley&Sons,Cambridge,USA,Christgau et al.1995,Curr.Genet.27,135-141)。
Ultraflo L和Celluclast 1.5L是商业酶组合物,并且可从Novozymes A/S获得。Ultraflo L源自特异腐质霉并且包含纤维素酶和半纤维素酶。Celluclast1.5L源自里氏木霉并且包含纤维二糖水解酶和内切葡聚糖酶。
Bio-Feed Wheat L是用于饲料应用的商业木聚糖酶并且可以从Novozymes A/S获得。Bio-Feed Wheat L源自Termomyces lanuginosus。
化学品和底物
阿拉伯糖和木糖购买自Merck(Darmstadt,Germany)。水溶性和水不溶性的小麦阿拉伯木聚糖获得自Megazyme(Bray,County Wicklow,Ireland)。乙醇发酵流出物,“酒糟”,由Tate&Lyle,Amylum UK(Greenwich,UK)提供。
可溶性小麦阿拉伯木聚糖底物
中粘性的水溶性小麦阿拉伯木聚糖获得自Megazyme(Bray,CountyWicklow,Ireland)。酸水解(0.4N HCl,2小时,100℃)和HPAEC之后的单糖含量是:阿拉伯糖275.8mg/g、木糖479.2mg/g(=A∶X 0.58),仅带有痕量的半乳糖和葡萄糖。根据产物表单(product sheet),淀粉、β-葡聚糖、蛋白质、水分和灰分含量按重量计分别是<0.1%、<0.1%、0.9%、1.9%和2.2%。
小麦酒糟底物
小麦酒糟,来自工业乙醇发酵的副产品,由Tate&Lyle,Amylum UK,(Greenwich,UK)提供。酒糟的干物质含量是9.02wt%。酸水解(0.4N HCl,2小时,100℃)和HPAEC之后的单糖含量是:阿拉伯糖82.9g/kg DM酒糟、木糖119g/kg DM酒糟、半乳糖21.6g/kg DM酒糟和葡萄糖78.2g/kg DM酒糟。有机酸、蛋白质、灰分和阿魏酸按重量计分别组成干物质的~30%、~16%、~11%和0.2%。
制备特异性阿拉伯木聚糖多聚体和寡糖
双取代的阿拉伯木聚糖通过如下方法制备:将可溶性小麦阿拉伯木聚糖(1g)在0.1M乙酸缓冲液(100mL)、pH6.0中,与0.167g来自Meripilusgiganteus的α-L-阿拉伯呋喃糖苷酶(GH51)·kg-1水溶性小麦阿拉伯木聚糖一起,于30℃温育48小时。单取代的阿拉伯木聚糖通过如下方法制备:将可溶性小麦阿拉伯木聚糖(1g)在0.1M乙酸缓冲液(42mL)、pH6.0中,与0.147g来自特异腐质霉的α-L-阿拉伯呋喃糖苷酶(GH43)·kg-1水溶性小麦阿拉伯木聚糖一起,于30℃温育48小时。为了终止酶促反应,将混合物加热至100℃持续10分钟。通过添加乙醇(126ml)来沉淀阿拉伯木聚糖多聚体。将沉淀过滤(Miracloth)并且在真空中干燥。
含有连接至末端(1→3)的阿糖基的寡糖通过如下方法制备:将可溶性小麦阿拉伯木聚糖(1g)在0.1M乙酸缓冲液(100mL)、pH6.0中,与6.67gShearzyme(木聚糖酶GH10)·kg-1水溶性小麦阿拉伯木聚糖一起,于30℃温育2小时。含有连接至内部(1→3)的阿糖基的寡糖通过如下方法制备:将可溶性小麦阿拉伯木聚糖(1g)在0.1M乙酸缓冲液(100mL)、pH6.0中,与0.03gPentopan Mono(木聚糖酶GH11)·kg-1水溶性小麦阿拉伯木聚糖一起,于30℃温育2小时。含有连接至内部(1→2)的阿糖基的寡糖通过如下方法制备:将可溶性小麦阿拉伯木聚糖(1g)在0.1M乙酸缓冲液(100mL)、pH6.0中,与0.03g Pentopan Mono(木聚糖酶GH11)·kg-1水溶性小麦阿拉伯木聚糖和来自特异腐质霉的α-L-阿拉伯呋喃糖苷酶(GH43)·kg-1水溶性小麦阿拉伯木聚糖一起,于30℃温育2小时。为了终止酶促反应,将混合物加热至100℃持续10分钟。将阿拉伯木糖型寡糖在旋转蒸发器上浓缩并且通过1H-NMR评估。
