CN105658081A - 甜菊糖苷 - Google Patents
甜菊糖苷 Download PDFInfo
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- CN105658081A CN105658081A CN201480043217.9A CN201480043217A CN105658081A CN 105658081 A CN105658081 A CN 105658081A CN 201480043217 A CN201480043217 A CN 201480043217A CN 105658081 A CN105658081 A CN 105658081A
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Abstract
本发明涉及一种产品,其是包含甜味剂组合物的食品、饮料、药物组合物、烟草、营养品、口部卫生组合物或化妆品,其中所述甜味剂组合物包含一种或更多种发酵生产的甜菊糖苷。
Description
发明领域
本发明涉及包含甜味剂组合物的产品以及制备这种产品的方法。本发明还涉及甜味剂组合物在制备产品中的用途以及含甜菊糖苷的组合物。
发明背景
消费者对使用人工甜味剂(例如甘素、环氨酸钠、阿斯巴甜、安赛蜜和糖精)的需求已有一段时间较低。然而,对天然来源的无热量高效甜味剂例如甜菊糖苷的需求不断增长。此外,甜的甜菊糖苷具有优于许多高效甜味剂的功能特性和感官性状。
甜菊糖苷(MasayaOhta等人,J.Appl.Glycosci,第57卷,(2010),第199-209页)是一组不同的甜的二萜糖苷,它们具有单一的基础—甜菊醇二萜且差异在于C13和C19位碳水化合物残基的存在。
莱鲍迪甙A以及一些其它甜菊糖苷的物理特性和感官性状已被研究(CarolineHellfritsch等J.AgricFoodChem,第60卷,(2012),第6782-6793页)。已检验了它们在碳酸饮料中的稳定性并发现它们具有热稳定性和pH稳定性(Chang和Cook,1983)。Reb-A的甜味效能(sweetnesspotency)为蔗糖的200-400倍。
然而,除了其高水平的甜味之外,它们还具有后苦味(post-bittertaste)以及金属和酒精后味(aftertaste)的固有特性。由于其它物质例如多酚和甜菊植物提取物中存在的其它风味化合物的污染,甜菊糖苷具有一些不期望的味道特征。因此,关于植物来源的甜菊糖苷提取物的使用存在限制。
发明概述
改善味道品质的主要方法之一是发酵生产甜菊糖苷。生产具有期望的纯粹味道特征和最低含量的伴随化合物的高度纯化的各糖苷的另一种方法是在发酵生产宿主及其发酵中通过经设计的生物合成来定制特定的甜菊糖苷。
因此,本发明涉及通过发酵来微生物生产甜菊糖苷的方法和特定产品规格(specification)的发酵生产的甜菊糖苷(例如莱鲍迪甙A(rebA))及其用途。也就是说,本发明涉及用于生产高度纯化rebA的微生物发酵方法及其在多种食品和饮料中的用途。
公开了发酵生产二萜糖苷和从微生物发酵液回收二萜糖苷从而获得产品规格的方法。特别地,描述了从微生物发酵液回收rebA的方法。从微生物发酵方法可获得各甜的糖苷。
甜的甜菊糖苷的混合物还可获自经设计的微生物发酵方法并可通过下游纯化工艺被进一步处理以移除使用过(spent)的发酵培养基组分。
相较于植物提取的甜菊糖苷,发酵生产的rebA可容易地以高度纯化等级以及具有较少残余苦味和后味的形式被生产。
因此,本发明涉及发酵生产高纯度rebA的方法。所述方法用于生产具有至少约95%rebA(基于干重)的产品规格的高纯度rebA。
这种产品规格的发酵生产的rebA在多种食品和饮料组合物中用作无热量的甜味剂并与其它有热量和无热量的甜味剂组合使用。
这种发酵生产的rebA在食用和可咀嚼组合物(例如任何饮料、糕点、烘烤食品、饼干、口香糖等等)中用作无热量的甜味剂。
因此,本发明的一个目标是提供有商业价值的由微生物生产系统生产具有已知产品规格的高度纯化甜味剂的发酵生产方法及其在多种食品和饮料中,从而克服已知的植物提取甜菊糖苷的缺点的用途。
特别地,发酵生产的rebA可被用于增加柑橘或酸味属性、总香气作用(totalaromaimpact)、甜芳香复合物(sweetaromaticcomplex)、乙基麦芽酚(草莓味)或棕果(brownfruit)(香味(flavor)/香气(aroma))。
本文描述了通过微生物发酵生产甜菊糖苷的发酵方法。本文还描述了用于回收发酵生产的甜菊糖苷以及具有给定产品规格的高度纯化rebA的下游纯化和回收方法。
(特定产品规格的)发酵生产的甜菊糖苷可被用在多种食品和饮料中作为甜味剂。也就是说,本发明基于适用于多种食品和饮料应用的发酵生产的甜菊糖苷。
因此,本发明提供发酵来源的产品,所述产品是包含甜味剂组合物的食品、饮料、药物组合物、烟草、营养品、口部卫生组合物或化妆品,其中所述甜味剂组合物包含一种或更多种发酵生产的甜菊糖苷。
本发明还提供制备产品的方法,所述产品是包含甜味剂组合物的食品、饮料、药物组合物、烟草、营养品、口部卫生组合物或化妆品,所述方法包括:制备所述产品和掺入包含一种或更多种发酵生产的甜菊糖苷的甜味剂组合物。所述方法还可包括:发酵本文所述的微生物和从所述微生物和/或细胞外基质回收莱鲍迪甙A。
本发明还提供包含一种或多种发酵生产的甜菊糖苷的甜味剂组合物在制备包含甜味剂组合物的食品、饮料、药物组合物、烟草、营养品、口部卫生组合物或化妆品中的用途。
本发明还提供一种组合物,其包含基于干燥固体至少约95%发酵生产的莱鲍迪甙A。
附图说明
图1展示了质粒pUG7-EcoRV的示意图。
图2展示了设计ERG20、tHMG1和BTS1过表达盒(A),并将其整合至酵母基因组(B)的方法的示意图。(C)显示了利用Cre重组酶移除KANMX标记后的最终状态。
图3展示了ERG9敲除构建体的示意图。所述构建体由500bpERG9的3’部分、98bpTRP1的启动子、TRP1的开放阅读框和终止子以及之后的400bpERG9的下游序列组成。由于在ERG9的开放阅读框的终点引入了Xbal位点,因此最后的氨基酸变成了丝氨酸,终止密码子变成了精氨酸。新的终止密码子位于TRP1的启动子中,这导致延长了18个氨基酸。
图4展示了将UGT2整合至基因组的示意图。A.转化中使用的不同片段;B.整合后的状态;C.Cre重组酶表达后的状态。
图5展示了将GGPP到RebA的途径整合至基因组的示意图。A.转化中使用的不同片段;B.整合后的状态。
图6展示了生物合成甜菊糖苷的可行途径的示意图。
图7展示了从发酵液回收甜菊糖苷的方法。
图8显示了每种应用(酸化水、近水(nearwater)、汁(juice)和可乐(cola))中发酵RebA与基于植物的RebA的甜味强度分数。
图9显示了酸化水中发酵RebA相对于基于植物的RebA的强度分数。
图10显示了近水中发酵RebA相对于基于植物的RebA的强度分数。
图11显示了汁中发酵RebA相对于基于植物的RebA的强度分数。
序列表说明
表1展示了序列说明。本文描述的序列可以引用序列表或数据库访问号(同样展示于表1)来定义。
发明详述
由下文中给出的详细的描述,本发明的优点将变得得更明显。然而,应该理解的是:详细的描述和具体实施例在指出本发明的优选实施方案的同时仅仅通过示例的方式给出,因为在本发明的精神和范围内的各种变化和修改从该详细描述中对本领域的技术人员将变得显而易见。
在本说明书和附属的权利要求书的各个部分,词语“包括”、“包含”和“具有”及其变形应被理解为包含性的。也就是说,在语境允许的情况下,这些词语意图传达的意思是:可以包括其它没有明确列举的元素或整体。
本发明涉及包含甜味剂组合物的产品。所述甜味剂组合物包含一种或更多种甜菊糖苷,它们中的一种或更多种是发酵制备的。
因此,本发明提供包含一种或更多种甜菊糖苷的溶液。这种溶液可包含莱鲍迪甙A。
基于干燥固体,这种溶液可包含至少约60重量%、至少约70重量%、至少约80重量%、至少约90重量%、至少约95重量%、至少约99重量%的莱鲍迪甙A。
因此,本发明提供这样的组合物,基于干燥固体,其可包含至少约60重量%、至少约70重量%、至少约80重量%、至少约90重量%、至少约95重量%、至少约99重量%的发酵生产的莱鲍迪甙A。
这种组合物可以是颗粒或粉末。这种固体组合物可包含至少约60重量%、至少约70重量%、至少约80重量%、至少约90重量%、至少约95重量%、至少约99重量%的发酵生产的莱鲍迪甙A。
这种溶液和组合物可通过能够产生甜菊糖苷的重组微生物的发酵来制备。合适的重组微生物如下文所述。所述重组微生物可包含一种或更多种核苷酸序列,所述核苷酸序列编码:
具有内根-柯巴基焦磷酸合酶活性的多肽;
具有内根-贝壳杉烯合酶活性的多肽;
具有内根-贝壳杉烯氧化酶活性的多肽;
具有贝壳杉烯酸13-羟化酶活性的多肽,和
一种或多种具有UDP-葡糖基转移酶(UGT)活性的多肽,
通过所述核苷酸序列的表达使所述微生物具有至少生产一种甜菊糖苷的能力。
为了本发明的目的,具有内根-柯巴基焦磷酸合酶(EC5.5.1.13)活性的多肽能够催化如下化学反应:
该酶有一种底物(香叶基香叶基焦磷酸)和一种产物(内根-柯巴基焦磷酸)。该酶参与赤霉素的生物合成。该酶属于异构酶家族,具体是分子内的裂解酶类。这种酶类的系统名称是内根-柯巴基-二磷酸裂解酶(去环化)。其它的常用名包括内根-柯巴基焦磷酸合酶、内根-贝壳杉烯合酶A和内根-贝壳杉烯合成酶A。
为了本发明的目的,具有内根-贝壳杉烯合酶(EC4.2.3.19)活性的多肽能够催化下述化学反应:
内根-柯巴基二磷酸内根-贝壳杉烯+二磷酸盐
因此,该酶有一种底物(内根-柯巴基二磷酸)和两种产物(内根-贝壳杉烯和二磷 酸盐)。
该酶属于裂解酶家族,具体是作用于磷酸酯的碳-氧裂解酶。这种酶类的系统名称是内根-柯巴基-二磷酸二磷酸酯-裂解酶(环化,形成内根-贝壳杉烯)。其它的常用名包括内根-贝壳杉烯合酶B、内根-贝壳杉烯合成酶B、内根-柯巴基-二磷酸二磷酸酯-裂解酶和(环化)。该酶参与二萜类化合物的生物合成。
具有内根-柯巴基二磷酸合酶活性的蛋白质还可以有截然不同的内根-贝壳杉烯合酶的活性。内根-贝壳杉烯合酶催化的反应是赤霉素生物合成途径中的下一个步骤。这两种类型的酶活性是截然不同的,抑制蛋白质的内根-贝壳杉烯合酶活性的定点突变导致内根-柯巴基焦磷酸的积累。
因此,单个核苷酸序列可编码具有内根-柯巴基焦磷酸合酶活性和内根-贝壳杉烯合酶活性的多肽。或者,可以用两段截然不同的、分开的核苷酸序列编码这两种活性。
为了本发明的目的,具有内根-贝壳杉烯氧化酶(EC1.14.13.78)活性的多肽能够催化内根-贝壳杉烯的4-甲基的连续三次氧化以产生贝壳杉烯酸。这种活性通常需要细胞色素P450的存在。
为了本发明的目的,具有贝壳杉烯酸13-羟化酶活性(EC1.14.13)活性的多肽能够催化利用NADPH和O2形成甜菊醇(对映-贝壳杉-16-烯-13-醇-19-羧酸)的反应。这种活性也可被称为内根-贝壳杉烯13-羟化酶活性。
可被发酵以产生用于本发明方法中的发酵液的重组微生物包括一种或多种核苷酸序列,其中所述核苷酸序列编码具有UDP-葡糖基转移酶(UGT)活性的多肽,通过所述核苷酸序列的表达使重组微生物能够生产甜菊单糖苷、甜菊双糖苷、甜菊苷或莱鲍迪甙A、莱鲍迪甙B、莱鲍迪甙C、莱鲍迪甙D、莱鲍迪甙E、莱鲍迪甙F、甜茶苷、杜克甙A或莱鲍迪甙M中的至少一种。
为了本发明的目的,具有UGT活性的多肽具有糖基转移酶(EC2.4)活性,即作为催化剂能够催化单糖基团从有活性的的核苷酸糖(又称“糖基供体”)转移至糖基受体分子(通常是醇)。UGT的糖基供体通常是核苷酸糖尿苷二磷酸葡萄糖(尿嘧啶-二磷酸葡萄糖,UDP-葡萄糖)。
可以选择所使用的UGTs以产生期望的二萜糖苷,例如甜菊糖苷。Humphrey等人,PlantMolecularBiology(2006)61:47-62和Mohamed等人,J.PlantPhysiology168(2011)1136-1141中展示了甜菊糖苷形成的示意图。此外,图6展示了甜菊糖苷形成的示意图。
莱鲍迪甙A的生物合成涉及糖苷配基甜菊醇的葡糖基化。具体而言,莱鲍迪甙A可通过以下步骤形成:首先葡糖基化甜菊醇的13-OH形成13-O-甜菊单糖苷,然后葡糖基化甜菊单糖苷的13-O-葡萄糖的C-2'形成甜菊醇-1,2二糖苷,接着葡糖基化甜菊醇-1,2二糖苷的C-19羟基形成甜菊糖苷,以及葡糖基化甜菊糖苷的C-13-O-葡萄糖的C-3'形成莱鲍迪甙A。各个葡糖基化反应发生的顺序可以变化—参见图6。如该示意图中所示,一种UGT可以催化不止一种转换。
通过在重组宿主中表达编码功能UGTs(UGT74G1、UGT85C2、UGT76G1和UGT2)的基因,可以实现从甜菊醇到莱鲍迪甙A或莱鲍迪甙D的转换。因此,当表达这四种UGTs的重组微生物产生甜菊醇或向培养基中补加甜菊醇时,该微生物能够制造莱鲍迪甙A。通常,这些基因中的一个或多个是重组基因,它们被转化到天生不具有这些基因的微生物中。所有这些酶的实例都展示在表1中。重组微生物可包括UGT74G1、UGT85C2、UGT76G1和UGT2的任意组合。在表1中,序列UGT64G1被表示为序列UGT1,序列UGT74G1被表示为序列UGT3,序列UGT76G1被表示为序列UGT4,序列UGT2被表示为序列UGT2。
包含编码具有UGT活性的多肽的核苷酸序列的重组微生物可以包括一种核苷酸序列,其中所述核苷酸序列编码能够催化向甜菊醇添加C-13-葡萄糖的多肽。也就是说,重组微生物可包含能够催化将甜菊醇转换为甜菊单糖苷的UGT。因此,这种核苷酸序列的表达可以使重组微生物至少能产生甜菊单糖苷。
这种微生物可包括编码具有UDP-糖基转移酶(UGT)UGT85C2所显示的活性的多肽的核苷酸序列,通过将所述核苷酸序列转化至微生物中,使细胞能够将甜菊醇转换为甜菊单糖苷。
UGT85C2的活性是向甜菊醇的13-OH转移一个葡萄糖单元。因此,合适的UGT85C2可以起尿嘧啶5'-二磷酸葡糖基:甜菊醇13-OH转移酶和尿嘧啶5'-二磷酸葡糖基:甜菊醇-19-O-葡糖苷13-OH转移酶的作用。功能UGT85C2多肽还可以催化葡糖基转移酶反应,该反应利用甜菊糖苷,而非甜菊醇和甜菊醇-19-O-葡糖苷作为底物。这种序列在表1中被表示为序列UGT1。
包含编码具有UGT活性的多肽的核苷酸序列的重组微生物还可以包括一种核苷酸序列,其中所述核苷酸序列编码能够催化向甜菊醇或甜菊单糖苷添加C-13-葡萄糖的多肽。也就是说,重组微生物可包括能够催化将甜菊单糖苷转换为甜菊双糖苷的UGT。因此,这种微生物可以将甜菊单糖苷转换为甜菊双糖苷。这种核苷酸序列的表达可以使重组微生物至少能产生甜菊双糖苷。
