CN109943547B - 一种茶树蔗糖合酶CsSUS587、制备方法及应用 - Google Patents
一种茶树蔗糖合酶CsSUS587、制备方法及应用 Download PDFInfo
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- CN109943547B CN109943547B CN201910314683.0A CN201910314683A CN109943547B CN 109943547 B CN109943547 B CN 109943547B CN 201910314683 A CN201910314683 A CN 201910314683A CN 109943547 B CN109943547 B CN 109943547B
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- sucrose synthase
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Abstract
本发明属于分子生物技术领域,特别涉及一种茶树蔗糖合酶CsSUS587、制备方法及应用,包括以茶树cDNA为模板,设计引物,PCR扩增目的基因;构建连接体系反应得表达载体;将构建载体转化至感受态细胞中;茶树蔗糖合酶的分离纯化。本发明从制备的蔗糖合酶CsSUS587纯度高,能促进可催化尿苷二磷酸与蔗糖生成可用于糖苷合成的尿苷二磷酸葡萄糖,与糖基转移酶合用,可提高对应糖苷的合成效率。
Description
技术领域
本发明属于分子生物技术领域,特别涉及一种茶树蔗糖合酶CsSUS587、制备方法及应用。
背景技术
蔗糖合酶(Sucrose synthase,SUS)是植物细胞中的一种重要细胞质酶,其在植物体进行糖代谢的过程中起关键作用。SUS是一种可以催化蔗糖分解的可逆反应酶,UDP-Glucose和果糖是其催化产物。对SUS基因的研究已经在一些植物,特别是在棉花中进行过大量实验。研究表明,通过抑制SUS的表达,棉花纤维细胞的起始和伸长受到显著影响。原因可能是葡萄糖为纤维素合成酶的反应物,用于生产细胞壁生物合成用纤维素,该现象表明SUS在纤维素合成和细胞壁的形成中是必不可少的关键因素。
糖苷类物质,如黄酮类化合物具有广泛的生理和药理活性,是植物药物中具有抗氧化作用的成分。这类化合物在国内外医药界是研究的热点,是一类开发前景极为广阔的天然药物。黄酮醇类包括山奈酚类和棚皮素类等,其中山萘酚类含量最多。山萘酚(Kaempferol),分子式为:C15H10O6,分子量为286.23,黄色粉末,微溶于水,溶于二甲基亚矾、乙醇及***,又称山萘黄素、山奈素、四羟基黄酮。山萘酚大量存在于植物根、叶和果实中,在常用的中药如沙棘、银杏叶、蜂胶、金刚藤、酸模中含量丰富。山萘酚取代基以葡萄糖、葡萄糖醛酸、槐香糖、芸香糖和鼠李糖为主,糖取代位置一般在C-3,C-6和C-7。山萘酚可经肠道吸收进入体内,在肝脏进行II项代谢,多以葡萄糖醛酸和硫酸结合物的形式存在。现代药理学研究发现,山萘酚具有抗炎、抗氧化、抑制肿瘤生长、预防心血管疾病和清除自由基等多种药理活性。
糖苷态香气物质即糖苷是一类不具挥发性,与糖类物质通过糖苷键结合后以糖苷态形式存在的一类香气前体,具有重要的生物和药理功能。随着植物糖苷态香气前体研究的日益深入,大量糖苷态香气物质被分离并鉴定,有些还被证实具有重要的生物活性,如抗菌、抗炎和对神经的保护作用。糖苷态香气提高了游离香气物质的水溶性和稳定性,在特定的条件下,释放出人们需要的香气物质,在化妆品、食品和药物开发领域具有广泛的商业价值(如目前市场上每克香叶醇糖苷的价格为20万人民币),成为天然产物领域研究的热门课题。在自然界中,糖苷化是植物次生代谢最为重要的修饰反应之一,糖苷物质是由UDP-糖基转移酶催化完成,糖基转移酶(GT)可将糖基从活化的供体转移到小分子香气(苷元)上,从而调节受体分子在基体的生物活性、可溶性、亚细胞定位和稳定性。
通过GT酶的催化反应生成相应的糖苷和UDP,但UDP-Glucose价格昂贵,且UDP作为糖苷制备的反应的产物之一会很大程度地抑制糖基转移酶活性。随着UDP在反应混合物中的积累,反应速率将会逐渐降低。所以,本发明探索分离纯化了一种茶树蔗糖合酶,并将其应用到糖苷的制备中。