底物分析
含有阿拉伯木聚糖的底物中阿拉伯糖和木糖的含量通过用盐酸(0.4NHCl,2小时,100℃)的酸水解然后是HPAEC(等人,2003)来测定。所有产率(yield),包括酶促水解产率,报道为mg/g底物干物质或作为以百分数表示的相对产率。
针对α-L-阿拉伯呋喃糖苷酶活性的活性试验
α-L-阿拉伯呋喃糖苷酶活性可如Poutanen等(Appl.Microbiol.Biotechnol.1988,28,425-432)所述,使用5mM对硝基苯基α-L-阿拉伯呋喃糖苷(p-nitrophenyl α-L-arabinofuranoside)作为底物进行评估。将所述反应在50mM柠檬酸缓冲液中于pH6.0、40℃进行,总反应时间为30分钟。通过添加0.5ml的1M碳酸钠来停止所述反应,并且在405nm测定释放的对硝基苯酚。活性以U/ml表示。
对于双取代阿拉伯木聚糖的α-阿拉伯呋喃糖苷酶活性的试验
将中粘性水溶性小麦阿拉伯木聚糖(Megazyme,Bray,Ireland)用来自Meripilus giganteus的GH51α-阿拉伯呋喃糖苷酶(SEQ ID NO:2)处理以去除连接于阿拉伯木聚糖C(O)-3阿拉伯糖的单α-阿拉伯呋喃糖基取代基,从而产生具有连接于木糖残基C(O)-2,3二者的阿拉伯呋喃糖基取代基的双取代阿拉伯木聚糖底物。将底物透析并且冷冻干燥。
制备双取代阿拉伯木聚糖的0.1%溶液,并且通过在eppendorf管中混合0.1ml酶、0.9ml缓冲液(0.12M琥珀酸,pH6.0)和1.0ml底物溶液来测量α-阿拉伯呋喃糖苷酶活性。将eppendorf管于60℃带有摇动地温育1小时。通过HPAEC(高效阴离子交换层析(high-performance anion-exchangechromatography))来测定释放的阿拉伯糖的量。
HPAEC
将水解产物(10μl)上样到Dionex BioLC系统(Dionex Corporation,Sunnyvale,CA,USA)上,所述系统配有与CarboPacTM PAl预柱(precolumn)(4×50mm)组合的Dionex CarboPacTM PAl保护柱(4×250mm)。将单糖用10mMKOH以1mL·min-1的流动等度地(isocratically)分离15分钟。通过脉冲电化学探测器以脉冲安培探测模式来检测单糖。将电极的电势设置成+0.1V(t=0-0.4秒)至-2.0V(t=0.41-0.42秒)至0.6V(t=0.43秒),并且最终为-0.1V(t=0.44-0.50秒),同时积分(integrating)来自t=0.2-0.4秒的所得信号。将阿拉伯糖和木糖的混合物(各成分浓度:0.0025-0.1g·L-1)作为标准使用。
1
H-NMR分析
将所有降解产物从99.9%D2O冷冻干燥两次并且在99.9%D2O中再溶解。将一些水解产物透析(Spectra/Por膜分子量截断1000)以在光谱分析之前去除游离的阿拉伯糖。于30℃在Varian Mercury-VX设备中记录1H-NMR光谱,所述设备于400MHz运行并且装备有4-核自动可切换探头(4-nucleusauto-switchable probe)。在128-512扫描上收集数据,并且将HDO信号用作参考信号(4.67ppm)。
实施例
实施例1
水溶性阿拉伯木聚糖的酶促水解