合适的重组微生物还可以包含编码具有UDP-糖基转移酶(UGT)UGT74G1所显示的活性的多肽的核苷酸序列,通过将所述核苷酸序列转化至微生物中,使细胞能够将甜菊单糖苷转换为甜菊双糖苷。
合适的重组微生物还可以包括编码具有UDP-糖基转移酶(UGT)UGT2所显示的活性的多肽的核苷酸序列,通过将所述核苷酸序列转化至微生物中,使细胞能够将甜菊单糖苷转换为甜菊双糖苷。
合适的UGT2多肽起着尿嘧啶5'-二磷酸葡糖基:甜菊醇-13-O-葡糖苷转移酶(也被称为甜菊醇-13-单葡糖苷1,2-转葡糖基酶)的作用,它将葡萄糖部分转移至受体分子(甜菊醇-13-O-葡糖苷)的13-O-葡萄糖的C-2'。通常,合适的UGT2多肽还起着尿嘧啶5'-二磷酸葡糖基:甜茶苷转移酶的作用,它将葡萄糖部分转移至受体分子(甜茶苷)的13-O-葡萄糖的C-2'。
功能UGT2多肽还可以催化利用甜菊糖苷,而非甜菊醇-13-O-葡糖苷和甜茶苷作为底物的反应,例如功能UGT2多肽可以利用甜菊苷作为底物,将葡萄糖部分转移至19-O-葡萄糖残基的C-2'以产生莱鲍迪甙E。功能UGT2多肽还可以利用莱鲍迪甙A作为底物,将葡萄糖部分转移至19-O-葡萄糖残基的C-2'以产生莱鲍迪甙D。但是功能UGT2多肽通常不能将葡萄糖部分转移至C-13位有1,3-键葡萄糖的甜菊醇化合物,即不能将葡萄糖部分转移至甜菊醇1,3-二苷和1,3-甜菊苷。
功能UGT2多肽还可以从不同于尿嘧啶二磷酸葡萄糖的其他供体转移糖部分。例如,功能UGT2多肽可以起尿嘧啶5'-二磷酸D-木糖基:甜菊醇-13-O-葡糖苷转移酶的作用,将木糖部分转移至受体分子(甜菊醇-13-O-葡糖苷)的13-O-葡萄糖的C-2'。又例如,功能UGT2多肽能够起尿嘧啶5'-二磷酸L-鼠李糖基:甜菊醇-13-O-葡糖苷转移酶的作用,将鼠李糖部分转移至受体分子(甜菊醇-13-O-葡糖苷)的13-O-葡萄糖的C-2'。这种序列在表1中被表示为序列UGT2。
可被发酵以产生用于本发明方法中的发酵液的包含编码具有UGT活性的多肽的核苷酸序列的重组微生物还可以包括一种核苷酸序列,其中所述核苷酸序列编码能够催化向甜菊双糖苷添加C-19-葡萄糖的多肽。也就是说,合适的重组微生物可包括能够催化将甜菊双糖苷转换为甜菊苷的UGT。因此,这种微生物可以将甜菊双糖苷转换为甜菊苷。这种核苷酸序列的表达可以使重组微生物至少能产生甜菊苷。
合适的重组微生物还可以包括编码具有UDP-糖基转移酶(UGT)UGT74G1所显示的活性的多肽的核苷酸序列,通过将所述核苷酸序列转化至微生物中,使细胞能够将甜菊双糖苷转换为甜菊苷。
合适的UGT74G1多肽可以将葡萄糖单元分别转移至甜菊醇的13-OH或19-COOH。合适的UGT74G1多肽可以起尿嘧啶5'-二磷酸葡糖基:甜菊醇19-COOH转移酶和尿嘧啶5'-二磷酸葡糖基:甜菊醇13-O-葡糖苷19-COOH转移酶的作用。功能UGT74G1多肽还可以催化糖基转移酶反应,该反应利用甜菊糖苷,而非甜菊醇和甜菊醇-13-O-葡糖苷作为底物,或者该反应从不同于尿嘧啶二磷酸葡萄糖的供体转移糖部分。这种序列在表3中被表示为序列UGT1。
包含编码具有UGT活性的多肽的核苷酸序列的重组微生物可包括一种核苷酸序列,其中所述核苷酸序列编码能够催化甜菊苷的C-13位葡萄糖的C-3’的糖基化的多肽。也就是说,重组微生物可包括能够催化将甜菊苷转换为莱鲍迪甙A的UGT。因此,这种微生物可以将甜菊苷转换为莱鲍迪甙A。这种核苷酸序列的表达可以使重组微生物至少能产生莱鲍迪甙A。
合适的重组微生物还可以包括编码具有UDP-糖基转移酶(UGT)UGT76G1所显示的活性的多肽的核苷酸序列,通过将所述核苷酸序列转化至微生物中,使细胞能够将甜菊苷转换为莱鲍迪甙A。
合适的UGT76G1将葡萄糖部分添加到受体分子(甜菊醇1,2-糖苷)的C-13-O-葡萄糖的C-3’。因此,UGT76G1起着例如,尿嘧啶5'-二磷酸葡糖基:甜菊醇13-O-1,2葡糖苷C-3’葡糖基转移酶和尿嘧啶5'-二磷酸葡糖基:甜菊醇19-O-葡萄糖,13-O-1,2二苷C-3’葡糖基转移酶的作用。功能UGT76G1多肽还可以催化葡糖基转移酶反应,该反应利用含糖(除葡萄糖外)的甜菊糖苷(例如甜菊鼠李糖苷和甜菊木糖苷)作为底物。这种序列在表1中被表示为序列UGT4。
重组微生物可以包括编码具有上述四种UGT活性中的一种或多种的多肽的核苷酸序列。优选地,重组微生物可以包括编码具有全部上述四种UGT活性的多肽的核苷酸序列。给出的核酸可以编码具有一种或多种上述活性的多肽。例如,编码具有2种、3种或4种上述活性的多肽的核酸。优选地,重组微生物包括UGT1活性、UGT2活性和UGT3活性。更优选地,这种重组微生物还包括UGT4活性。
包含编码具有UGT活性的多肽的核苷酸序列的重组微生物可包含核苷酸序列,所述核苷酸序列编码能够催化甜菊苷或莱鲍迪甙A的葡糖基化。也就是说,重组微生物可包括能够催化将甜菊苷或莱鲍迪甙A转换为莱鲍迪甙D的UGT。因此,这种微生物可以将甜菊苷或莱鲍迪甙A转换为莱鲍迪甙D。这种核苷酸序列的表达可以使重组微生物至少能产生莱鲍迪甙D。我们已经证明:表达UGT85C2、UGT2、UGT74G1和UGT76G1多肽组合物的微生物可以产生莱鲍迪甙D。
包含编码具有UGT活性的多肽的核苷酸序列的重组微生物可包含核苷酸序列,其中所述核苷酸序列编码能够催化甜菊苷的糖基化的多肽。也就是说,微生物可包括能够催化将甜菊苷转换为莱鲍迪甙E的UGT。因此,这种微生物可以将甜菊苷转换为莱鲍迪甙E。这种核苷酸序列的表达可以使重组微生物至少能产生莱鲍迪甙E。
包含编码具有UGT活性的多肽的核苷酸序列的重组微生物可包含核苷酸序列,其中所述核苷酸序列编码能够催化莱鲍迪甙E的糖基化的多肽。也就是说,微生物可包括能够催化将莱鲍迪甙E转换为莱鲍迪甙D的UGT。因此,这种微生物可以将甜菊苷或莱鲍迪甙A转换为莱鲍迪甙D。这种核苷酸序列的表达可以使重组微生物至少能产生莱鲍迪甙D。
重组微生物可表达编码具有NADPH-细胞色素p450还原酶活性的多肽的核苷酸序列。也就是说,重组微生物可包括编码具有NADPH-细胞色素p450还原酶活性的多肽的序列。
具有NADPH-细胞色素p450还原酶活性(EC1.6.2.4;又名NADPH:高铁血红素蛋白氧化还原酶、NADPH:血红素蛋白氧化还原酶、NADPH:P450氧化还原酶、P450氧化还原酶、POR、CPR、CYPOR)的多肽通常是膜结合型的酶,它使电子从含有FAD和FMN的酶—NADPH:细胞色素P450还原酶(POR;EC1.6.2.4)转移至真核细胞微粒体中的细胞色素P450。
优选地,能够被发酵来制备适用于本发明方法的发酵液的重组微生物能够表达以下中的一种或多种:
a.编码具有NADPH-细胞色素p450还原酶活性的多肽的核苷酸序列,其中所述核苷酸序列包括:
(a).编码具有NADPH-细胞色素p450还原酶活性的多肽的核苷酸序列,其中所述多肽包括与SEQIDNO(SEQIDNO):54、56、58或78的氨基酸序列的序列同一性至少约20%,优选地至少25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的氨基酸序列;
(b).与SEQIDNO:53、55、57或77的核苷酸序列的序列同一性至少约15%,优选地至少20%、25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的核苷酸序列;
(c).其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
(d).由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列,
优选地,重组微生物能够表达以下核苷酸序列中的一种或多种:
a.编码具有内根-柯巴基焦磷酸合酶活性的多肽的核苷酸序列,
其中所述核苷酸序列包括:
1.编码具有内根-柯巴基焦磷酸合酶活性的多肽的核苷酸序列,其中所述多肽包括与SEQIDNO:2、4、6、8、18、20、60或62的氨基酸序列的序列同一性至少约20%,优选地至少25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的氨基酸序列;
2.与SEQIDNO:1、3、5、7、17、19、59或61、141、142、151、152、153、154、159、160、182或184的核苷酸序列的序列同一性至少约15%,优选地至少20%、25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的核苷酸序列;
3.其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
4.由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列,
b.编码具有内根-贝壳杉烯合酶活性的多肽的核苷酸序列,其中所述核苷酸序列包括:
1.编码具有内根-贝壳杉烯合酶活性的多肽的核苷酸序列,其中所述多肽包括与SEQIDNO:10、12、14、16、18、20、64或66的氨基酸序列的序列同一性至少约20%,优选地至少25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的氨基酸序列;
2.与SEQIDNO:9、11、13、15、17、19、63、65、143、144、155、156、157、158、159、160、183或184的核苷酸序列的序列同一性至少约15%,优选地至少20%、25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的核苷酸序列;
3.其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
4.由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列,
c.编码具有内根-贝壳杉烯氧化酶活性的多肽的核苷酸序列,其中所述核苷酸序列包括:
1.编码具有内根-贝壳杉烯氧化酶活性的多肽的核苷酸序列,其中所述多肽包括与SEQIDNO:22、24、26、68或86的氨基酸序列的序列同一性至少约20%,优选地至少25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的氨基酸序列;
2.与SEQIDNO:21、23、25、67、85、145、161、162、163、180或186的核苷酸序列的序列同一性至少约15%,优选地至少20%、25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的核苷酸序列;
3.其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
4.由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列;或者
d.编码具有贝壳杉烯酸13-羟化酶活性的多肽的核苷酸序列,其中所述核苷酸序列包括:
1.编码具有贝壳杉烯酸13-羟化酶活性的多肽的核苷酸序列,其中所述多肽包括与SEQIDNO:28、30、32、34、70、90、92、94、96或98的氨基酸序列的序列同一性至少约20%,优选地至少25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的氨基酸序列;
2.与SEQIDNO:27、29、31、33、69、89、91、93、95、97、146、164、165、166、167或185的核苷酸序列的序列同一性至少约15%,优选地至少20%、25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的核苷酸序列;
3.其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
4.由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列。
在能够表达编码可催化向甜菊醇添加C-13-葡萄糖的多肽的核苷酸序列的重组微生物中,其中所述核苷酸序列可包括:
●编码能够催化向甜菊醇添加C-13-葡萄糖的多肽的核苷酸序列,其中所述多肽包括与SEQIDNO:36、38或72的氨基酸序列的序列同一性至少约20%,优选地至少25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的氨基酸序列;
●与SEQIDNO:35、37、71、147、168、169或189的核苷酸序列的序列同一性至少约15%,优选地至少20%、25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的核苷酸序列;
●其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
●由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列。
在能够表达编码可催化在甜菊单糖苷C-13位添加葡萄糖(这通常表示甜菊单糖苷的C-13-葡萄糖/13-O-葡萄糖的C-2’的糖基化)的多肽的核苷酸序列的重组微生物中,其中所述核苷酸序列可包括:
1.编码能够催化向甜菊醇或甜菊单糖苷添加C-13-葡萄糖的多肽的核苷酸序列,其中所述多肽包括与SEQIDNO:88、100、102、104、106、108、110或112的氨基酸序列的序列同一性至少约20%,优选地至少25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的氨基酸序列;
2.与SEQIDNO:87、99、101、103、105、107、109、111、181或192的核苷酸序列的序列同一性至少约15%,优选地至少20%、25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的核苷酸序列;
3.其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
4.由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列。
在能够表达编码可催化在甜菊双糖苷C-19位添加葡萄糖的多肽的核苷酸序列的重组微生物中,其中所述核苷酸序列可包括:
1.编码可催化在甜菊双糖苷C-19位添加葡萄糖的多肽的核苷酸序列,其中所述多肽包括与SEQIDNO:40、42、44、46、48或74的氨基酸序列的序列同一性至少约20%的氨基酸序列;