发明内容
本发明从制备的蔗糖合酶CsSUS587纯度高,能促进可催化尿苷二磷酸与蔗糖生成可用于糖苷合成的尿苷二磷酸葡萄糖,与糖基转移酶合用,可提高对应糖苷的合成效率。
本发明提供了一种茶树蔗糖合酶CsSUS587的制备方法,包括以下步骤:
目的基因克隆:以茶树cDNA为模板,设计引物,然后进行PCR反应;
其中,引物序列:
SalI:5’-gatatcggatccgaattcgagctccgtcgacgcatggcatctcatgttctga-3’,
Notl:5’-gatctcagtggtggtggtggtggtgctcgagtgcggccgcctactcaatagccaaagggacttctg-3’;
PCR反应体系:500ng/μL的茶树cDNA模板2μL,10μM的上、下游引物各2μL,高保真聚合酶24μL,ddH2O添至50μL;
构建表达载体:构建连接体系,置于37℃水浴25-30min再冰浴5-10min;
其中,连接体系为:5×CEⅡBuffer取2μL,pET-32a+取3μL,PCR产物2μL,ExnaseⅡ试剂1μL,ddH2O添至10μL;
转化:将构建载体转化至感受态细胞中,扩大培养后得含CsSUS587基因全长的工程菌;
茶树蔗糖合酶的分离纯化:离心取沉淀,-80℃下放置2-4h;加入1×washbuffer,超声破碎后离心得沉淀;沉淀加水混匀后过纯化柱,得茶树蔗糖合酶CsSUS587。
优选地,上述PCR反应条件:94℃预变性3min,94℃变性30s,55℃退火30s,72℃延伸3min,共进行30个循环,最后72℃延伸10min;4℃保存。
优选地,第一次离心条件为:4℃、5000rpm,离心时间为10min,且重复一次;第二次离心条件为:4℃、10000rpm,离心时间为20min。
一种上述茶树蔗糖合酶CsSUS587制备方法制得的茶树蔗糖合酶CsSUS587。
一种根据上述茶树蔗糖合酶CsSUS587在合成糖苷中的应用。
优选地,茶树蔗糖合酶CsSUS587的应用包括以下步骤:
S1,PH值为7.5且100mM的Tris-Hcl、DTT、2.5mM的UDPG、10μg/μL的GT、20mM的底物、10.85μg/μL的茶树蔗糖合酶CsSUS587、100M的蔗糖以体积比21:1:1:1:1:1:1混合,然后30℃、400rpm条件下反应10-12h;
S2,加乙酸乙酯萃取,取萃取剂层真空浓缩,得固体糖苷。
优选地,所述底物为苯乙醇、山奈酚及正辛醇中的一种。
与现有技术相比,本发明的有益效果:
本发明从制备的蔗糖合酶CsSUS587纯度高,能促进可催化尿苷二磷酸与蔗糖生成可用于糖苷合成的尿苷二磷酸葡萄糖,与糖基转移酶合用,可提高对应糖苷的合成效率,降低了糖苷的生产成本,适合工业化生产;同时通过消耗UDP(尿苷二磷酸)来防止出现随着反应进行UDP会逐渐积累降低反应速率的缺陷。
附图说明
图1为本发明实施例2中茶树蔗糖合酶CsSUS587对GT介导的3位点山奈酚糖苷效率影响的高效液相色谱图;
图2为本发明实施例2中茶树蔗糖合酶CsSUS587对GT介导的山奈酚糖苷效率影响的质谱图;
其中,图1-2中:A为3位点山奈酚糖苷标品,B为现有利用GT合成3位点山奈酚糖苷,C为利用实施例1的方法合成的3位点山奈酚糖苷;
图3为本发明实施例3中茶树蔗糖合酶CsSUS587对GT介导的苯乙醇糖苷化产物合成效率的影响高效液相色谱图;
图4为本发明实施例3中茶树蔗糖合酶CsSUS587对GT介导的苯乙醇糖苷化产物合成效率的影响质谱图;
图5为本发明实施例3中茶树蔗糖合酶CsSUS587对GT介导的苯乙醇糖苷合成的定量分析图。
具体实施方式
下面结合附图1对本发明的一个具体实施方式进行详细描述,但应当理解本发明的保护范围并不受具体实施方式的限制,实施例中涉及的生物化学操作如PCR扩增、构建载体、细胞转化、分离纯化、电泳、菌体培养等过程如无特殊说明均属于本领域常规操作手段,涉及试剂均能通过公共渠道获得。
实施例1
一种茶树蔗糖合酶CsSUS587的制备方法,包括以下步骤:
目的基因克隆:以茶树cDNA为模板,用SnapGene Viewer软件设计特异性引物,然后进行PCR反应;PCR产物用1.2%琼脂糖凝胶电泳检测,得到一条大小为2000bp左右的条带,即克隆成功。