对于每个试验(0.1%DM),将溶解在50ml双去离子水中的水溶性小麦阿拉伯木聚糖底物(0.05g)与本发明的组合物一起温育,或与10wt%的Ultraflo和Celluclast 1.5L的50∶50混合物一起温育。E/S指以百分数表示的每重量的底物(S)中所添加的酶制剂(E)的重量。
本发明的组合物包含0.075g来自M.giganteus的GH51α-阿拉伯呋喃糖苷酶/kg DM阿拉伯木聚糖、0.075g来自特异腐质霉的GH43α-阿拉伯呋喃糖苷酶/kg DM阿拉伯木聚糖、0.075g来自里氏木霉的β-木糖苷酶/kg DM阿拉伯木聚糖和0.075g来自特异腐质霉的木聚糖酶/kg DM阿拉伯木聚糖。
将处理在pH5和50℃进行24小时。在24小时后将样品收回(withdraw)并且立即在100℃加热10分钟。将样品过滤(0.2微M滤器)并且通过HPAEC来测定阿拉伯糖和木糖的水平。将酶促水解实验进行三次,并且报告的平均值是以酸水解释放量的百分数表示。结果示于表1。
表1.通过酶促水解从水不溶性小麦阿拉伯木聚糖释放的阿拉伯糖和木糖。数字是通过酸水解水溶性小麦阿拉伯木聚糖样品释放的各单糖量的重量百分数。
水溶性阿拉伯木聚糖的酶促水解
对于每个试验(0.1%DM),将溶解在50ml双去离子水中的水溶性小麦阿拉伯木聚糖底物(0.05g)与本发明的组合物一起温育,或与10wt%的Ultraflo和Celluclast 1.5L的50∶50混合物一起温育。E/S指以百分数表示的每重量的底物(S)中所添加的酶制剂(E)的重量。
本发明的组合物包含0.080g来自M.giganteus的GH510α-阿拉伯呋喃糖苷酶/kg DM阿拉伯木聚糖、0.080g来自特异腐质霉的GH43α-阿拉伯呋喃糖苷酶/kg DM阿拉伯木聚糖、0.16g来自里氏木霉的β-木糖苷酶/kg DM阿拉伯木聚糖和0.080g来自特异腐质霉的木聚糖酶/kg DM阿拉伯木聚糖。
将处理在pH5和50℃进行24小时。在24小时后将样品收回并且立即在100℃加热10分钟。将样品过滤(0.2微M滤器)并且通过HPAEC来测定阿拉伯糖和木糖的水平。将酶促水解实验进行三次,并且报告的平均值是以酸水解释放量的百分数表示。结果示于表2。
实施例2
酒糟的水解根据描述用于实施例1中水溶性阿拉伯木聚糖的方法进行,除了β-木糖苷酶的剂量是0.050g/kg DM酒糟,并且底物水平是5wt%DM。在24小时后将样品取出,并且立即在100℃加热10分钟以终止酶反应,离心(14000rpm、10分钟)、过滤(0.2微M滤器)并且进行HPAEC分析以测定阿拉伯糖和木糖的水平,见下。将酶促水解实验进行两次,并且报道的平均值是以百分数表示的酸水解释放量。结果示于表3。
表3.通过酶促水解从酒糟释放的阿拉伯糖和木糖。数字是通过酸水解水溶性小麦阿拉伯木聚糖样品释放的各单糖量的重量百分数。
实施例3
小麦阿拉伯木聚糖分别包含阿拉伯呋喃糖苷作为连接于内部木糖的3-位置的单取代基,和连接于双取代木糖上3-和2-位置的阿拉伯呋喃糖苷。所产生的底物仅包含三种类型的阿拉伯呋喃糖苷键之一。研究阿拉伯呋喃糖苷酶对这些底物的活性。
表4.对于所选阿拉伯木聚糖多聚体的活性,于pH6、40℃温育2小时。
xx指多于75%水解,x(x)指50-75%水解,x指25-50%水解和(x)指5-25%水解。-指不可检测的水解
实施例4
将可溶性小麦阿拉伯木聚糖与0.1g酶蛋白/kg DM的α-L-阿拉伯呋喃糖苷酶一起温育,所述α-L-阿拉伯呋喃糖苷酶来自特异腐质霉(GH43)、青春双歧杆菌(GH43)、特异腐质霉(GH51)和M.giganteus(GH51)。将释放的阿拉伯糖测定为mg/g水溶性小麦阿拉伯木聚糖、它们的假定总和,和用0.2g酶蛋白/kg DM的50∶50来自特异腐质霉(GH43)、双歧杆菌属的菌种(GH43)、特异腐质霉(GH51)的α-L-阿拉伯呋喃糖苷酶混合物和来自M.giganteus(GH51)的α-L-阿拉伯呋喃糖苷酶处理之后它们的阿拉伯糖释放。结果作为三次测定的平均值表示,平均值的偏差系数<6.4。