2.与SEQIDNO:39、41、43、45、47、73、148、170、171、172、173、174或190的核苷酸序列的序列同一性至少约15%的核苷酸序列;
3.其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
4.由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列。
在表达编码可催化在甜菊苷C-13位的葡萄糖的C-3’的葡糖基化的多肽的核苷酸序列的重组微生物中,其中所述核苷酸序列可包括:
1.编码能够催化在甜菊苷C-13位的葡萄糖的C-3’的葡糖基化的多肽的核苷酸序列,所述多肽包括与SEQIDNO:50、52或76的氨基酸序列的序列同一性至少约20%,优选地至少25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的氨基酸序列;
2.与SEQIDNO:49、51、75、149、175、176或191的核苷酸序列的序列同一性至少约15%,优选地至少20%、25%、30%、40%、50%、55%、60%、65%、70%、75%、80%、85%、90%、95%、96%、97%、98%或99%的核苷酸序列;
3.其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
4.由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列。
在表达编码能够催化下述反应中的一个或多个的多肽的核苷酸序列的重组微生物中,其中所述反应为:将甜菊苷或莱鲍迪甙A葡糖基化为莱鲍迪甙D、将甜菊苷葡糖基化为莱鲍迪甙E或者将莱鲍迪甙E葡糖基化为莱鲍迪甙D,其中所述核苷酸序列可包括:
i.编码能够催化下述反应中的一个或多个的多肽的核苷酸序列,其中所述反应为:将甜菊苷或莱鲍迪甙A糖基化为莱鲍迪甙D、将甜菊苷糖基化为莱鲍迪甙E或者将莱鲍迪甙E糖基化为莱鲍迪甙D,其中所述多肽包括与SEQIDNO:88、100、102、104、106、108、110、112的氨基酸序列的序列同一性至少约20%的氨基酸序列;
ii.与SEQIDNO:87、99、101、103、105、107、109、111、181或192的核苷酸序列的序列同一性至少约15%的核苷酸序列;
iii.其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
iv.由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列。
合适的微生物产生香叶基香叶基焦磷酸(GGPP)的能力可能会被上调。在本发明的语境中,上调意味着:较同等但未被转化的菌株,本发明的微生物产生更多GGPP。
因此,合适的重组微生物可包括编码羟甲基戊二酸-辅酶A还原酶、法尼基-焦磷酸合酶和香叶基香叶基二磷酸合酶的核苷酸序列中的一种或多种,通过将所述核苷酸序列转化至微生物使其生产GGPP的水平提高。
优选地,合适的重组微生物能够表达以下序列中的一种或多种:
a.编码具有羟甲基戊二酸-辅酶A还原酶活性的多肽的核苷酸序列,其中所述核苷酸序列包括:
1.编码具有羟甲基戊二酸-辅酶A还原酶活性的多肽的核苷酸序列,其中所述多肽包括与SEQIDNO:80的氨基酸序列的序列同一性至少约20%的氨基酸序列;
2.与SEQIDNO:79的核苷酸序列的序列同一性至少约15%的核苷酸序列;
3.其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
4.由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列,
b.编码具有法尼基-焦磷酸合酶活性的多肽的核苷酸序列,其中所述核苷酸序列包括:
1.编码具有法尼基-焦磷酸合酶活性的多肽的核苷酸序列,其中所述多肽包括与SEQIDNO:82的氨基酸序列的序列同一性至少约20%的氨基酸序列;
2.与SEQIDNO:81的核苷酸序列的序列同一性至少约15%的核苷酸序列;
3.其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
4.由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列;或者
c.编码具有香叶基香叶基二磷酸合酶活性的多肽的核苷酸序列,其中所述核苷酸序列包括:
-编码具有香叶基香叶基二磷酸合酶活性的多肽的核苷酸序列,其中所述多肽包括与SEQIDNO:84的氨基酸序列的序列同一性至少约20%的氨基酸序列;
-与SEQIDNO:83的核苷酸序列的序列同一性至少约15%的核苷酸序列;
-其互补链与序列(i)或(ii)的核酸分子杂交的核苷酸序列;或者
-由于遗传密码的简并性而不同于(i)、(ii)或(iii)的核酸分子序列的核苷酸序列。
为了本发明的目的,微生物通常指人类肉眼不可见的(即显微镜可见的)生物体。所述微生物可以来自细菌、真菌、古生菌或原生生物。所述微生物通常是单细胞生物。
本文中使用的重组微生物被定义为:被遗传修饰或者被一种或多种核苷酸序列(如在本文中所定义的)转化/转染的微生物。一种或多种这类核苷酸序列的存在改变了微生物产生二萜或二萜糖苷(特别是甜菊醇或甜菊糖苷)的能力。未被转化/转染或遗传修饰的微生物不是重组微生物,其通常不包括能使细胞产生二萜或二萜糖苷的一种或多种核苷酸序列。因此,未被转化/转染的微生物在自然条件下通常不能产生二萜,然而天生能够产生二萜或二萜糖苷并且例如本文所述经修饰的微生物(以及产生二萜/二萜糖苷的能力改变的微生物)被认为是重组微生物。
序列同一性在本文中被定义为:两种或多种氨基酸(多肽或蛋白质)序列或者两种或多种核酸(多聚核苷酸)序列之间的关系。通常,序列同一性或相似性是对被比较序列的全长进行比较。在本领域,“同一性”还意味着氨基酸或核酸序列之间的序列相关程度,其由这些序列串之间的匹配程度所决定(视情况而定)。利用本领域的技术人员已知的各种方法易于计算出“同一性”和“相似性”。判断同一性的优选方法被设计成可以给出被检验的序列之间最大程度的匹配。然后,通常在被比较序列的全长范围计算同一性和相似性。判断同一性和相似性的方法被编码成了一些可通过公开途径获得的计算机程序。优选的判断两段序列之间的同一性和相似性的计算机程序方法包括,例如BestFit、BLASTP、BLASTN和FASTA(Altschul,S.F.等人,J.Mol.Biol.215:403-410(1990),在NCBI和其它来源(BLASTManual,Altschul,S.等人,NCBINLMNIHBethesda,MD20894)中公开可用)。使用BLASTP对比氨基酸序列时,优选的参数是:空位开放10.0、空位扩展0.5、Blosum62矩阵。使用BLASTP对比核酸序列时,优选的参数是:空位开放10.0、空位扩展0.5、DNA全矩阵(DNA单位矩阵)。
还可以用下述方法定义编码表达于本文所述细胞中的酶的核苷酸序列:在温和杂交条件下,或者优选地在严格杂交条件下,将所述核苷酸序列与SEQIDNO:1、3、5、7、9、11、13、15、17、19、21、23、25、27、29、31、33、35、37、39、41、43、45、47、49、51、53、55、57、59、61、63、65、67、69、71、73、75、77、79、81或84的核苷酸序列或者本文中提到的任何其它序列分别杂交,然后根据它们的杂交性能定义。“严格杂交条件”在本文中被定义为下述条件:在约65℃下,在含有约1M盐(优选的是6×SSC或具有类似离子强度的任何其它溶液)的溶液中,允许包括至少约25个核苷酸,优选的约50、75或100个核苷酸,最优选的约200或更多核苷酸的核酸序列杂交,然后在65℃下,在含有约0.1M盐(优选的是0.2×SSC或具有类似离子强度的任何其它溶液)的溶液中洗涤。优选地,杂交持续过夜,即至少10小时;优选地,洗涤持续至少1小时并至少更换2次洗涤液。这些条件通常允许具有约90%或更高序列同一性的序列特异性杂交。
温和杂交条件在本文中被定义为:在约45℃下,在含有约1M盐(优选的是6×SSC或具有类似离子强度的任何其它溶液)的溶液中,允许包括至少约50个核苷酸,优选的约200或更多核苷酸的核酸序列杂交,然后在室温下,在含有约1M盐(优选的是6×SSC或具有类似离子强度的任何其它溶液)的溶液中洗涤。优选地,杂交持续过夜,即至少10小时;优选地,洗涤持续至少1小时并至少更换2次洗涤液。这些条件通常允许序列同一性最高为50%的序列特异性杂交。本领域的技术人员可以调整这些杂交条件以确切鉴定同一性在50%-90%之间变化的序列。
编码内根-柯巴基焦磷酸合酶、内根-贝壳杉烯合酶、内根-贝壳杉烯氧化酶、贝壳杉烯酸13-羟化酶、UGT、羟甲基戊二酸-辅酶A还原酶、法尼基-焦磷酸合酶、香叶基香叶基二磷酸合酶、NADPH-细胞色素p450还原酶的核苷酸序列可以是原核来源或真核来源。
编码内根-柯巴基焦磷酸合酶的核苷酸序列可以包括,例如在SEQIDNO:1、3、5、7、17、19、59、61、141、142、151、152、153、154、159、160、182或184中展示的序列。
编码内根-贝壳杉烯合酶的核苷酸序列可以包括,例如在SEQIDNO:9、11、13、15、17、19、63、65、143、144、155、156、157、158、159、160、183或184中展示的序列。
编码内根-贝壳杉烯氧化酶的核苷酸序列可以包括,例如在SEQIDNO:21、23、25、67、85、145、161、162、163、180或186中展示的序列。优选的KO是由在SEQIDNO:85中展示的核酸编码的多肽。
编码贝壳杉烯酸13-羟化酶的核苷酸序列可以包括,例如在SEQIDNO:27、29、31、33、69、89、91、93、95、97、146、164、165、166、167或185中展示的序列。优选的KAH是由在SEQIDNO:33中展示的核酸编码的多肽。
合适的重组微生物可以表达由SEQIDNO:85和SEQIDNO:33或上述二者之一的变体(如本文所述)编码的多肽的组合物。一种优选的重组微生物可以表达表8中展示的序列组合(与任意UGT2组合,但尤其是与由SEQIDNO:87编码的UGT2组合)。
编码UGT的核苷酸序列可以包括,例如在SEQIDNO:35、37、39、41、43、45、47、49、51、71、73、75、168、169、170、171、172、173、174、175、176、147、148、149、87、181、99、100、101、102、103、104、105、106、107、108、109、110、111、112、113、114、115、116、117、118、119、120、121、122、123、124、125、126、127、128、129、130、131、132、133、134、135、136、137、138、139、140、189、190、191或192中展示的序列。
编码羟甲基戊二酸-辅酶A还原酶的核苷酸序列可以包括,例如在SEQIDNO:79中展示的序列。
编码法尼基-焦磷酸合酶的核苷酸序列可以包括,例如在SEQIDNO:81中展示的序列。
编码香叶基香叶基二磷酸合酶的核苷酸序列可以包括,例如在SEQIDNO:83中展示的序列。
编码NADPH-细胞色素p450还原酶的核苷酸序列可以包括,例如在SEQIDNO:53、55、57或77中展示的序列。
对于UGT序列,选自以下每组中至少一种序列的组合可能是优选的,其中所述组是:(i)SEQIDNO:35、37、168、169、71、147或189;(ii)SEQIDNO:87、99、101、103、105、107、109、111、181或192;(iii)SEQIDNO:39、41、43、45、47、170、171、172、173、174、73、148或190;和(iv)SEQIDNO:49、51、175、176、75、149或191。通常可以使用至少一种组(i)的UGT。如果使用了至少一种组(iii)的UGT,那么通常也使用至少一种组(i)的UGT。如果使用了至少一种组(iv)的UGT,那么通常使用至少一种组(i)的UGT和至少一种组(iii)的UGT。通常使用至少一种组(ii)的UGT。
本发明可使用与上述序列的序列同一性至少约10%、约15%、约20%,优选地至少约25%、约30%、约40%、约50%、约55%、约60%、约65%、约70%、约75%、约80%、约85%、约90%、约95%、约96%、约97%、约98%或约99%的序列。
为了增加被引入的酶在重组微生物中以活性形式表达的可能性,可修改相应的编码核苷酸序列以将其密码子使用(codonusage)优化为所选真核宿主细胞的密码子使用。编码酶的核苷酸序列相对于所选宿主细胞的密码子使用的适应性可被表示为密码子适应指数(CAI)。“密码子适应指数”在本文中被定义为:一个基因的密码子使用相对高表达基因的密码子使用的相对适应性的度量值。每种密码子的相对适应度(w)指的是对于同一个氨基酸,该密码子相对于最高丰度密码子的使用率。CAI被定义为这些相对适应性数值的几何平均数。非同义密码子和终止密码子(取决于遗传密码)被排除在外。CAI值在0-1之间,较高的值表示最高丰度的密码子的比例较高(参见Sharp和Li,1987,NucleicAcidsResearch15:1281-1295;亦可参见:Jansen等人,2003,NucleicAcidsRes.31(8):2242-51)。优选地,经修改的核苷酸序列的CAI值至少为0.2、0.3、0.4、0.5、0.6或0.7。
在一个优选的实施方式中,用核苷酸序列遗传修饰重组微生物,其中使用密码对优化技术(如在PCT/EP2007/05594中所公开的)修改所述核苷酸序列的密码子使用为真核细胞的密码子使用。密码对优化技术是用于在宿主细胞中产生多肽的方法,其中就编码多肽的核苷酸序列的密码子使用(尤其是被使用的密码对)对核苷酸序列进行修饰,以改善编码多肽的核苷酸序列的表达和/或提高多肽的产量。密码对被定义为:编码序列中的一组2个连续的三联体(密码子)。
可利用公知的方法(例如易错PCR或定向进化)进一步提高重组微生物体内酶的活性。WO03010183和WO03010311中描述了定向进化的优选方法。
合适的重组微生物可以是微生物来源的任何合适的宿主细胞。优选地,所述宿主细胞是酵母或丝状真菌。更优选地,所述宿主细胞属于下述属之一:Saccharomyces、Aspergillus、Penicillium、Pichia、Kluyveromyces、Yarrowia、Candida、Hansenula、Humicola、Torulaspora、Trichosporon、Brettanomyces、Pachysolen或Yamadazyma或Zygosaccharomyces。