其中,引物序列:
SalI:5’-gatatcggatccgaattcgagctccgtcgacgcatggcatctcatgttctga-3’,如SEQID NO.1所示;
Notl:5’-gatctcagtggtggtggtggtggtgctcgagtgcggccgcctactcaatagccaaagggacttctg-3’,如SEQ ID NO.2所示;
PCR反应体系:cDNA为模板模板2μL,10μM的上、下游引物各2μL,高保真聚合酶(10×Taq mix酶)24μL,ddH2O添至50μL;
PCR反应条件:94℃预变性3min,94℃变性30s,55℃退火30s,72℃延伸3min,共进行30个循环,最后72℃延伸10min;4℃保存。
构建表达载体:构建连接体系并用移液器上下吹打,避免产生气泡,置于37℃水浴25-30min再置于冰上冰浴5-10min;
其中,连接体系为:5×CEⅡBuffer取2μL,线性化克隆载体pET-32a+(购自通用生物***(安徽)有限公司)3μL,PCR产物2μL,ExnaseⅡ试剂1μL,ddH2O添至10μL。
转化:将构建载体转化至BL21感受态细胞中,扩大培养得含CsSUS2基因全长的工程菌;
转化过程:(1)取100μL感受态细胞Trans1T1悬液冰上溶解,加入质粒DNA(每10μL质粒DNA加入20μL感受态细胞)。
(2)用枪头轻轻混匀,冰上放置25-30min后,于42℃水浴中加热60-90s,然后迅速在冰上冷却3~5min。
(3)加入500μL LB液体培养基,37℃200rpm振荡培养1-2h,使菌体恢复正常生长状态,并扩大培养。
(4)取500μL菌液均匀涂在含Amp(终浓度为100μg/ml)的LB平板上,菌液完全被培养基吸收后,倒置培养皿,于37℃恒温培养箱中培养12h左右,待形成单个菌落停止培养。
(5)挑取单菌落于摇菌管加入液体LB+Amp培养基5-10ml摇混后提取质粒为克隆载体。
6)取100μL感受态细胞BL21悬液冰上溶解,加入克隆载体(每10μL质粒加入20μL感受态细胞)。
(7)用枪头轻轻混匀,冰上放置25-30min后,于42℃水浴中加热60-90s,然后迅速在冰上冷却3~5min。
(8)加入500μL LB液体培养基,37℃200rpm振荡培养1-2h,使菌体恢复正常生长状态,并扩大培养。
(9)取500μL菌液均匀涂在含Amp+cl-(终浓度为100μg/ml)的LB平板上,菌液完全被培养基吸收后,倒置培养皿,于37℃恒温培养箱中培养12h左右,待形成单个菌落停止培养。
(10)挑单菌于10ml的LB(含100μg/ml Amp+cl-)中,37℃,200r/min培养5-10h至菌液混浊。
(11)将混浊菌液倒入已配制好的500mlLB(含100μg/ml Amp+cl-)液体培养基中,37℃,200r/min培养4~6h至OD600=0.6-0.8。
(12)冷却到16-18℃后,加入1mM IPTG(100μg/ml)在16℃、200r/min培养22h。
茶树蔗糖合酶的分离纯化:4℃、5000rpm条件下离心10min,且重复一次,每次离心均取沉淀,置于-80℃下2-4h;加入1×wash buffer震荡至无大菌块为止,超声破碎10min,4℃、10000rpm下离心时间20min,得沉淀。
沉淀加水混匀得蛋白溶液,将垫片置于纯化柱(His亲和层析柱)中,加入200-400μL含有His标签的树脂,用10ml的1×wash buffer(Buffer A)一次5mL洗两次柱子;将蛋白溶液倒入柱子中封口,置于4℃层析柜过夜摇动柱子,使树脂与蛋白充分融合;从层析柜中取出柱子,打开柱子下方使液体流出,继而用1×wash buffer(Buffer A)洗两次柱子,每次用5mL。取1.5mL离心管置于冰上,将柱子放在1.5mL离心管上,用洗脱液Buffer B洗脱3次,每次加入300μL并充分融合5min,最后得到的即为纯的茶树蔗糖合酶CsSUS587。纯化后的蛋白用SDS-PAGE蛋白胶检测。
一种上述方法制得的茶树蔗糖合酶CsSUS587,氨基酸序列为:
MASHVLTRVHSLRDRLDGTLSTHRNELLLLLSNIEKHGKGILKPHQIEAEFEALPKHAQQKLHDGPFGEVLKSAQEAIVLPPWVALAIRLRPGVWEYIRVNINALVVEELSVPEYLHFKEELVEGPRNGNFVLELDFEPFTASFPRPTLSKSIGNGVEFLNRHLSAKMFHDKESMHPLLEFLKAHNYNGRTMMLNDRIQNLNALQFVLRKAEEYLLTFPSDTTYSEFEHKFQELGLERGWGDTAGRVLEMIHLLLDLLEAPDPCTLETFLGRIPMVFNVVILSPHGYFAQENVLGYPDTGGQVVYILDQVPAMEKEMLLRIKQQGLDIIPRILIVTRLLPDAVGTTCNQRLEKVYGAEHSHILRVPFRTEKGIVRKWISRFEVWPYMETFTEDVAHEIALELQAKPDLVIGNYSEGNLVASLLAHKLGVTQCTIAHALEKTKYPDSDIYWKKFDEKYHFSSQFTADLIAMNHTDFIITSTFQEIAGSKNTVGQYESHTAFTMPGLYRVVHGIDVFDPKFNIVSPGADMSIYFPHTEKEKRLTKFHPEIEELLFSEVENEEHLGMLKDKKKPIIFSMARLDRVKNLTGLVELYGKNARLRELANLVVVGGDRRKESKDLEEQAEMKKMYEMIETYKLQGQFRWISSQMNRVRNGELYRCIADTKGVFVQPAFYEAFGLTVVEAMTCGLPTFATSYGGPAEIIIHGKSGFHIDPYHGDQVAELLVNFYERYTWQIYSERLMTLAGVYGFWKYVSKLDRLETRRYLEMFYALKYRKLAESVPLAIE,如SEQ ID NO.3所。
一种上述茶树蔗糖合酶CsSUS587在合成糖苷中的应用。
上述茶树蔗糖合酶CsSUS587在合成糖苷中的应用,包括以下步骤:
S1,PH值为7.5且100mM的Tris-Hcl、DTT、2.5mM的UDPG、10μg/μL的GT、20mM的底物(苯乙醇、山奈酚及正辛醇中的一种)、10.85μg/μL的茶树蔗糖合酶CsSUS587、100M的蔗糖以体积比21:1:1:1:1:1:1混合,然后30℃、400rpm条件下反应10-12h;
S2,加入色谱级乙酸乙酯震荡萃取,置于4℃超声清洗机中混匀30min,4℃、15000rpm条件下离心30min,分别得乙酸乙酯层和溶液层;
S3,溶液层重复S2萃取操作,合并两次乙酸乙酯层,然后真空浓缩,得固体糖苷(相应的底物对应的糖苷为苯乙醇糖苷、3位点山奈酚糖苷、正辛醇糖苷),加入350μL质谱级的甲醇,震荡使沉淀充分溶解,过0.22μL的有机膜注入液相进样瓶中保存。
实施2
为验证本申请的应用效果,利用实施例1的应用方法合成了3位点山奈酚糖苷,分别对纯3位点山奈酚糖苷、现有利用GT合成3位点山萘酚糖苷(与实施例1中的合成区别仅在于未添加茶树蔗糖合酶CsSUS587)、实施例1中的方法得到的3位点山奈酚糖苷分别进行了高效液相色谱检测,在正离子模式下提取山萘酚糖苷的分子量449。结果如图1-2:添加了茶树蔗糖合酶CsSUS587后3位点山奈酚糖苷生成量明显增高。
实施例3
为验证本申请的应用效果,利用实施例1的应用方法合成了苯乙醇糖苷,分别对现有利用GT合成苯乙醇糖苷(与实施例1中的合成区别仅在于未添加茶树蔗糖合酶CsSUS587)、实施例1中的方法得到的苯乙醇糖苷分别进行了高效液相色谱检测,在正离子模式下合成的苯乙醇糖苷的分子量307。结果如图3-5:图3中对加入蔗糖合酶前后进行峰高低比对的高翔液相色谱检测后结果,添加了茶树蔗糖合酶CsSUS587后苯乙醇糖苷生成量明显增高。图4为对图3进行质谱图分析。图5为对图3作两个技术重复后峰面积比对结果。另外,对正辛醇糖苷的效果也良好,此不赘述。
需要说明的是,本发明权利要求书中采用的步骤方法与上述实施例相同,为了防止赘述,本发明的描述了优选的实施例,但本领域内的技术人员一旦得知了基本创造性概念,则可对这些实施例做出另外的变更和修改。所以,所附权利要求意欲解释为包括优选实施例以及落入本发明范围的所有变更和修改。
显然,本领域的技术人员可以对本发明进行各种改动和变型而不脱离本发明的精神和范围。这样,倘若本发明的这些修改和变型属于本发明权利要求及其等同技术的范围之内,则本发明也意图包含这些改动和变型在内。