表5.从用α-L-阿拉伯呋喃糖苷酶在两种不同的温度和pH条件处理的可溶性小麦阿拉伯木聚糖释放的阿拉伯糖。
pH6,40℃ | pH5,50℃ | |
特异腐质霉(GH43) | 128.0a | 147.0a |
M.giganteus(GH51) | 48.15c | 121.0b |
青春双歧杆菌(GH43) | 63.43b | 4.833d |
特异腐质霉(GH51) | 20.75d | 18.47c |
在一栏之中字母索引不同的值在统计显著性(P<0.05)上有所差别。
表6.从用α-L-阿拉伯呋喃糖苷酶的50%∶50%混合物在pH5、50℃处理的可溶性小麦阿拉伯木聚糖释放的阿拉伯糖
pH5,50℃ | pH5,50℃ | |
特异腐质霉(GH43)和特异腐质霉(GH51) | - | 168.3b |
特异腐质霉(GH43)和M.Giganteus(GH51 ) | - | 289.0a |
青春双歧杆菌(GH43)和特异腐质霉(GH51) | - | 17.43d |
青春双歧杆菌(GH43)和M.giganteus(GH51) | - | 131.0c |
在一栏之中字母索引不同的值在统计显著性(P<0.05)上有所差别。
实施例5
从使用锤磨(hammer milled)大麦麦芽的比尔森型酿造方法(pilsnerbrewing process)获得废麦糟。将废麦糟冷冻干燥至干物质含量为96.1%w/w并且粉碎。将废麦糟材料以5g干物质/100ml琥珀酸-琥珀酸钠缓冲液pH5.0来悬浮并且通过两种处理进行水解:1)常规处理,以6.5g酶蛋白/kg废麦糟干物质使用Celluclast 1.5 L+Ultraflo L的50∶50混合物,和2)本发明的处理,采用以蛋白质重量为基础的来自特异腐质霉的GH43α-L-阿拉伯呋喃糖苷酶(SEQ ID NO:1)、来自M.giganteus的GH51α-L-阿拉伯呋喃糖苷酶(SEQ IDNO:2)、来自里氏木霉的GH3β-木糖苷酶(SEQ ID NO:3)和来自特异腐质霉的GH10内-1,4-β-木聚糖酶(SEQ ID NO:4)的25∶25∶25∶25的混合物。使用相当于0.6g酶蛋白/kg废麦糟干物质的酶剂量。
水解在保温于Thermomixer Compact中的Ependorfer管中在1000rpm于50℃进行16小时。将样品煮10分钟,在14000xg离心10分钟,并且在HPLC上分析可溶相的糖类。在Dionex BioLC上使用GS50 Gradient Pump、AS50 Autosampler和ED40 Elektrochemical探测器进行HPLC。测量释放的阿拉伯糖和木糖的浓度。
表7.废麦糟:释放的阿拉伯糖和木糖(g/升)的HPLC分析结果
阿拉伯糖 | 木糖 | |
对照,无酶 | 0.00 | 0.00 |
1)常规处理 | 1.19 | 1.98 |
2)本发明的处理 | 1.48 | 2.12 |
实施例6
通过于190℃烹制小麦麦秆然后将液体通过过滤从麦秆(straw)分离来获得含有阿拉伯木聚糖的溶液。在所有实验中,通过添加用于pH调节的酸/碱、添加酶溶液和添加去离子水将1.5g的液体进一步稀释至2.0g。将液体与2.5g酶蛋白/升反应体积一起温育,可用本发明的酶混合物,或用由Ultraflo和Celluclast 1.5L的50∶50混合物组成的常规纤维素混合物(混合比率基于蛋白质含量)。