更优选的微生物属于下述物种:Aspergillusniger、Penicilliumchrysogenum、Pichiastipidis、Kluyveromycesmarxianus、K.lactis、K.thermotolerans、Yarrowialipolytica、Candidasonorensis、C.glabrata、Hansenulapolymorpha、Torulasporadelbrueckii、Brettanomycesbruxellensis、Zygosaccharomycesbailii、Saccharomycesuvarum、Saccharomycesbayanus或Saccharomycescerevisiae。优选的真核细胞是Saccharomycescerevisiae。
可修饰所述的重组酵母细胞以使ERG9基因被下调和/或ERG5/ERG6基因被删除。在其它微生物中,可用相同的方法修饰相应的基因。
可以转化这种微生物,通过将核苷酸序列转化至所述微生物使细胞能够产生二萜或二萜糖苷。
一种优选的合适重组微生物是酵母,例如Saccharomycescerevisiae或Yarrowialipolytica细胞。重组微生物(例如重组的Saccharomycescerevisiae细胞或Yarrowialipolytica细胞)可包括以下每组中的一种或多种核苷酸序列:
(i)SEQIDNO:1、3、5、7、17、19、59、61、141、142、152、153、154、159、160、182或184。
(ii)SEQIDNO:9、11、13、15、17、19、63、65、143、144、155、156、157、158、159、160、183或184。
(iii)SEQIDNO:21、23、25、6785、145、161、162、163、180或186。
(iv)SEQIDNO:27、29、31、33、69、89、91、93、95、97、146、164、165、166、167或185。
这种微生物通常还包括一种或多种如SEQIDNO:53、55、57或77中所示的核苷酸序列。
这种微生物还可以包括一种或多种如SEQIDNO:35、37、39、41、43、45、47、49、51、71、73、75、168、169、170、171、172、173、174、175、176、147、148、149、87、181、99、100、101、102、103、104、105、106、107、108、109、110、111、112、113、114、115、116、117、118、119、120、121、122、123、124、125、126、127、128、129、130、131、132、133、134、135、136、137、138、139、140、189、190、191或192中所示的核苷酸序列。对于这些序列,来自以下每组中至少一种序列的组合可能是优选的,其中所述组是:(i)SEQIDNO:35、37、168、169、71、147或189;(ii)SEQIDNO:87、99、101、103、105、107、109、111、181或192;(iii)SEQIDNO:39、41、43、45、47、170、171、172、173、174、73、148或190;和(iv)SEQIDNO:49、51、175、176、75、149或191。通常可以使用至少一种组(i)的UGT。如果使用了至少一种组(iii)的UGT,那么通常也使用至少一种组(i)的UGT。如果使用了至少一种组(iv)的UGT,那么通常使用至少一种组(i)的UGT和至少一种组(iii)的UGT。通常使用至少一种组(ii)的UGT。
这种微生物还可以包括下述核苷酸序列:SEQIDNO:79、81和83。
对于上述每种序列(或本文提及的任何序列),可以使用与所述序列的序列同一性至少约15%,优选地至少约20%、25%、约30%、约40%、约50%、约55%、约60%、约65%、约70%、约75%、约80%、约85%、约90%、约95%、约96%、约97%、约98%或约99%的变体。
可将编码内根-柯巴基焦磷酸合酶、内根-贝壳杉烯合酶、内根-贝壳杉烯氧化酶、贝壳杉烯酸13-羟化酶、UGTs、羟甲基戊二酸-辅酶A还原酶、法尼基-焦磷酸合酶、香叶基香叶基二磷酸合酶、NADPH-细胞色素p450还原酶的核苷酸序列连接至一个或多个核酸构建体以促进微生物的转化。
核酸构建体可以是质粒,所述质粒带有编码上述二萜(例如甜菊醇/甜菊糖苷)途径中的酶的基因;或者核酸构建体可包括两个或三个质粒,其中每个质粒分别带有3个或2个基因,这些基因以任意恰当的方式分布并编码二萜途径中的酶。
可以使用任何合适的质粒,例如低拷贝质粒或高拷贝质粒。
选自内根-柯巴基焦磷酸合酶、内根-贝壳杉烯合酶、内根-贝壳杉烯氧化酶和贝壳杉烯酸13-羟化酶、UGTs、羟甲基戊二酸-辅酶A还原酶、法尼基-焦磷酸合酶、香叶基香叶基二磷酸合酶和NADPH-细胞色素p450还原酶的酶可以源于宿主微生物,这样就可以不需要用一种或多种编码这些酶的核苷酸序列转化而使宿主细胞产生二萜或二萜糖苷酶。可以通过经典的菌株改良方法,进一步提高利用宿主微生物生产二萜/二萜糖苷酶的产量。
核酸构建体可以维持附加体状态,因此其包括自主复制的序列,例如常染色体复制序列。如果宿主细胞是真菌来源,那么合适的游离核酸构建体可以,例如基于酵母2μ或pKD1质粒(Gleer等人,1991,Biotechnology9:968-975)或者AMA质粒(Fierro等人,1995,CurrGenet.29:482-489)。
或者,可以将每种核酸构建体以单拷贝或多拷贝整合至宿主细胞的基因组。可以通过非同源重组将核酸构建体随机整合至宿主细胞的基因组,但优选地通过本领域公知的同源重组(参见例如WO90/14423、EP-A-0481008、EP-A-0635574和US6,265,186)实现。
任选地,核酸构建体中可存在选择标记。本文中使用的术语“标记”涉及编码允许选择或筛选含有此标记的微生物的性状或表型的基因。标记基因可以是抗生素抗性基因,能够通过使用恰当的抗生素从未被转化的细胞中选出被转化的细胞。或者还可以使用非抗生素抗性标记,例如营养缺陷型标记(URA3、TRP1、LEU2),被这种核酸构建体转化过的宿主细胞可以不含有标记基因。EP-A-0635574中公开了构建不含重组标记基因的微生物宿主细胞的方法,该方法基于双向标记的使用。或者,可以使可筛选的标记(例如绿色荧光蛋白、半乳糖苷酶、氯霉素乙酰转移酶、β-葡糖醛酸酶)成为核酸构建体的一部分以筛选被转化的细胞。WO0540186中描述了引入异源多聚核苷酸的优选的无标记方法。
在一个优选的实施方式中,编码内根-柯巴基焦磷酸合酶、内根-贝壳杉烯合酶、内根-贝壳杉烯氧化酶和贝壳杉烯酸13-羟化酶、UGTs、羟甲基戊二酸-辅酶A还原酶、法尼基-焦磷酸合酶、香叶基香叶基二磷酸合酶和NADPH-细胞色素p450还原酶的核苷酸序列各自与启动子操作性连接,所述启动子能够使重组微生物中相应核苷酸序列充分表达,从而使细胞能够产生二萜或二萜糖苷。
本文中使用的术语“操作性连接”指的是多聚核苷酸元件(或编码序列,或核酸序列)以功能关系连接。当一种核酸序列与另一种核酸序列存在功能关系时,则该核酸序列被与另一种核酸序列“操作性连接”。例如,如果一个启动子或增强子影响编码序列的转录,那么它与编码序列操作性连接。
本文中使用的术语“启动子”涉及控制一个或多个基因转录的核酸片段,其位于基因转录起始位点的上游(相对于转录方向),在结构上可以根据依赖DNA的RNA聚合酶结合位点、转录起始位点和任何其它的DNA序列(包括但不局限于转录因子结合位点、阻遏蛋白和激活蛋白结合位点以及本领域技术人员已知的直接或间接地从启动子调控转录量的任何其它核苷酸序列)的存在来鉴定。“组成型”启动子指的是在大部分环境和发育条件下活跃的启动子。“诱导型”启动子指的是在环境或发育调控下活跃的启动子。
能够被用来表达编码上文所定义的酶的核苷酸序列的启动子可以不源于编码要表达的酶的核苷酸序列,即启动子和与其操作性连接的核苷酸序列(编码序列)是异源的。优选地,启动子是同源的,即相对于宿主细胞是內源的。
用于重组微生物中的合适的启动子可以是GAL7、GAL10或GAL1、CYC1、HIS3、ADH1、PGL、PH05、GAPDH、ADC1、TRP1、URA3、LEU2、ENO、TPI和AOX1。其它合适的启动子包括PDC、GPD1、PGK1、TEF1和TDH。
可以使用任何在细胞中有功能的终止子。优选的终止子是从宿主细胞的天然基因中获得的。合适的终止子序列是本领域公知的。优选地,在宿主细胞中,这种终止子与阻止无义介导的mRNA降解的突变体结合(参见例如:Shirley等人,2002,Genetics161:1465-1482)。
使用的核苷酸序列可以包括将其锚定至微生物的期望隔室的序列。例如,在一种优选的重组微生物中,除内根-贝壳杉烯氧化酶、贝壳杉烯酸13-羟化酶和NADPH-细胞色素p450还原酶的编码序列外的所有核苷酸序列都可被锚定至细胞溶质。可以在酵母细胞中使用这种方法。
当使用术语“同源”表示给出的(重组)核酸或多肽分子与给出的宿主生物体或宿主细胞之间的关系时,可以理解为:本质上,核酸或多肽分子由一种宿主细胞或相同物种(优选的是相同变体或菌株)的生物体产生。
当使用术语“异源”表示核酸(DNA或RNA)或蛋白质时,其中所涉及的核酸或蛋白质在自然条件下并不作为其存在的生物体、细胞、基因组或者DNA或RNA序列的一部分出现,或者是与在自然界发现的不同的细胞、位置、基因组或者DNA或RNA序列中发现的核酸或蛋白质。异源的核酸或蛋白质相对于其被引入的细胞不是內源的,但它是从另外一种细胞或者合成或重组生产获得的。
合适的重组微生物通常包括异源的核苷酸序列。或者重组微生物可包括被修饰(如本文所述)的完全同源的序列,以便所述微生物比同种但未被修饰的微生物产生更大量的二萜和/或二萜糖苷。
可过表达一种或多种本文所述的二萜途径中的酶以利用细胞产生充足的二萜。
本领域存在多种用以在宿主细胞中过表达酶的有效方法。特别地,可以通过增加宿主细胞中编码酶的基因的拷贝数以过表达该酶,例如通过将基因的额外拷贝整合至宿主细胞的基因组中。
优选的重组微生物可以是天然能够产生GGPP的重组微生物。
合适的重组微生物可以在本领域已知的任意合适的碳源上生长并将其转换为一种或更多种甜菊糖苷。所述重组微生物可直接转换植物生物质、纤维素、半纤维素、果胶、鼠李糖、半乳糖、海藻糖、麦芽糖、麦芽糖糊精、核糖、核酮糖或淀粉、淀粉衍生物、蔗糖、乳糖和甘油。因此,一种优选的宿主生物体表达酶,例如将纤维素转换为葡萄糖单体所需的纤维素酶(内纤维素酶和外纤维素酶)、将半纤维素转换为木糖和阿拉伯糖单体所需的半纤维素酶(例如内木聚糖酶、外木聚糖酶、阿拉伯糖酶)、能够将果胶转换为葡萄糖醛酸和半乳糖醛酸的果胶酶或者能够将淀粉转换为葡萄糖单体的淀粉酶。优选地,所述宿主细胞能够转换的碳源选自葡萄糖、木糖、阿拉伯糖、蔗糖、乳糖和甘油。所述宿主细胞可以是,例如如在WO03/062430、WO06/009434、EP1499708B1、WO2006096130或WO04/099381中描述的真核宿主细胞。
如上所述的重组微生物可被用在生产甜菊糖苷的方法中,所述方法包括:在合适的发酵培养基中发酵经转化的合适的重组微生物(如上文所述);以及任选地回收二萜和/或二萜糖苷。
在生产二萜和/或二萜糖苷的方法中使用的发酵培养基可以是任何能使特定真核宿主细胞生长的适合的培养基。发酵培养基的基本元素是本领域的技术人员已知的,并可针对所选宿主细胞进行修改。
优选地,发酵培养基包括选自植物生物质、纤维素、半纤维素、果胶、鼠李糖、半乳糖、海藻糖、果糖、麦芽糖、麦芽糖糊精、核糖、核酮糖或淀粉、淀粉衍生物、蔗糖、乳糖、脂肪酸、甘油三酯和甘油的碳源。优选地,发酵培养基还包括氮源,例如尿素或者铵盐(例如硫酸铵、氯化铵、硝酸铵或磷酸铵)。
可以以分批、补料分批或连续的模式实施合适的发酵方法。也可采用分步水解发酵(SHF)法或同时糖化发酵(SSF)法。为了达到最佳生产力,还可以将这些发酵方法的模式结合。在发酵方法中,如果使用淀粉、纤维素、半纤维素或果胶作为碳源,那么SSF方法可能特别有吸引力,该方法中可能需要加入水解酶,例如纤维素酶、半纤维素酶或果胶酶以水解底物。
在制备甜菊糖苷的方法中使用的重组微生物可以是任何如上文所定义的适合的微生物。在生产二萜和/或二萜糖苷的方法中,使用本文所述重组真核微生物可能是有利的,因为大部分真核细胞不需要无菌条件来增殖而且对噬菌体感染不敏感。此外,真核宿主细胞可以在低pH条件下生长以避免细菌污染。
重组微生物可以是兼性厌氧微生物。在有氧条件下,兼性厌氧微生物能够增殖至高细胞浓度。然后可以在高细胞密度时进行厌氧阶段,高细胞密度不仅大幅度减少了需要的发酵体积,而且可以最小化好氧微生物污染的风险。
生产甜菊糖苷的发酵方法可以是有氧的或厌氧的发酵方法。
厌氧发酵方法在本文中可被定义为:在没有氧气或实质上没有氧气可用(优选的少于5、2.5或1mmol/L/h)的条件下运行的发酵方法,其中有机分子起着电子供体和电子受体的作用。发酵方法还可以首先在有氧条件下运行,然后在无氧条件下运行。
还可以在氧限制(oxygen-limited)或微有氧(micro-aerobical)条件下运行所述发酵方法。或者,可以先在有氧条件下、然后在氧限制条件下运行所述发酵方法。氧限制发酵方法指的是耗氧量受到从气体输送至液体的氧气的限制。氧限制的程度取决于进入气流的量和组分以及所使用的发酵设备的实际混合/传质性能。
发酵方法中可以在宿主细胞的生长期或静止(稳态)期生产甜菊糖苷,或者在这两个阶段均生产甜菊糖苷。可以在不同的温度下运行所述发酵方法。
可以在最适合重组微生物的温度下生产甜菊糖苷。最适宜的生长温度可因各种被转化的细胞而异,这是本领域的技术人员已知的。所述最适宜的温度可能比最适合野生型生物体的温度高,以便生物体在非无菌条件下,在感染敏感性最小和冷却成本最低时高效生长。或者,可以在并非最适合重组微生物生长的温度下实施该方法。
在生产二萜或二萜糖苷的方法中,重组微生物的生长温度可以高于20℃、22℃、25℃、28℃或高于30℃、35℃或高于37℃、40℃、42℃,优选地低于45℃。然而在二萜或二萜糖苷的产生阶段,最适宜的温度可能低于平均温度以优化生物质的稳定性。这个阶段的温度可以低于45℃,例如低于42℃、40℃、37℃,例如低于35℃、30℃或者低于28℃、25℃、22℃或者低于20℃,优选地高于15℃。