本发明的组合物包含来自特异腐质霉的α-阿拉伯呋喃糖苷酶(SEQ IDNO:1)、来自M.giganteus的α-阿拉伯呋喃糖苷酶(SEQ ID NO:2)、来自里氏木霉的β-木糖苷酶(SEQ ID NO:3)和来自特异腐质霉的木聚糖酶(SEQ IDNO:4)以蛋白质重量为基础的10∶10∶5∶25混合物。将处理在三种pH水平(4、5、6)和两种温度(40、50℃)进行24小时。24小时之后将样品取出并且立即在100℃加热10分钟。将样品过滤(0.2微M滤器)并且通过HPAEC测定阿拉伯糖和木糖水平。将所有酶促水解实验进行两次,并且报道的平均值是以百分数表示的通过酸水解释放的量。结果示于表8。
表8.通过酶促水解从水溶性小麦阿拉伯木聚糖释放的阿拉伯糖和木糖。数字是通过酸水解水溶性小麦阿拉伯木聚糖释放的各单糖量的重量百分数。
序列表
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Claims (34)
1.一种方法,包括将含有阿拉伯木聚糖的底物与以下酶接触:
a)对双取代木糖具有活性的酶,和,
b)对C2或C3位置单取代木糖具有活性的酶。
2.权利要求1的方法,其中对双取代木糖具有活性的酶是GH43的α-L-阿拉伯呋喃糖苷酶,和/或对C2或C3位置单取代木糖具有活性的酶是GH51、GH54或GH62的α-L-阿拉伯呋喃糖苷酶。
3.权利要求1或2任一项的方法,其中所述酶活性进一步包含:
a)β-木糖苷酶,和/或,
b)内-1,4-β-木聚糖酶。
4.权利要求1至3任一项的方法,其中所述β-木糖苷酶是GH3的β-木糖苷酶。
5.权利要求1至4任一项的方法,其中优选所述内-1,4-β-木聚糖酶是GH10或GH11的内-1,4-β-木聚糖酶。
6.权利要求1至5任一项的方法,其中酶/活性进一步包含选自下列的酶:乙酰木聚糖酯酶、阿魏酸酯酶、α-淀粉酶、CGTase、葡糖淀粉酶、肌醇六磷酸酶、蛋白酶、β-葡聚糖酶、纤维素酶、纤维二糖水解酶和β-糖苷酶。
7.权利要求1至6任一项的方法,该方法包括产生水解产物,所述水解产物包含线性木糖和/或木糖型寡糖和/或木糖和/或阿拉伯糖。
8.权利要求1至7任一项的方法,该方法包括产生动物饲料产品。
9.权利要求1至8任一项的方法,该方法包括将含有阿拉伯木聚糖的底物与发酵生物体接触和产生发酵产物。
10.权利要求1至9任一项的方法,该方法包括产生酒精饮料、燃料乙醇和/或可饮用乙醇。
11.权利要求1至10任一项的方法,其中所述底物源自谷物,优选选自下组:小麦、黑麦、大麦、玉米、水稻、高粱和黍。
12.权利要求1至11任一项的方法,其中所述底物是来自湿磨方法、来自发酵方法或来自糖类生产的副产品。
13.权利要求1至12任一项的方法,该方法进一步包括将含有阿拉伯木聚糖的底物与能够利用C5糖类的发酵生物体接触。
14.权利要求1至13任一项的方法,该方法包括修饰食物纤维。
15.权利要求1至14任一项的方法,该方法包括产生产品,所述产品为线性木糖多聚体产品或木糖型寡糖产品,其包含按产品重量计至少50%、至少60%、至少70%、至少90%、至少80%、至少90%、至少95%,例如至少98%的多聚体,所述多聚体具有至少3、至少4、至少5、至少6、至少7、至少8、至少9、至少10、至少15、至少20、至少25、至少30、至少35、至少40、至少50、至少60、至少70、至少80、至少90、至少100、至少120至少150、至少200、至少300、至少500、至少1000、至少2000、至少5000或至少10000的聚合度。
16.权利要求1至15任一项的方法,该方法包括产生产品,所述产品为线性木糖多聚体产品或木糖型寡糖产品,其包含按产品重量计至少50%、至少60%、至少70%、至少90%、至少80%、至少90%、至少95%,例如至少98%的多聚体,所述多聚体具有少于5000、少于2500、少于1500、少于1000、少于500、少于100、少于75、少于50、少于25、少于10、少于9、少于8、少于7、少于6、少于5并且优选少于4的聚合度。
17.权利要求1至16任一项的方法,该方法包括产生产品,所述产品为线性木糖多聚体产品或木糖型寡糖产品,其包含按产品重量计至少50%、至少60%、至少70%、至少90%、至少80%、至少90%、至少95%,例如至少98%的多聚体,所述多聚体具有选自以下区间的聚合度:3至10、11至25、26至50、51至100、101至200、201至500、501至1000、1001至5000和5001至10000。
18.一种方法,包括将含有阿拉伯木聚糖的底物与酶接触,所述酶能够从双取代木糖释放阿拉伯糖,其中所述含有阿拉伯木聚糖的底物选自下组:草本和木本的能源作物,农业食品和饲料作物,动物饲料产品、块茎、根、茎、豆类、木薯皮、可可豆荚、稻米外壳、稻米谷壳、米糠、穗轴、稻草、外壳、谷壳、糖甜菜浆、刺槐豆浆、蔬菜渣、农业作物废料、稻草、梗、叶、玉米糠、外壳、穗轴、外皮、壳、荚果、木材废料、树皮、刨花、锯屑、木浆、制浆液、废纸、纸板、木材废料、工业或市政废水固体、粪尿、来自酿造和/或发酵方法的副产品、湿蒸馏酒糟、干蒸馏酒糟、废麦糟、酒糟和甘蔗渣。
19.权利要求18的方法,其中酶是GH43的α-L-阿拉伯呋喃糖苷酶。
20.权利要求18的方法,其中酶是细菌、真菌或植物来源的。
21.通过权利要求15至17的方法产生的产品。
22.一种用于水解阿拉伯木聚糖的组合物,所述组合物包含酶活性;
a)对双取代木糖具有活性的酶,和,
b)对C2或C3位置单取代木糖具有活性的酶。
23.权利要求22的组合物,其中对双取代木糖具有活性的酶是GH43的α-L-阿拉伯呋喃糖苷酶,和/或对C2或C3位置单取代木糖具有活性的酶是GH51、GH54或GH62的α-L-阿拉伯呋喃糖苷酶。
24.权利要求22或23任一项的组合物,其中酶活性进一步包含,
a)β-木糖苷酶和/或,
b)内-1,4-β-木聚糖酶。
25.权利要求22至24任一项的组合物,其中β-木糖苷酶是GH3的β-木糖苷酶。
26.权利要求22至25任一项的组合物,其中内-1,4-β-木聚糖酶是GH10或GH11的内-1,4-β-木聚糖酶。
27.权利要求22至26任一项的组合物,其中酶活性进一步包含选自下组的酶:乙酰木聚糖酯酶、阿魏酸酯酶、α-淀粉酶、CGTase、葡糖淀粉酶、肌醇六磷酸酶、蛋白酶、β-葡聚糖酶、纤维素酶、纤维二糖水解酶和/或β-糖苷酶。
28.权利要求22至27任一项的组合物用于处理含有阿拉伯木聚糖的底物的用途。
29.根据权利要求28的在发酵方法中的用途。
30.根据权利要求28或29任一项的用途,所述用途用于降低包含含有阿拉伯木聚糖底物的浆液和/或溶液的粘性。
31.根据权利要求28或30任一项的用途,所述用途用于产生动物饲料产品或食品。
32.根据权利要求28至31任一项的用途,所述用途用于产生木糖、阿拉伯糖、木糖型寡糖和/或线性木糖。
33.根据权利要求28至32任一项的用途,所述用途用于产生食品纤维。
34.根据权利要求28至33任一项的用途,所述用途用于产生权利要求15至17任一项的产品。
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- 2006-04-25 WO PCT/DK2006/000213 patent/WO2006114094A1/en not_active Application Discontinuation