可以在任意合适的pH值下实施生产甜菊糖苷的方法。如果重组微生物是酵母,那么发酵培养基优选的pH值低于6,优选地低于5.5,优选地低于5,优选地低于4.5,优选地低于4,优选地低于3.5或低于3.0或低于2.5,优选地高于2。在这些低pH值下实施发酵过程的一个优势在于,可以防止发酵培养基中污染细菌的生长。
可以以工业规模实施这种方法。
这种方法的产物可以是甜菊单糖苷、甜菊双糖苷、甜菊苷或莱鲍迪甙A、莱鲍迪甙B、莱鲍迪甙C、莱鲍迪甙D、莱鲍迪甙E、莱鲍迪甙F、甜茶苷、杜克甙A中的一种或多种。优选地,产生莱鲍迪甙A或莱鲍迪甙D。
可通过本领域已知的方法从产生的发酵液中回收二萜或二萜糖苷,例如通过过滤、结晶、蒸馏、真空提取、溶剂提取或蒸发。如果Reb-A在微生物内表达,则可需要处理这种细胞以释放Reb-A。图7展示了从发酵液中回收甜菊糖苷的示意图。
根据发酵生产甜菊糖苷的方法中,获得的发酵液的浓度可超过5mg/l发酵液,优选地在发酵液中超过10mg/l,优选地超过20mg/l,优选地超过30mg/l,优选地超过40mg/l,更优选地超过50mg/l,优选地超过60mg/l,优选地超过70mg/l的发酵,优选地超过80mg/l,优选地超过100mg/l,优选地超过1g/l,优选地超过5g/l,优选地超过10g/l的,但通常低于70g/l。
如上所述,如果二萜或二萜糖苷表达于微生物中,那么可需要处理这种细胞以释放甜菊糖苷。
如本文所述生产的甜菊糖苷可以与一种或多种其它无热量或有热量的甜味剂混合。这种混合可被用于改善风味或时间谱或稳定性。大范围无热量和有热量的甜味剂可适合与Reb-A混合。例如,无热量的甜味剂例如罗汉果苷、莫那甜、阿斯巴甜、乙酰舒泛盐、环磺酸盐、三氯蔗糖、邻磺苯甲酰亚胺盐或赤藓糖醇。适合与Reb-A混合的有热量的甜味剂包括糖醇和碳水化合物(例如蔗糖、葡萄糖、果糖和果葡糖浆)。也可以使用有甜味的氨基酸,例如甘氨酸、丙氨酸或丝氨酸。
甜菊糖苷(含95%的莱鲍迪甙A)可以是具有甜味的白色颗粒状物质。微生物发酵方法被用于生产这种物质。Reb-A或甜菊糖苷以高于3000ppm(>0.3%)的水平溶于水中。这种物质不含可检测的微生物残余物。这种物质是食品添加剂和犹太中性食品(KosherPareve)。这种物质中的成分来自重组微生物来源。以下是详细的产品规格:
1.试验(重量/重量%):多于或等于95%Reb-A(基于干物质)
2.总甜菊糖苷(2t/重量%):多于95%(基于干物质)
3.甜菊苷(重量/重量%):最多2%(基于干物质)
4.甜菊醇(重量/重量%):少于0.005%(基于干物质)
5.干燥所损失的水分含量(%):最多6%
6.旋光度:-29至37度
7.pH:4.5-7.0(100ml水中1g)
8.砷(作为As):最多1mg/kg
9.铅(作为Pb):最多1mg/kg
10.Mercusry(Hb):最多1mg/kg
11.镉(Cd):最多1mg/kg
12.总需氧平板计数:最多1000CFU/g(CFU=菌落形成单位)
13.总需氧霉菌计数:最多1000CFU/g
14.总需氧酵母计数:最多1000CFU/g
15.大肠菌(Coliform):少于10CFU/g
16.大肠杆菌:少于3MPN/g(MPN=最大或然数)
17.灼烧残渣:最多1.0%(灰分的同义词)
18.残留溶剂:MeOH<200ppm;EtOH<5000ppm
本文所述的甜味剂组合物(即,包含甜菊糖苷例如rebA的组合物)和产品规格可用于任何合适的产品中,所述产品例如具有改善的味道特征的零卡路里、低卡路里或糖尿病患者用(diabetic)的饮料和食品。它也能可于不能使用糖的食品、药品和其它产品中。
此外,甜味剂组合物不仅可以用于饮料、食品和其它专供人类消费的产品,而且可以用于具有改良特征的动物饲料。
可使用甜味剂组合物的产品实例有:酒精饮料(例如伏特加酒、红酒、啤酒、烈酒、日本清酒等)、天然的汁、清凉饮料、碳酸软饮料、节食饮料、零卡路里饮料、低卡路里饮料和食物、酸奶饮料、速溶汁、速溶咖啡、粉末型速溶饮料、罐装食品、糖浆、发酵豆酱、酱油、醋、调味品(dressing)、蛋黄酱、番茄酱、咖喱粉、汤(soup)、速食汤(instantbouillon)、酱油粉、醋粉、饼干(biscuit)、米饼、薄脆饼干(cracker)、面包、巧克力、焦糖、糖果、口香糖、果冻、布丁、果脯或咸菜、鲜奶油、果酱、橘子酱、花酱、奶粉、冰激凌、冰糕、瓶装蔬菜或水果、罐装豆或煮豆、甜酱煮肉或食物、农业蔬菜食品、海鲜、火腿、香肠、鱼肉火腿、鱼肉香肠、鱼酱、油炸鱼制品(deepfriedfishproduct)、干海鲜制品、冷冻食品、腌海藻、腌肉、烟草、药品和许多其它产品。原则上,其应用可以不受限制。
甜味组合物包括饮料,其中非限制性的实例包括:非碳酸和碳酸饮料(例如可乐、姜汁汽水、沙士、苹果酒、果味软饮料(例如柑橘类(例如柠檬-酸橙或橘子)风味软饮料)、软饮料粉等);源于水果或蔬菜的果汁、含有压榨汁或其类似物的果汁、含有水果颗粒的果汁、水果饮料、水果汁饮料、含果汁的饮料、果味饮料、蔬菜汁、含蔬菜的汁以及含有水果和蔬菜的混合汁;运动饮料、能量饮料、近似水或类似饮料(例如含有天然或合成调味剂的水);茶型或受欢迎型(favoritetype)饮料(例如咖啡、可可饮料、红茶、绿茶、乌龙茶等);含有乳成分的饮料(例如乳饮料、含有乳成分的咖啡、乳咖啡、奶茶、水果乳饮料、饮用酸奶、乳酸菌饮料等)和乳制品。
本文所述的甜味剂组合物可作为高强度天然甜味剂掺入食品、饮料、药物组合物、化妆品、口香糖、桌面产品、谷物、乳制品、牙膏和其它口腔组合物等中。
此外,甜味剂组合物不仅可作为甜味剂用于饮料、食品和其它专供人消耗(consumption)的产品,而且可以用在具有改良特征的动物饲料和料草(fodder)中。
在制造食品、饮料、药品、化妆品、桌面产品、口香糖的过程中可以使用常规方法,例如混合、捏合、溶解、酸洗、渗透、过滤、喷洒、雾化、浸泡和其它方法。
甜味剂组合物可以干燥形式或液体形式被使用。它可以在热处理食品之前或之后被加入。甜味剂的量取决于使用目的。它可以被单独加入或者与其它化合物组合加入。
甜味剂组合物可被用作唯一的甜味剂,或者它可与其它天然存在的高强度甜味剂一起使用。
当在本文中使用时,短语“天然高强度甜味剂”指的是在自然中发现的具有高于蔗糖、果糖或葡萄糖的甜味效能的任何组合物。
天然高强度甜味剂的非限制性实例包括甜菊苷、莱鲍迪甙A、莱鲍迪甙B、莱鲍迪甙C、莱鲍迪甙E、莱鲍迪甙F、莱鲍迪甙M、莱鲍迪甙X、甜菊双糖苷、杜克甙A、甜茶苷、罗汉果苷(mogrosides)、甜味蛋白(brazzein)、甘草酸及其盐、奇异果甜蛋白(thaumatins)、紫苏葶(perillartine)、pernandulcin、无患子倍半猫苷(mukurozioside)、白云参苷(baiyunoside)、糙苏苷-I(phlomisoside-I)、二甲基-六氢芴二羧酸、相思子苷(abrusoside)、巴西甘草甜素(periandrin)、肉质雪胆皂苷(carnosifloside)、青钱柳苷(cyclocarioside)、蝶卡苷(pterocaryoside)、聚宝多苷(polypodoside)A、巴西木素、贺兰甜精(hernandulcin)、甜茶内醋(phillodulcin)、菝葜苷(glycyphyllin)、根皮苷(phloridzin)、三叶苷(trilobatin)、二氢黄酮醇、二氢栎精-3-乙酸酯(dihydroquercetin-3-acetate)、neoastilibin、ira"5-肉桂醛(ira"5-cinnamaldehyde)、莫纳甜及其盐、落蕨素(selligueain)A、苏木精(hematoxylin)、应乐果甜蛋白(monellin)、欧亚水龙骨甜素(osladin)、蝶卡苷(pterocaryoside)A、蝶卡苷B、培它丁(pentadin)、神秘果蛋白(miraculin)、仙茅甜蛋白(curculin)、neoculin、绿原酸(chlorogenicacid)、洋蓟素(cynarin)、罗汉果甜味剂、翅子罗汉果(siamenoside)等及其组合。
甜味剂组合物可与合成的或人工的高强度甜味剂一起使用。当在本文中使用时,短语“合成”或“人工的高强度甜味剂”指的是未在自然中发现的具有高于蔗糖、果糖或葡萄糖的甜味效能的任何组合物。合成的或人工的高强度甜味剂的非限制性实例包括三氯蔗糖、乙酰舒泛钾、阿斯巴甜、阿力甜(alitame)、糖精、新橙皮苷二氢查耳酮、环己烷氨基磺酸盐(cyclamate)、纽甜、甘素、对硝基·苯基·脲基丙酸钠(suosan)、N-[N-[3-(3-羟基-4-甲氧苯基)丙基]-L-a-天冬氨酰基]-L-苯丙氨酸1-甲酯、N-[N-[3-(3-羟基-4-甲氧苯基)-3-甲基丁基]-L--天冬氨酰基]-L-苯丙氨酸1-甲酯、N-[N-[3-(3-甲氧基-4-羟苯基)丙基]-L-a-天冬氨酰基]-L-苯丙氨酸1-甲酯、其盐等等和它们的组合。
在一种实施方式中,rebA可与天然甜味剂抑制剂组合使用,所述天然甜味剂抑制剂例如匙羹藤酸(gymnemicacid)、勿甜素(hodulcin)、枣树抑甜物(ziziphin)、降甜剂(lactisole)等。
甜味剂组合物可与多种鲜味增强剂组合。
甜味剂组合物可与氨基酸配制在一起,所述氨基酸包括但不限于天冬氨酸、精氨酸、甘氨酸、谷氨酸、脯氨酸、苏氨酸、茶氨酸、半胱氨酸、胱氨酸、丙氨酸、缬氨酸、酪氨酸、亮氨酸、异亮氨酸、天冬酰胺、丝氨酸、拉氨酸、组氨酸、鸟氨酸、甲硫氨酸、肉毒碱、氨基丁酸(α-、β-或γ-异构体)、谷氨酰胺、羟脯氨酸、牛磺酸、戊氨酸、肌氨酸、和它们的盐形式例如钠盐或钾盐或酸式盐。氨基酸添加剂还可以是D-构型或L-构型以及单体形式(mono-form)、二体形式(di-form)或三体形式(tri-form)的相同或不同的氨基酸。此外,如果适当,所述氨基酸可以是[α]-、[β]-、y~、[δ]-和^-异构体。上述氨基酸和它们对应的盐(例如,钠、钾、钙、镁盐或其其它碱或碱土金属盐,或酸式盐)的组合也是合适的添加剂。所述氨基酸可以是天然的或合成的。所述氨基酸还可以被修饰。经修饰的氨基酸指的是至少一个原子被添加、除去、取代或其组合的任何氨基酸(例如,N-烷基氨基酸、N-酰基氨基酸或N-甲基氨基酸)。经修饰的氨基酸的非限制性实例包括氨基酸衍生物例如三甲基甘氨酸、N-甲基甘氨酸和N-甲基丙氨酸。当在本文中使用时,氨基酸涵盖经修饰的和未经修饰的氨基酸二者。当在本文中使用时,经修饰的氨基酸还可涵盖肽和多肽(例如,二肽、三肽、四肽和五肽),例如谷胱甘肽和L-内氨酰-L-谷氨酰胺。
甜味剂组合物可与聚氨基酸添加剂配制在一起,所述聚氨基酸添加剂包括聚-L-天冬氨酸、聚-L-赖氨酸(例如,聚-L-a-赖氨酸或聚-L-^-赖氨酸)、聚-L-鸟氨酸(例如聚-L--鸟氨酸或聚-L-f-鸟氨酸)、聚-L-精氨酸、其它多聚形式的氨基酸及其盐形式(例如,镁、钙、钾或钠盐,例如L-谷氨酸单钠盐)。聚氨基酸添加剂还可以是D-构型或L-构型的。此外,如果适当,所述聚氨基酸可以是[α]-、[β]-、[γ]-、[δ]-和[ε]-异构体。上述聚氨基酸和它们对应的盐(例如,钠、钾、钙、镁盐或其其它碱金属或碱土金属盐,或酸式盐)的组合也是本发明实施方式中合适的改进甜味的添加剂。本文所述聚氨基酸还可包括不同氨基酸的共聚物。所述聚氨基酸可以是天然的或合成的。所述聚氨基酸还可以被修饰,从而至少一个原子被添加、除去、取代、或其组合(例如,N-烷基聚氨基酸或N-酰基聚氨基酸)。当在本文中使用时,聚氨基酸涵盖经修饰的和未经修饰的聚氨基酸二者。根据一些特定实施方式,经修饰的聚氨基酸包括但不限于多种分子量(MW)的聚氨基酸,例如MW为1500、6000、25200、63000、83000或300000的聚-L-a-赖氨酸。
甜味剂组合物可以与多元醇或糖醇组合。术语“多元醇”指的是含有多于1个羟基的分子。多元醇可以是分别含有2、3和4个羟基的二元醇、三元醇或四元醇。多元醇还可含有多于四个羟基,例如分别含有5、6或7个羟基的五元醇、六元醇、七元醇等等。另外,多元醇还可以是糖醇、多羟醇或聚合醇,其是碳水化合物的还原形式,其中羰基(醛或酮,还原糖)被还原为伯或仲羟基。
多元醇的非限制性实例包括赤藓糖醇、麦芽糖醇、甘露醇、山梨糖醇、乳糖醇、木糖醇、肌醇、异麦芽糖醇(isomalt)、丙二醇、丙三醇、苏糖醇、半乳糖醇、氢化的异麦芽酮糖、还原型低聚异麦芽糖、还原型低聚木糖、还原型低聚龙胆糖、还原型麦芽糖浆、还原型葡萄糖浆、氢化的淀粉水解物、多羟糖醇(polyglycitol)和糖醇或能够被还原但不会不利地影响甜味剂组合物的味道的任何其它碳水化合物,以及其组合。
在一种特定实施方式中,rebA可以与低卡路里甜味剂例如,D-塔格糖、L-糖(L-sugar)、L-山梨糖、L-阿拉伯糖和其它及其组合组合。
甜味剂组合物可以与多种碳水化合物组合。术语“碳水化合物”通常指的是具有通式(CH20)m(其中n为3-30)的多个羟基取代的醛或酮化合物,及其低聚物和多聚物。此外,本发明的碳水化合物可在一个或多个位置被取代或被去氧。当在本文中使用时,碳水化合物包括未经修饰的碳水化合物、碳水化合物衍生物、经取代的碳水化合物和经修饰的碳水化合物。当在本文中使用时,短语“碳水化合物衍生物”、“经取代的碳水化合物”和“经修饰的碳水化合物”是同义的。经修饰的碳水化合物指的是至少一个原子被添加、除去、取代、或其组合的任何碳水化合物。因此,碳水化合物衍生物或经取代的碳水化合物包含经取代的和未经取代的单糖、二糖、低聚糖和多糖。任选地,碳水化合物衍生物或经取代的碳水化合物可在任何对应的C位置被去氧和/或被一个或多个部分(moieties)所取代,所述部分例如氢、卤素、卤化烷基、羧基、酰基、酰氧基、氨基、酰氨基、羧基衍生物、烷氨基、二烷氨基、芳氨基、烷氧基、芳氧基、硝基、氰基、磺基、巯基、亚氨基、磺酰基、亚氧硫基、亚硫酰基、氨磺酰基、烷氧羰基、酰胺基、膦酰基、氧膦基、磷酰基、膦基、硫酯、硫醚、肟基、肼基、氨甲酰基、磷酸基、磷酸酯基或任何其它可行的官能团,前提是碳水化合物衍生物或经取代的碳水化合物起改进甜味剂组合物的甜味的作用。
本发明一些实施方式中的碳水化合物的非限制性实例包括塔格糖、海藻糖、半乳糖、鼠李糖、多种环糊精、环状寡糖、多种类型的麦芽糖糊精、葡聚糖、蔗糖、葡萄糖、核酮糖、果糖、苏糖、阿拉伯糖、木糖、来苏糖、阿洛糖、阿卓糖、甘露糖、伊杜糖、乳糖、麦芽糖、转化糖、异海藻糖、新海藻糖、异麦芽酮糖、赤藓糖、脱氧核糖、古洛糖、伊杜糖、塔罗糖、赤鲜酮糖、木酮糖、阿洛酮糖、松二糖、纤维二糖、淀粉精、葡萄糖胺、甘露糖胺、岩藻糖、葡萄糖醛酸、葡萄糖酸、葡萄糖酸内酯、阿比可糖、半乳糖胺、甜菜低聚糖、低聚异麦芽糖(异麦芽糖、异麦芽三糖、潘糖等)、低聚木糖(木三糖、木二糖等)、木糖封端的低聚糖、低聚龙胆糖(龙胆二糖、龙胆三糖、龙胆四糖等)、山梨糖、低聚黑曲霉糖、低聚异麦芽酮糖、低聚果糖(蔗果三糖、霉菌赤藓醛糖等)、麦芽四糖醇、麦芽三糖醇、低聚麦芽糖(麦芽三糖、麦芽四糖、麦芽五糖、麦芽六糖、麦芽七糖等)、淀粉、菊粉、菊粉低聚糖、半乳糖苷果糖、蜜二糖、棉子糖、核糖、异构化液态糖例如高果糖玉米糖浆、偶合糖和大豆低聚糖。此外,本文所用碳水化合物可以是D-构型或L-构型的。配方中可使用化合物的任意组合。
在一个特定实施方式中,rebA可与糖酸配制在一起,所述糖酸包括但不限于醛糖酸、糖醛、醛糖二酸、海藻酸、葡萄糖酸、葡萄醛酸、葡萄糖二酸、半乳糖二酸、半乳糖醛酸及其盐(例如,钠、钾、钙、镁盐或其它生理上可接受的盐)、及其组合。
甜味剂组合物可与多种生理学上有活性的物质或功能成分组合使用。功能成分通常被归类为以下类别,例如类胡萝卜素、膳食纤维、脂肪酸、皂苷、抗氧化剂、营养物质、类黄酮、异硫氰酸酯(盐)、酚、植物固醇和甾烷醇(植物甾醇和植物甾烷醇);多元醇;益生元、益生菌;植物雌激素;大豆蛋白;硫化物/硫醇;氨基酸;蛋白质;维生素;和矿物质。也可以基于功能成分的健康益处(例如,心血管的、降低胆固醇的和抗炎的)对其进行分类。
甜味剂组合物可包括调味剂,所述调味剂可以是天然或人工来源。当在本文中使用时,除非另外指出,术语“香料”表示可被添加到本发明所述组合物中以向食物提供期望风味的任何食品级物质。可用于本发明中的香料包括,例如,精油,例如来源于植物或水果的油、椒样薄荷油、绿薄荷油、其它薄荷油、丁香油、桂皮油、冬青油、月桂油、百里香油、雪松叶油、肉豆蔻油、多香果油、鼠尾草油、肉豆蔻油和杏仁油。调味剂可以是植物提取物或者水果精例如苹果、香蕉、西瓜、梨、桃、葡萄、草莓、覆盆子、樱桃、李子、菠萝、杏及其混合物。调味剂可以是柑橘香料,例如柠檬、酸橙、橙子、柑橘、柚子、枸橼或金橘的提取物、精华或油。可用在本发明中的香料还可包括奶油、榛子、香草、巧克力、肉桂、山核桃、柠檬、酸橙、覆盆子、桃、芒果、香兰素、黄油、黄油硬糖、茶、橙子、柑橘、焦糖、草莓、香蕉、葡萄、李子、樱桃、蓝莓、菠萝、接骨木莓、西瓜、泡泡糖、哈密瓜、番石榴、奇异果、木瓜、椰子、薄荷、绿薄荷、其衍生物及其组合。
甜味剂组合物可包括芳香组分。当在本文中使用时,除非另外指出,术语“芳香组分”表示:当例如与食物混合时,可用于产生期望气味(scent)的任何食品级挥发性物质。适用于本发明的芳香物包括,例如,精油(柑橘油)、压榨油(橙油)、蒸馏油(玫瑰油)、提取物(水果)、茴香脑(甘草、茴香籽、希腊茴香酒、茴香)、茴香醚(茴香籽)、苯甲醛(杏仁糖、杏仁)、苯甲醇(杏仁糖、杏仁)、樟脑(樟属樟脑)、肉桂醛(肉桂)、拧檬醛(香茅油、柠檬油)、d-柠檬烯(橙子)、丁酸乙酯(菠萝)、丁子香酚(丁香油)、呋喃酮(草莓)、糠醛(焦糖)、芳樟醇(胡荽、蔷薇木)、薄荷醇(薄荷)、丁酸甲酯(苹果、菠萝)、水杨酸甲酯(冬青油)、橙花醛(橙花)、橙花醚(橙花)、丁酸戊酯(梨、杏)、戊酸戊酯(苹果、菠萝)、葫芦巴内酯(sotolon)(枫糖浆、咖喱、葫卢巴)、草莓酮(草莓)、经取代的吡嗪(例如2-乙氧基-3-异丙基吡嗪;2-甲氧基-3-仲丁基吡嗪;和2-甲氧基-3-甲基吡嗪)(胡芦巴、枯茗和胡荽的烘焙籽)、侧柏酮(杜松、荔枝草(commonsage)、弩得卡黄柏(Nootkacypress)和苦艾)、麝香草酚(类似樟脑)、三甲胺(鱼)、香草醛(香草)、以及它们的组合。本发明优选的芳香组分包括精油(柑橘油)、压榨油(橙油)、蒸馏油(玫瑰油)、提取物(水果)、苯甲醛、d-柠檬烯、糠醛、薄荷醇、丁酸甲酯、丁酸戊酯,以及它们的盐、衍生物和组合。
对于在本发明的一些实施方式中使用,甜味剂组合物可包括核苷酸添加剂。所述核苷酸添加剂包括但不限于,单磷酸肌苷、单磷酸鸟苷、单磷酸腺苷、单磷酸胞苷、单磷酸尿苷、二磷酸肌苷、二磷酸鸟苷、二磷酸腺苷、二磷酸胞苷、二磷酸尿苷、三磷酸肌苷、三磷酸鸟苷、三磷酸腺苷、三磷酸胞苷、三磷酸尿苷、和它们的碱金属盐或碱土金属盐,及其组合。本文所述的核苷酸还可包括核苷酸相关的添加剂,例如核苷或核酸碱基(例如,鸟嘌呤、胞嘧啶、腺嘌呤、胸腺嘧啶、尿嘧啶)。
甜味剂组合物可包括有机酸添加剂。有机酸是包括-COOH部分的化合物。用于本发明的一些实施方式中的合适有机酸添加剂包括但不限于C2-C30羧酸、取代的羟基C1-C30羧酸、苯甲酸、取代苯甲酸(例如,2,4-二羟基苯甲酸)、取代肉桂酸、羟基酸、取代羟基苯甲酸、取代环己基羧酸、鞣酸、乳酸、酒石酸、柠檬酸、葡萄糖酸、葡庚糖酸、己二酸、羟基柠檬酸、苹果酸、水果(fruitaric)酸(苹果酸、富马酸和酒石酸的混合物)、富马酸、马来酸、琥珀酸、绿原酸、水杨酸、肌氨酸、葡萄糖胺、葡糖酸δ内酯、咖啡酸、胆汁酸、醋酸、抗坏血酸、海藻酸、异抗坏血酸、多聚谷氨酸、和它们的碱金属盐或碱土金属盐衍生物。此外,有机酸添加剂也可以是D-构型或L-构型。
甜味剂组合物可包括有机酸盐添加剂。所述有机酸盐添加剂包括但不限于,所有有机酸的钠、钙、钾、和镁盐,例如柠檬酸盐、苹果酸盐、酒石酸盐、富马酸盐、乳酸盐(例如,乳酸钠)、海藻酸盐(例如,海藻酸钠)、抗坏血酸盐(例如,抗坏血酸钠)、苯甲酸盐(例如,苯甲酸钠或苯甲酸钾)、和己二酸盐。任选地描述的改进甜味的有机酸盐添加剂的实例可被一种或多种下述部分取代,所述部分选自由氢、烷基、烯基、炔基、卤素、卤代烷基、羧基、酰基、酰氧基、氨基、(酰)胺基、羧基衍生物、烷氨基、二烷氨基、芳氨基、烷氧基、芳氧基、硝基、氰基、磺基、巯醇、亚胺、磺酰基、亚氧硫基、亚硫酰基、氨磺酰基、烷氧羰基、羧酰氨基、膦酰基、氧膦基、磷酰基、膦基、硫酯、硫醚、酸酐、肟基、肼基、氨甲酰基、磷酸基、磷酸酯基和任何其它可行的官能团组成的组,前提是经取代的有机酸盐添加剂起改进甜味剂组合物的甜味的作用。
对于在本发明的一些实施方式中使用,具有rebA的组合物可包含无机酸添加剂。无机酸添加剂包括但不限于,磷酸、亚磷酸、聚磷酸、盐酸、硫酸、碳酸、磷酸二氢钠、及其对应的碱金属或碱土金属盐(例如,肌醇六磷酸Mg/Ca)。
对于在本发明的一些实施方式中使用,甜味剂组合物可包含苦味化合物添加剂,所述苦味化合物添加剂包括但不限于,咖啡因、奎宁、尿素、苦橙油(bitterorangeoil)、柚皮苷、苦木、及其盐。
甜味剂组合物可包含人工或天然的甜味增强剂及其组合。
对于在本发明的一些实施方式中使用,甜味剂组合物可包括聚合物添加剂,所述聚合物添加剂包括但不限于,几丁聚糖、果胶、果胶酸、果胶酯酸、聚糖醛酸、聚半乳糖醛酸、淀粉、食品水胶体或其粗萃取物(例如塞内加尔阿拉伯胶(gumacaciaSenegal)(Fibergum.TM.)、金合欢塞伊耳胶(gumacaciaseyal)、卡拉胶)、聚-L-赖氨酸(例如,聚-L-a-赖氨酸或聚-L-f-赖氨酸)、聚-L-鸟氨酸(例如聚-L-a-鸟氨酸或聚-L-[ε]-鸟氨酸)、聚精氨酸、聚丙二醇、聚乙二醇、聚(乙二醇甲醚)、聚天冬氨酸、聚谷氨酸、聚乙烯亚胺、藻酸、藻酸钠、丙二醇藻酸化物、六偏磷酸钠(SHMP)及其盐、聚乙二醇藻酸化物及其它阳离子及阴离子聚合物。
对于在本发明的一些实施方式中使用,甜味剂组合物可包含蛋白质或蛋白质水解物添加剂,其包括但不限于,牛血清白蛋白、乳清蛋白(包括其馏分或浓缩物,例如,90%即溶乳清蛋白分离物、34%乳清蛋白、50%水解的乳清蛋白及80%乳清蛋白浓缩物)、可溶性米蛋白、大豆蛋白、蛋白质分离物、蛋白质水解产物、蛋白质水解物的反应产物、糖蛋白和/或含氨基酸(例如,甘氨酸、丙氨酸、丝氨酸、苏氨酸、天门酰胺、谷氨酰胺、精氨酸、缬氨酸、异亮氨酸、亮氨酸、正缬氨酸、甲硫氨酸、脯氨酸、酪氨酸、羟基脯氨酸等)的蛋白聚糖、胶原(例如,明胶)、部分水解的胶原(例如,部分水解的鱼胶原)和胶原水解物(例如,猪胶原水解物)。
对于在本发明的一些实施方式中使用,甜味剂组合物可包含表面活性添加剂,所述表面活性添加剂包括但不限于,聚山梨醇酯(例如,聚氧化乙烯山梨糖醇酐一油酸酯(聚山梨醇酯80)、聚山梨醇酯20、聚山梨醇酯60)、十二烷基苯磺酸钠、二辛基硫代琥珀酸酯或二辛基硫代琥珀酸钠、十二烷基硫酸钠、氯化鲸蜡基吡啶(氯化十六烷基吡啶)、溴化十六烷基三甲铵、胆酸钠、氨甲酰、氯化胆碱、甘胆酸钠、牛磺脱氧胆酸钠、月桂精氨酸酯(lauricarginate)、硬脂酰乳酰乳酸钠、牛胆酸钠、卵磷脂、蔗糖油酸酯、蔗糖硬脂酸酯、蔗糖棕榈酸酯、蔗糖月桂酸酯及其它乳化剂等。
对于在本发明的实施方式中使用,rebA制剂可包含类黄酮添加剂,所述类黄酮添加剂通常被分类为黄酮醇、黄酮、黄烷酮、黄烷-3-醇、异黄酮或花青素。类黄酮添加剂的非限制性实例包括儿茶素(例如,绿茶萃取物)、多酚类、芸香苷、新橙皮苷、柚苷、新橙皮苷二氢查尔酮等。
对于在本发明的一些实施方式中使用,所述制剂可包括醇添加剂,所述醇类添加剂包括但不限于乙醇。[00192]所述制剂可包含涩味化合物添加剂,所述涩味化合物添加剂包括但不限于,鞣酸、氯化铕(EUC3)、氯化钆(GdC)、氯化铽(TbCb)、明矾、鞣酸及多酚类(例如,茶多酚)。
甜味剂组合物可包含维生素。维生素是人体以少量需要以正常形式功能的有机化合物。与其它营养物(例如,碳水化合物和蛋白质)不同,人体在不分解维生素的情况下利用它们。适用于实施方式的维生素包括但不限于维生素A(视黄醇、视黄醛、视黄酸、类维生素A、维甲酸)、维生素D(维生素D1-D5;维生素D3、光甾醇、维生素D2、二氢速甾醇、7-脱氢胆固醇)、维生素E(生育酚、生育三烯酚)、维生素(叶绿醌、萘醌)、维生素B1(硫胺素)、维生素B2(核黄素、维生素G)、维生素B3(盐酸、尼克酸、维生素PP)、维生素B5(泛酸)、维生素B6(吡哆醇、吡哆醛、吡哆胺)、维生素B7(生物素、维生素H)、维生素B9(叶酸、叶酸盐、维生素M、蝶酰-L-谷氨酸)、维生素B12(钴胺素、氰钴维生素)及维生素C(抗坏血酸)。
一些权威专家机构已将多种其它化合物归类为维生素。这些化合物可被称为假-维生素(pseudo-vitamin),它们包括但不限于如下化合物,例如泛醌(辅酶Q10)、潘氨酸(pangamicacid)、二甲基甘氨酸、特斯垂(taestrile)、苦杏仁素、类黄酮、对-氨基苯甲酸、腺嘌呤、腺苷酸和S-甲基甲硫氨酸。当在本文中使用时,术语维生素包括假-维生素。
具有rebA的制剂可包括膳食纤维。膳食纤维(又名纤维性物质或粗粮)是耐人消化酶水解的食物部分,其通常包括穿过消化系统移动并刺激肠蠕动的难以消化的植物材料部分。
组成和键合二方面均具有显著不同结构的多种聚合碳水化合物落入膳食纤维的定义内。这类化合物是本领域技术人员公知的,其非限制性实例包括非淀粉多糖、木质素、纤维素、甲基纤维素、半纤维素、?-葡聚糖、果胶、树胶、粘液、蜡状物、菊粉、低聚糖、低聚果糖、环糊精、几丁质及其组合。
膳食纤维的食物来源包括但不限于,谷物、豆类、水果和蔬菜。提供膳食纤维的谷物包括但不限于燕麦、黑麦、大麦、小麦。提供膳食纤维的豆类包括但不限于豌豆和豆子(bean)例如大豆。提供纤维来源的水果和蔬菜包括但不限于苹果、橙子、梨、香蕉、莓类类、西红柿、青豆、西兰花、菜花、胡萝卜、土豆、芹菜。植物性食物例如麸、坚果和种子(例如,亚麻籽)也是膳食纤维的来源。提供膳食纤维的植物部分包括但不限于茎、根、叶、种子、果肉和外皮。
虽然膳食纤维通常来自植物来源,但难以消化的动物产品(例如,几丁质)也被归类为膳食纤维。几丁质是由通过5(l-4)键(类似于纤维素的键)连接的乙酰氨基葡萄糖单元组成的多糖。
甜味剂组合物可包含抗氧化剂。用于本发明的实施方式的合适抗氧化剂的实例包括但不限于,维生素、维生素辅因子、矿物质、激素、类胡萝卜素、类胡萝卜素萜类、非类胡萝卜素萜类、类黄酮、类黄酮多酚类(例如,生物类黄酮)、黄酮醇、黄酮类、酚类、多酚类、酚类的酯、多酚类的酯、非类黄酮酚类、异硫氰酸酯(盐)及其组合。在一些实施方式中,抗氧化剂可包括维生素A、维生素C、维生素E、泛醌、矿物硒、锰、褪黑激素、α-胡萝卜素、/^-胡萝卜素、番茄红素、叶黄素、玉米黄质(zeanthin)、隐黄素(crypoxanthin)、白藜芦醇、丁香酚、檞皮素、儿茶酸、棉酚、桔皮素、姜黄素、阿魏酸、百里酚、羟基酪醇、姜黄、百里香、橄榄油、硫辛酸、谷胱甘肽、谷氨酰胺、草酸、生育酚衍生的化合物、丁基化羟基苯甲醚、丁基化羟基甲苯、乙二胺四乙酸、叔丁基氢醌、乙酸、果胶、生育三烯酚、生育酚、辅酶Q10、玉米黄素、虾青素、角黄素、皂草苷、柠檬苦素类似物、山柰酚、杨梅黄素、异鼠李黄素、原花色素、槲皮黄素、芸香苷、滕黄菌素、芹黄素、柑橘属黄酮、橙皮素、柚皮素、圣草素、黄烷-3-醇(例如,花青素)、掊儿茶酸、表儿茶素及其没食子酸盐形式、表没食子儿茶精及其没食子酸盐形式、茶黄素及其没食子酸盐形式、茶红素、异黄酮植物雌激素、染料木素、大豆黄素、黄豆黄素、花色素苷(anythocyanins)、花色素、花翠素、锦葵色素、花葵素、甲基花青素、甲花翠素、鞣花酸、没食子酸、水杨酸、迷迭香酸、肉桂酸及其衍生物(例如,阿魏酸)、绿原酸、菊苣酸、没食子鞣质、鞣花鞣质、花黄素、β-花色素苷和其它植物色素、水飞蓟素、柠檬酸、木酚素、抗营养素、胆红素、尿酸、R-α-硫辛酸、N-乙酰半胱氨酸、油柑宁、苹果提取物、苹果皮提取物(苹果多酚)、灌木提取物、红色灌木提取物、绿色山楂果提取物、红色覆盆子提取物、绿色咖啡抗氧剂、野樱莓提取物、20%的葡萄籽提取物、可可提取物、啤酒花提取物、山竹果提取物、山竹果壳提取物、蔓越莓提取物、石榴提取物、石榴皮提取物、石榴籽提取物、山楂果提取物、pomella石榴提取物、桂皮提取物、葡萄皮提取物、越橘提取物、松果皮提取物、碧萝芷、接骨木提取物、桑树根提取物、枸杞提取物、黑莓提取物、蓝莓提取物、蓝莓叶提取物、树莓提取物、姜黄提取物、柑橘生物类黄酮、黑醋栗、姜、巴西莓粉末、绿色咖啡豆提取物、绿茶提取物、植酸、或其组合。在替代性实施方式中,抗氧化剂可包括合成的抗氧化剂例如丁基化羟基甲苯或丁基化羟基苯甲醚。可用于本发明实施方式的合适抗氧化剂的其它来源包括但不限于,水果、蔬菜、茶、可可、巧克力、调料、草药、大米、牲畜的器官肉类、酵母、全谷物或谷粒。
一些抗氧化剂属于被称为多酚的植物营养物类别,其是在植物中发现的一组化学物质,其特征为每分子存在多于一个酚基。多种健康益处可来源于多酚,包括例如预防癌症、心脏病和慢性发炎疾病以及改善脑力和体力。适用于本发明的实施方式的多酚包括儿茶素、原花青素、前氰定低聚物、花青素、檞皮素、芸香苷、白藜芦醇、异黄酮、姜黄素、安石榴苷、鞣花鞣质、橙皮素、柚皮素、柑橘属黄酮、绿原酸、其它类似物质、及其组合。