- 2006-04-25 CA CA2911419A patent/CA2911419A1/en not_active Abandoned
- 2006-04-25 JP JP2008508078A patent/JP5231213B2/ja not_active Expired - Fee Related
- 2006-04-25 CA CA2605782A patent/CA2605782C/en not_active Expired - Fee Related
- 2006-04-25 MX MX2007013212A patent/MX2007013212A/es active IP Right Grant
- 2006-04-25 AT AT06722905T patent/ATE489459T1/de not_active IP Right Cessation
- 2006-04-25 CN CN2006800142260A patent/CN101166830B/zh active Active
- 2006-04-25 CN CN201410083212.0A patent/CN103789284B/zh active Active
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CA2605782A1 (en) | 2006-11-02 |
WO2006114094A1 (en) | 2006-11-02 |
US20170015984A1 (en) | 2017-01-19 |
US9822349B2 (en) | 2017-11-21 |
CN103789284A (zh) | 2014-05-14 |
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AU2006239643B2 (en) | 2011-07-21 |
AU2006239643A1 (en) | 2006-11-02 |
EP1874926A1 (en) | 2008-01-09 |
US20190177711A1 (en) | 2019-06-13 |
AR053066A1 (es) | 2007-04-18 |
DK1874926T3 (da) | 2011-03-07 |
US10954499B2 (en) | 2021-03-23 |
US20180044650A1 (en) | 2018-02-15 |
US10233434B2 (en) | 2019-03-19 |
CN101166830B (zh) | 2012-10-10 |
DE602006018441D1 (en) | 2011-01-05 |
ATE489459T1 (de) | 2010-12-15 |
US20090136476A1 (en) | 2009-05-28 |
US9428741B2 (en) | 2016-08-30 |
CA2911419A1 (en) | 2006-11-02 |
JP5231213B2 (ja) | 2013-07-10 |
MX2007013212A (es) | 2008-01-16 |
CN103789284B (zh) | 2016-12-07 |
CA2605782C (en) | 2016-01-19 |
EP1874926B1 (en) | 2010-11-24 |
CN101166822B (zh) | 2014-04-09 |
CN101166822A (zh) | 2008-04-23 |
JP2008538900A (ja) | 2008-11-13 |
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