可用于本发明的实施方式的儿茶素的合适来源包括但不限于绿茶、白茶、红茶、乌龙茶、巧克力、可可、红酒、葡萄籽、红葡萄皮、紫葡萄皮、红葡萄汁、紫葡萄汁、莓类类、碧萝芷、及红苹果皮。可用于本发明的实施方式的这种抗氧化剂如原花青素和前氰定低聚物的合适来源包括但不限于红葡萄、紫葡萄、可可、巧克力、葡萄籽、红酒、可可豆、蔓越莓、苹果皮、李子、蓝莓、黑醋栗、山楸莓、绿茶、蜀黍、肉桂、大麦、红菜豆、黑白斑豆、啤酒花、杏仁、榛果、美洲薄壳胡桃、开心果、碧萝芷,及有色莓类。可用于本发明的实施方式的花青素的合适来源包括但不限于红莓、蓝莓、山桑、蔓越莓、覆盆子、樱桃、石榴、草莓、接骨木、山楸莓、红葡萄皮、紫葡萄皮、葡萄籽、红酒、黑醋栗、红醋栗、可可、李子、苹果皮、桃子、红梨、红高丽菜、红洋葱、红橘橙及黑莓。可用于本发明的实施方式的檞皮素和芸香苷的合适来源包括但不限于红苹果、洋葱、芥蓝、泥地鸟嘴莓(bogwhortleberry)、越橘、山楸莓、蔓越莓、黑莓、蓝莓、草莓、覆盆子、黑醋栗、绿茶、红茶、李子、杏、香芹、韭菜、花椰菜、红辣椒、莓酒及银杏。可用于本发明的实施方式的白藜芦醇的合适来源包括但不限于红葡萄、花生、蔓越莓、蓝莓、山桑、桑椹、日本依塔多利(Itadori)茶及红酒。可用于本发明的实施方式的异黄酮的合适来源包括但不限于大豆、大豆制品、豆类、苜蓿芽、鹰嘴豆、花生及红山叶草。可用于本发明的实施方式的姜黄素的合适来源包括但不限于姜黄及芥末。可用于本发明的实施方式的安石榴苷和鞣花鞣质的合适来源包括但不限于石榴、覆盆子、草莓、胡桃,及用橡木熟化的红酒。可用于本发明的实施方式的柑橘属黄酮例如橙皮素或柚皮素的合适来源包括但不限于橙子、葡萄柚及柑橘汁。可用于本发明的实施方式的绿原酸的合适来源包括但不限于绿咖啡、马黛茶、红酒、葡萄籽、红葡萄皮、紫葡萄皮、红葡萄汁、紫葡萄汁、苹果汁、蔓越莓、石榴、蓝莓、草莓、向日葵、紫马兰菊、碧萝芷、及苹果皮。
甜味剂组合物可包含脂肪酸。当在本文中使用时,“脂肪酸”指的是任何直链的单羧酸并包括饱和脂肪酸、不饱和脂肪酸、长链脂肪酸、中链脂肪酸、短链脂肪酸、脂肪酸前体(包括ω-9脂肪酸前体)和酯化的脂肪酸。当在本文中使用时,“长链多不饱和脂肪酸”指的是任何具有长脂族尾巴的多不饱和羧酸或有机酸。当在本文中使用时,“ω-3脂肪酸”指的是任何一种这样的多不饱和脂肪酸,其第一个双键是从其碳链的甲基末端的第三个碳-碳键。在特定实施方式中,ω-3脂肪酸可包括长链ω-3脂肪酸。当在本文中使用时,“ω-6脂肪酸”指的是任何一种这样的多不饱和脂肪酸,其第一个双键是从其碳链的甲基末端的第六个碳-碳键。
甜味剂组合物可包括盐。术语“盐”指的是保留本发明的改进甜味的组合物的期望化学活性且在通常可接受的范围内对人类或动物消耗都很安全的复合物。也可制成碱金属(例如,钠或钾)或碱土金属(例如,钙或镁)盐类。盐类还可包括碱金属及碱土金属盐类的组合。这类盐类的非限制性实例为:(a)与无机酸形成的酸加成盐及与有机酸形成的酸加成盐;(b)与金属阳离子(例如,钙、铋、钡、镁、铝、铜、钴、镍、镉、钠、钾等)或与由氨、N,N-二苯基乙烯二胺、D-葡萄糖胺、四乙基铵或乙烯二胺形成的阳离子所形成的碱加成盐;或(c)(a)与(b)的组合。因此,可衍生自该改进甜味的组合物的任何盐类形式均可用于本发明的实施方式,只要该改进甜味的添加剂的盐类不会不利地影响包含至少一种天然和/或合成的高效甜味剂的甜味剂组合物的味道即可。添加到该天然和/或合成的甜味剂组合物中的盐类形式的添加剂的量与其酸或碱形式的量相同。
合适的无机盐可包括但不限于氯化钠,氯化钾,硫酸钠,柠檬酸钾,氯化铕(EuC),氯化钆(GdCb),氯化铽(TbCb),硫酸镁,明矾,氯化镁,磷酸的一-、二-、三-碱式钠或钾盐(例如,无机磷酸盐)、盐酸盐(例如,无机氯化物)、碳酸钠、硫酸氢钠及碳酸氢钠。此外,在特定实施方式中,可作为改进甜味的添加剂的合适有机盐类包括但不限于氯化胆碱、藻酸钠盐(藻酸钠)、葡糖庚酸钠盐、葡糖酸钠盐(葡糖酸钠)、葡糖酸钾盐(葡糖酸钾)、盐酸胍、氨基葡糖盐酸、盐酸阿米洛利(amrilorideHCl)、谷氨酸单钠盐、腺苷单磷酸盐、葡糖酸镁、酒石酸钾(单水合物)及酒石酸钠(二水合物)。
甜味剂组合物可被用作高强度甜味剂以产生具有改善的味道特征的零卡路里、低卡路里或糖尿病患者用的饮料和食品。它也可用于不能使用糖的食品、药品和其它产品中。
甜味剂组合物不仅可以作为甜味剂用于饮料、食品和其它专供人消耗的产品,而且可以用于具有改良特征的动物饲料。
可被用作甜味化合物的甜味剂组合物可以作为:含酒精的饮料(例如伏特加酒、红酒、啤酒、烈酒、日本清酒等)、天然的汁、清凉饮料、碳酸软饮料、低糖饮料、零卡路里饮料、低卡路里饮料和食物、酸奶饮料、速溶汁、速溶咖啡、粉末型速溶饮料、罐装食品、糖浆、发酵豆酱、酱油、醋、调味品、蛋黄酱、番茄酱、咖喱粉、汤、速食汤、酱油粉、醋粉、饼干、米饼、薄脆饼干、面包、巧克力、焦糖、糖果、口香糖、果冻、布丁、果脯或咸菜、鲜奶油、果酱、橘子酱、花酱、奶粉、冰激凌、冰糕、瓶装蔬菜、瓶装水果、罐装豆或煮豆、糖酱煮肉和食物、农业蔬菜食品、海鲜、火腿、香肠、鱼肉火腿、鱼肉香肠、鱼酱、油炸鱼制品、干海鲜制品、冷冻食品、腌海藻、腌肉、烟草、药品和许多其它产品。原则上,其应用可以不受限制。
甜味组合物包括饮料,其非限制性的实例包括:非碳酸和碳酸饮料(例如可乐、姜汁汽水、沙士、苹果酒、果味软饮料(例如柑橘类(例如柠檬-酸橙或橘子)风味软饮料)、软饮料粉等);源于水果或蔬菜的果汁、含有压榨汁或其类似物的果汁、含有水果颗粒的果汁、水果饮料、果汁饮料、含果汁的饮料、果味饮料、蔬菜汁、含有蔬菜的汁以及含有水果和蔬菜的混合汁;运动饮料、能量饮料、近水或类似饮料(例如含有天然或合成调味剂的水);茶型或受欢迎型饮料(例如咖啡、可可饮料、红茶、绿茶、乌龙茶等);含有乳成分的饮料(例如乳饮料、含有乳成分的咖啡、乳咖啡、奶茶、水果乳饮料、饮用酸奶、乳酸菌饮料等)和乳制品。
通常,被增甜组合物中的甜味剂组合物的量变化很大,这取决于被增甜组合物的具体类型和期望甜味。本领域的普通技术人员能够易于分辨出待放入被增甜组合物中的甜味剂的合适量。
甜味剂组合物可以干燥形式或液体形式被使用。它可以在热处理食品之前或之后被加入。甜味剂的量取决于使用目的。它可以被单独加入或者与其它化合物组合加入。
在制造食品、饮料、药品、化妆品、桌面产品、口香糖的过程中可以使用常规方法,例如混合、捏合、溶解、酸洗、渗透、过滤、喷洒、雾化、浸泡和其它方法。
因此,可通过本领域技术人员已知的提供同质或者均匀的成分混合物的任何方法来制造本发明的产品。这些方法包括干混、喷雾干燥、团聚、湿法造粒、压缩、共结晶等等。
可以以任何适合配送至待加糖食品的形式向消费者提供固体的本发明的甜味组合物,其中所述形式包括小袋、小包、散装袋或盒、立方块、片、喷雾或者可溶性的条。可以以单位剂量或大批量配送所述组合物。
对于液体甜味剂系列和方便的液体、半液体、膏状和乳状形式的组合物,应该发明一种便于携带或分配或贮存或运输含有任何上述甜味剂产品或上述产品的组合物的合适的包装,其中所述包装使用合适的任意形状或形式的包装材料。
甜味剂组合物可包括多种填充剂、功能成分、色素和香料。不能认为本文参考的专利文件或者作为现有技术给出的其它材料承认:截止任意权利要求的优先权日,所述文件或材料是已知的或者其所包含的信息是公众常识的一部分。
本文提及的每个参考文献的公开内容均通过引用的方式被全部并入本文。
以下实施例阐释了发酵生产并按照产品规格纯化的莱鲍迪甙A和相关化合物及其在食品和药片中的用途的本发明优选实施方式
相应地,通过以下实施例进一步阐释本发明。
实施例
概述
标准的遗传技术(例如在宿主细胞中过表达酶以及宿主细胞的额外遗传修饰)是本领域已知的方法,例如在Sambrook和Russel(2001)"MolecularCloning:ALaboratoryManual(第三版),ColdSpringHarborLaboratory,ColdSpringHarborLaboratoryPress或者F.Ausubel等人,eds.,"Currentprotocolsinmolecularbiology",GreenPublishingandWileyInterscience,NewYork(1987)中所描述的。真菌宿主细胞的转化和遗传修饰的方法可以从,例如EP-A-0635574、WO98/46772、WO99/60102和WO00/37671中了解。
表1展示了序列说明。本文描述的序列可以引用序列表或数据库访问号(同样展示于表1)来定义。
实施例1.在S.cerevisiae中过表达ERG20、BTS1和tHMG
使用如共同待决专利申请PCT/EP2013/056623中描述的技术将表达盒整合至一个位点以过表达ERG20、BTS1和tHMG1。使用合适的引物和源于CEN.PK酵母菌株(vanDijken等人EnzymeandMicrobialTechnology26(2000)706-714)的基因组DNA扩增整合位点的5’和3’整合侧翼。在DNA2.0,不同的基因被整理为盒子(包含同源序列、启动子、基因、终止子、同源序列)。这些盒子中的基因的侧翼是组成型启动子和终止子。参见表2。溶解来源于DNA2.0的含有ERG20、tHMG1和BTS1盒子的质粒DNA至浓度为100ng/μl。在50μlPCR混合物中,使用20ng模板和20pmol引物。材料被溶解至浓度为0.5μg/μl。
表2:过表达构建体的组分
启动子 | 开放阅读框 | 终止子 |
Eno2(SEQ ID NO:201) | Erg20(SEQ ID NO:81) | Adh1(SEQ ID NO:212) |
Fba1(SEQ ID NO:202) | tHMG1(SEQ ID NO:79) | Adh2(SEQ ID NO:213) |
Tef1(SEQ ID NO:203) | Bts1(SEQ ID NO:83) | Gmp1(SEQ ID NO:214) |
使用pUG7-EcoRV构建体(图1)和合适的引物来扩增选择标记。使用ZymocleanGelDNARecovery试剂盒(ZymoResearch)从凝胶中纯化KanMX片段。使用在表3中列出的片段转化酵母菌株Cen.PK113-3C。
表3:用于ERG20、tHMG1和BTS1的转化的DNA片段
片段 |
5’YPRcTau3 |
ERG20盒 |
tHMG1盒 |
KanMX盒 |
BTS1盒 |
3’YPRcTau3 |
转化后,在30℃下于YEPhD(酵母膏植物蛋白胨葡萄糖;BBL植物蛋白胨来源于BD)中复苏2.5小时,然后将细胞涂布在含200μg/mlG418(Sigma)的YEPhD琼脂上。在30℃下培养平板4天。利用诊断PCR和测序技术确定正确的整合。通过对蛋白质进行LC/MS证实过表达。图2阐释了组装ERG20、tHMG1和BTS1的原理图。该菌株被命名为STV002。
该菌株中CRE重组酶的表达导致KanMX标记的向外重组。利用诊断PCR确定正确的向外重组以及ERG20、tHMG1和BTS1的存在。
实施例2.敲低Erg9
为了降低Erg9的表达,设计并使用含有修饰的3’末端的Erg9敲低构建体,其中所述3’末端延续至驱动TRP1表达的TRP1启动子。
转化含有Erg9-KD片段的构建体至E.coliTOP10细胞。转化株生长于2PY(2倍的植物蛋白胨和酵母膏)-sAMP培养基中。使用QIAprepSpinMiniprepkit(Qiagen)分离质粒DNA,然后用SalI-HF(NewEnglandBiolabs)消化。用乙醇沉淀DNA以浓缩。转化所述片段至S.cerevisiae,然后将菌落涂布到不含色氨酸的矿质培养基(Verduyn等人,1992.Yeast8:501-517)琼脂板上。利用诊断PCR和测序技术确定正确整合的Erg9-KD构建体。图2阐释了执行Erg9-KD构建体的转化的原理图。该菌株被命名为STV003。
实施例3.过表达UGT2_1a
使用如共同待决专利申请PCT/EP2013/056623和PCT/EP2013/055047中描述的技术过表达UGT2_1a。在DNA2.0,UGT2_1a被整理为一个盒子(包含同源序列、启动子、基因、终止子、同源序列)。细节请参见表4。使用如共同待决专利申请PCT/EP2013/055047中描述的技术以获得含有标记和Cre重组酶的片段。用具有诺尔丝菌素抗性的NAT标记进行筛选。
表4:过表达构建体的组分
使用合适的引物进行扩增。使用合适的引物和源于CEN.PK酵母菌株的基因组DNA以扩增整合位点的5’和3’整合侧翼。
使用表5中列出的片段转化S.cerevisiae酵母菌株STV003,然后将转化混合物涂布在含有50μg/ml诺尔丝菌素(LexyNTC来源于JenaBioscience)的YEPhD琼脂板上。
表5:用于UGT2_1a的转化的DNA片段
片段 |
5’Chr09.01 |
UGT2_1a盒 |
NAT‐CR |
RE |
3’Chr09.01 |
半乳糖能够激活CRE重组酶的表达。为了诱导CRE重组酶的表达,将转化株再次划线至YEPh半乳糖培养基上。这导致了位于lox位置之间的标记的向外重组。利用诊断PCR证实UGT2a的正确整合和NAT标记的向外重组。由此产生的菌株被命名为STV004。图4阐释了执行UGT2_1a构建体的转化的原理图。
实施例4.过表达RebA产生通路:CPS、KS、KO、KAH、CPR、UGT1、UGT3和UGT4
使用如共同待决专利申请PCT/EP2013/056623中描述的技术将所有导致RebA产生的通路基因设计整合至一个位点。使用合适的引物和源于CEN.PK酵母菌株的基因组DNA以扩增整合位点的5’和3’整合侧翼。在DNA2.0,不同的基因被整理为盒(包含同源序列、启动子、基因、终止子、同源序列)(概述请参见表5)。溶解来源于DNA2.0的DNA至100ng/μl。将该原液进一步稀释至5ng/μl,然后取1μl用于50μl-PCR混合物中。反应包含25pmol每种引物。扩增后,使用NucleoSpin96PCRClean-up试剂盒(Macherey-Nagel)纯化DNA或者利用乙醇沉淀以浓缩DNA。表6.用于RebA产生通路的序列
将所有RebA通路、标记和侧翼(概述请参见表7)转化至S.cerevisiae酵母菌株STV004。在20℃下于YEPhD中过夜恢复后,将转化混合物涂布至含有200μg/mlG418的YEPhD琼脂上。在25℃下培养3天并在室温下培养一夜。
表7.用于CPS、KS、KO、KanMX、KAH、CPR、UGT1、UGT3和UGT4的转化的DNA片段
利用诊断PCR和序列分析(3500基因分析仪,AppliedBiosystems)证实正确的整合。使用BigDyeTerminatorv3.1循环测序试剂盒(LifeTechnologies)完成测序反应。每个反应(10μl)包含50ng模板和3.2pmol引物。通过用乙醇/EDTA沉淀来纯化产物,然后将其溶解在10μlHiDi甲酰胺中并应用于仪器。该菌株被命名为STV016。图5阐释了将GGPP到RebA的通路整合至基因组的示意图。
实施例5:构建菌株STV027
为了从菌株STV016的染色体中除去KanMX标记,用表达Cre重组酶(Güldender,2002)的质粒pSH65转化该菌株。随后,通过在非选择性培养基(2%葡萄糖的YEP)上生长来去除(cured)菌株中的质粒pSH65。所产生的不含KanMX且不含pSH65的菌株(通过涂布在含200μgG418/ml或20μg腐草霉素/ml的平板上来确定,此时不应发生生长)被命名为STV027。利用诊断PCR进一步证实KanMX标记不存在。
实施例6:制备发酵甜菊糖苷组合物
如上所述构建的微生物生产菌株STV027被用于生产发酵莱鲍迪甙A。通过添加氨(12.5重量%)将pH控制在5.0。温度控制在27℃下。通过调节搅拌器速度将pO2控制在40%。保持葡萄糖浓度受进入发酵罐的受控进料所限制。随后,将6ml摇瓶内容物转移到发酵罐中(起始体积0.3L),发酵罐装有如PCT/EP2013/051262的实施例中所示的培养基。通过添加氨(12.5重量%)将pH控制在4.0和8.0之间。温度控制在20℃和45℃之间。通过调节搅拌器速度将pO2控制在05-40%之间。保持葡萄糖浓度受进入发酵罐的受控进料所限制。发酵完成之后,移除微生物生产宿主细胞并按照图7中所示的单元操作和/或其修改形式处理发酵液。在实施例7的情况下,移除微生物生产宿主细胞并按照US13/956144的实施例7所示处理发酵液。
利用本领域已知的方法分析发酵生产的Reb-A,其被表征为满足纯度和产品规格。
实施例7:在4种应用中比较发酵生产的莱鲍迪甙A和植物源性莱鲍迪甙A
使用如实施例1-6中所述的发酵生产的rebA。使用的植物源性产品是来自的PureCircle/Prinova的RebA97%。
7.1检测的产品
酸化水
酸化水 | g/l |
柠檬酸 | 0.6 |
Reb A | 0.24 |
制备饮料的程序:
-称量1升水,使柠檬酸和莱鲍迪甙A溶解同时用标准混合器搅拌。无需进一步处理。
近水
制备饮料的程序:
-称量60%所需的水。然后将高剪切的黄原胶加入水中(在600rpm下30秒)
-在利用标准混合器混合的同时,加入赤藓糖醇、柠檬酸、香料、角黄素储液(参见下文的制备)、甜叶菊和甜叶菊掩蔽香料
-然后加入剩余的水并充分混合产生的组合物
-将产生的组合物在95℃下巴氏消毒30秒并热填充到瓶中。
制备储液的程序:
-称量所示的产品形式(角黄素10%-CWS/S)
-在烧杯中,量出60ml45℃-55℃的温去离子水
-将粉末缓慢加入温水中同时搅拌。搅拌时尽可能少掺入空气
-搅拌10-15分钟以保证粉末完全分散
-利用室温下的水填充至100ml的总体积,然后搅拌。
汁
50卡的石榴饮料(45%果汁) | g/l |
过滤水 | 922.02 |
浓缩苹果汁 | 34.29 |
浓缩石榴汁 | 32.1 |
浓缩葡萄汁 | 32.1 |
石榴香料 | 1 |
苹果酸 | 0.5 |
柠檬酸 | 0.5 |
Reb A | 0.2 |
甜叶菊掩蔽香料 | 1 |
制备饮料的程序:
-称量水,然后加入甜叶菊、甜叶菊掩蔽香料、石榴香料、柠檬酸和苹果酸
-然后加入浓缩苹果汁、浓缩石榴汁和浓缩葡萄汁,同时使用标准混合器
-充分混合产生的组合物,在95℃下巴氏消毒30秒,然后热填充到瓶中。
可乐
制备饮料的程序:
-称量水,然后将山梨酸钾溶解在水中同时搅拌。然后使甜叶菊、柠檬酸三钠和咖啡因溶解
-然后加入糖、焦糖色、甜叶菊掩蔽香料、可乐香料和磷酸
-然后充分混合产生的组合物,将其碳酸化(carbonated)至3.6个碳酸化单位,然后填充到塑料瓶中。
7.2感官评价方法
6个经验丰富并经过训练的小组成员利用用于详细风味分析的感官谱方法来评价所有样品。对于每种应用类型,每位小组成员在两个不同会议中评价每个样品2次。在0(强度很低)至15(强度很高)的感官谱量表上打分并进行讨论以对分数达成共识。以平衡次序展示产品。
产品保留在嘴中3秒钟之后吐出样品并评定甜味。甜味分数(同样在0-15范围内的量表上)是各数据的平均强度分数。为了评价差异的显著性,进行ANOVA。
7.3结果
总甜味
图8中显示了每种样品的甜味。在每种所检测的应用中,发现发酵RebA和基于植物的RebA之间无显著的甜味差异(p<0.05)。
每种应用的结果
酸化水
图9中显示了酸化水应用的一致数据。基于所用成分,发酵RebA显示出柑橘和酸味属性作用,这指示发酵RebA的增强效果。
近水
图10中显示了近水应用的一致数据。基于所用成分,发酵RebA显示出对总香气作用、甜芳香复合物和乙基麦芽酚(又名草莓香料),这指示发酵RebA的增强效果。
汁
图11中显示了汁应用的一致数据。基于所用成分,发酵RebA显示出总香气作用和棕果作用,这指示发酵RebA的增强效果。
下表8、9和10中显示了原始数据。
表8:酸化水的原始数据
表9:酸化水的原始数据
表10:酸化水的原始数据
实施例8:低热量橙汁饮料
将60g浓缩橙汁与1.1g柠檬酸、0.24g维生素C、1.0g橙子精华、0.76g发酵生产的莱鲍迪甙A和水混合,以产生总量为1000mL的均匀溶解的混合物。然后,将混合物在约95℃下巴氏消毒20秒以制备类似于通过常规方法制得的橙汁。对产品的风味、后味和口感进行感官评价。数据显示:发酵生产的莱鲍迪甙A获得了卓越的味道和口感结果。
可使用相同的方法制备来自其它水果(例如,苹果、柠檬、杏、浆果、菠萝等)的果汁。
实施例8:冰激凌
将1.50kg全乳加热至45℃,然后将300g乳脂、100g塔格糖、90g山梨糖醇、6g卡拉胶(作为稳定剂)、3g聚山梨醇酯-80(作为乳化剂)和1.0g发酵生产的莱鲍迪甙A加入到乳中并搅拌直至成分完全溶解。
然后将混合物在80℃下巴氏消毒25秒。均化之后,使样品保持在4℃的温度下持续24小时以完成老化过程。老化之后,将香草香料(混合物重量的1.0%)和色素(混合物重量的0.025%)加入混合物中。然后将混合物转移到冰激凌机中以自动生产冰激凌。将所产生冰激凌的样品转移到密闭容器中并保存在温度为-18℃的冰箱中。
评价冰激凌的物化性质,以及颜色、平滑度、表面质地、气室、香草芳香强度、香草味、类粉笔特性、冰冷和融化速率的总体属性。
实施例9:酸奶
将0.8g根据本发明制备的发酵生产的莱鲍迪甙A溶解在1kg脱脂乳中。在82℃下巴氏消毒20分钟之后,将乳冷却至40℃。加入30g起子(starter)并在37℃下孵育混合物持续6小时。然后,将经发酵的物质维持在10-15℃持续12小时。
产品是低热量且低致龋齿的酸奶并评价其味道和气味。
实施例10:冰柠檬茶
该饮料的配方如下:
95%高纯度发酵生产的莱鲍迪甙A,0.08;苯甲酸钠,0.02;柠檬酸,0.27;抗坏血酸,0.01;茶提取物,0.03;柠檬香料,0.10;水至100。
在水中混合和溶液所有成分并进行巴氏消毒。评价产品的味道和风味。将其感官和物化特征与有热量的柠檬味冰茶比较。
实施例11:面包
1kg面粉、37.38g低聚果糖糖浆、80g人工奶油、20g盐、20g酵母和0.25g如上所述得到的95%高纯度发酵生产的莱鲍迪甙A置于混合器中并充分混合。将600ml水倒入混合物中并充分揉合。在揉合过程结束时,使面团成形并发酵30-45分钟。将准备好的面团放置在烤箱中并烘烤45分钟。评价面包样品的颜色和质地。
实施例12:节食至中热量的饼干
将50.0%面粉、30.0%人工奶油、10.0%果糖、8.0%麦芽糖醇、1.0%全乳、0.2%盐、0.15%发酵粉、0.1%香草醛和0.55%根据本发明得到的发酵生产的莱鲍迪甙A在面团混合机中充分揉合。面团塑形之后,在200℃下烘焙饼干15分钟。
产品是低热量的节食饼干并评价其味道和恰当的甜味。
实施例13:酱油
将0.8g发酵生产的莱鲍迪甙A加入到1000mL酱油中并均匀混合。评价产品的味道和质地。
实施例14:巧克力
将包含30kg可可液、11.5kg可可脂、14kg奶粉、44kg山梨糖醇、0.1kg盐和0.1kg发酵生产的莱鲍迪甙A的组合物充分揉合,然后将混合物置于精磨机中24小时以减小颗粒尺寸。之后,将内容物转移到巧克力搅拌揉捏机(conche)中。加入300g卵磷脂,然后在50℃下揉合组合物持续48小时。然后,将内容物置于成形装置中并使其固化。
产品是低致龋齿且低热量的巧克力并评价其质地以及是否存在任何后味。
实施例15:牙膏
通过以常用方法揉合如下组合物来制备牙膏,所述组合物包含:45.0%磷酸钙、1.5%羧甲基纤维素、0.5%卡拉胶、18.0%甘油、2.0%聚氧乙烯失水山梨醇单酯、1.5%β-环糊精、0.2%月桂醇肌氨酸钠、1.0%调味剂、0.1%防腐剂、0.2%根据本发明得到的发酵生产的莱鲍迪甙A、和水至100%。
评价产品的起泡和清洁能力以及恰当的甜味。
实施例16:低热量的碳酸饮料
所述饮料的配方如下:
利用不同甜味剂(植物提取的莱鲍迪甙A(95%)和发酵生产的莱鲍迪甙A(95%))制备饮料,并提供给8人的评价小组进行比较。评估饮料的苦味、涩味、后味、甜味品质以及总体评价。
实施例7-17中展示的以上评估证明:利用发酵生产的莱鲍迪甙A制备的多种产品相较于利用植物提取的类似等级的莱鲍迪甙A制备的类似产品具有改进的感官特征。
表1:序列表说明
灰色的id是截短的,因此它们是所提及的UniProtid的片段。
Claims (14)
1.一种产品,其是包含甜味剂组合物的食品、饮料、药物组合物、烟草、营养品、口部卫生组合物或化妆品,其中所述甜味剂组合物包含一种或更多种发酵生产的甜菊糖苷。
2.根据权利要求1所述的产品,其中所述一种或更多种发酵生产的甜菊糖苷中的至少一种是莱鲍迪甙A。
3.根据权利要求1或2所述的产品,其中所述甜味剂组合物包含基于干重至少约95%的发酵生产的莱鲍迪甙A。
4.根据在前的权利要求中的任一项所述的产品,其是零卡路里、低卡路里或糖尿病患者用的产品。
5.根据在前的权利要求中的任一项所述的产品,其是专供人消耗的或者是动物饲料或料草。
6.根据在前的权利要求中的任一项所述的产品,其是酒精饮料、天然的汁、碳酸软饮料、节食饮料、零卡路里饮料、低卡路里饮料或食物、酸奶饮料、速溶汁、速溶咖啡、粉末型速溶饮料、罐装食品、糖浆、发酵豆酱、酱油、醋、调味品、蛋黄酱、番茄酱、咖喱粉、汤、速食汤、酱油粉、醋粉、饼干、米饼、薄脆饼干、面包、巧克力、焦糖、糖果、口香糖、果冻、布丁、果脯或咸菜、鲜奶油、果酱、橘子酱、花酱、奶粉、冰激凌、冰糕、瓶装蔬菜或水果、罐装豆或煮豆、甜酱煮肉或食物、农业蔬菜食品、海鲜、火腿、香肠、鱼肉火腿、鱼肉香肠、鱼酱、油炸鱼制品、干海鲜制品、冷冻食品、腌海藻、腌肉、烟草或药品。
7.根据在前的权利要求中的任一项所述的产品,其是非碳酸或碳酸饮料例如可乐、源于水果或蔬菜的果汁、果汁、含水果颗粒的果汁、水果饮料、果汁饮料、含果汁的饮料、果味饮料、蔬菜汁、含蔬菜的汁、含水果和/或蔬菜的混合汁、运动饮料、能量饮料、近水或类似饮料、茶型或受欢迎型饮料、含乳成分的饮料或乳制品。
8.根据在前的权利要求中的任一项所述的产品,其中所述甜味剂组合物还包含天然高强度甜味剂、合成或人工的高强度甜味剂、天然甜味抑制剂、鲜味增强剂、氨基酸、聚氨基酸添加剂、多元醇或糖醇、低卡路里甜味剂、碳水化合物、糖酸、调味剂、芳香组分、核苷酸添加剂、有机酸添加剂、有机酸盐添加剂、无机酸盐添加剂、苦味组分添加剂、人工或天然甜味增强剂、聚合物添加剂、蛋白质或蛋白质水解物添加剂、表面活性剂添加剂、类黄酮添加剂、醇添加剂、涩味化合物添加剂、维生素、膳食纤维、抗氧化剂、脂肪酸或盐。
9.一种制备产品的方法,所述产品是包含甜味剂组合物的食品、饮料、药物组合物、烟草、营养品、口部卫生组合物或化妆品,所述方法包括:制备所述产品以及掺入包含一种或更多种发酵生产的甜菊糖苷的甜味剂组合物。
10.根据权利要求9所述的方法,其中所述产品是根据权利要求1-8中的任一项所述的产品。
11.包含一种或更多种发酵生产的甜菊糖苷的甜味剂组合物在制备食品、饮料、药物组合物、烟草、营养品、口部卫生组合物或化妆品中的用途。
12.根据权利要求11所述的用途,其中所述产品是根据权利要求1-8中的任一项所述的产品。
13.根据权利要求11或12所述的用途,其是增强柑橘或酸味属性、总香气作用、甜芳香复合物、乙基麦芽酚(草莓味)或棕果。
14.一种组合物,其包含基于干燥固体至少约60重量%、至少约70重量%、至少约80重量%、至少约90重量%、至少约95重量%、至少约99重量%的发酵生产的莱鲍迪甙A。
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PCT/EP2014/066555 WO2015014969A1 (en) | 2013-07-31 | 2014-07-31 | Steviol glycosides |
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EP (1) | EP3027048A1 (zh) |
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BR (1) | BR112016001950A2 (zh) |
CA (1) | CA2917615A1 (zh) |
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CN109100412A (zh) * | 2018-09-12 | 2018-12-28 | 四川大学 | 甜菊糖苷的鉴定方法 |
CN109100412B (zh) * | 2018-09-12 | 2020-12-25 | 四川大学 | 甜菊糖苷的鉴定方法 |
CN117286206A (zh) * | 2023-11-27 | 2023-12-26 | 中国科学院烟台海岸带研究所 | 枸杞糖基化多肽的酶酵耦合制备方法 |
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WO2015014969A1 (en) | 2015-02-05 |
MX2016000825A (es) | 2016-05-24 |
CA2917615A1 (en) | 2015-02-05 |
AU2014298430A1 (en) | 2016-02-11 |
BR112016001950A2 (pt) | 2017-08-29 |
EP3027048A1 (en) | 2016-06-08 |
US20160213039A1 (en) | 2016-07-28 |
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