序列表
<120> 一种茶树蔗糖合酶CsSUS587、制备方法及应用
<141> 2019-04-12
<160> 3
<170> SIPOSequenceListing 1.0
<210> 1
<211> 52
<212> DNA
<213> 人工序列
<400> 1
gatatcggat ccgaattcga gctccgtcga cgcatggcat ctcatgttct ga 52
<210> 2
<211> 66
<212> DNA
<213> 人工序列
<400> 2
gatctcagtg gtggtggtgg tggtgctcga gtgcggccgc ctactcaata gccaaaggga 60
cttctg 66
<210> 3
<211> 783
<212> PRT
<213> 人工序列
<400> 3
Met Ala Ser His Val Leu Thr Arg Val His Ser Leu Arg Asp Arg Leu
1 5 10 15
Asp Gly Thr Leu Ser Thr His Arg Asn Glu Leu Leu Leu Leu Leu Ser
20 25 30
Asn Ile Glu Lys His Gly Lys Gly Ile Leu Lys Pro His Gln Ile Glu
35 40 45
Ala Glu Phe Glu Ala Leu Pro Lys His Ala Gln Gln Lys Leu His Asp
50 55 60
Gly Pro Phe Gly Glu Val Leu Lys Ser Ala Gln Glu Ala Ile Val Leu
65 70 75 80
Pro Pro Trp Val Ala Leu Ala Ile Arg Leu Arg Pro Gly Val Trp Glu
85 90 95
Tyr Ile Arg Val Asn Ile Asn Ala Leu Val Val Glu Glu Leu Ser Val
100 105 110
Pro Glu Tyr Leu His Phe Lys Glu Glu Leu Val Glu Gly Pro Arg Asn
115 120 125
Gly Asn Phe Val Leu Glu Leu Asp Phe Glu Pro Phe Thr Ala Ser Phe
130 135 140
Pro Arg Pro Thr Leu Ser Lys Ser Ile Gly Asn Gly Val Glu Phe Leu
145 150 155 160
Asn Arg His Leu Ser Ala Lys Met Phe His Asp Lys Glu Ser Met His
165 170 175
Pro Leu Leu Glu Phe Leu Lys Ala His Asn Tyr Asn Gly Arg Thr Met
180 185 190
Met Leu Asn Asp Arg Ile Gln Asn Leu Asn Ala Leu Gln Phe Val Leu
195 200 205
Arg Lys Ala Glu Glu Tyr Leu Leu Thr Phe Pro Ser Asp Thr Thr Tyr
210 215 220
Ser Glu Phe Glu His Lys Phe Gln Glu Leu Gly Leu Glu Arg Gly Trp
225 230 235 240
Gly Asp Thr Ala Gly Arg Val Leu Glu Met Ile His Leu Leu Leu Asp
245 250 255
Leu Leu Glu Ala Pro Asp Pro Cys Thr Leu Glu Thr Phe Leu Gly Arg
260 265 270
Ile Pro Met Val Phe Asn Val Val Ile Leu Ser Pro His Gly Tyr Phe
275 280 285
Ala Gln Glu Asn Val Leu Gly Tyr Pro Asp Thr Gly Gly Gln Val Val
290 295 300
Tyr Ile Leu Asp Gln Val Pro Ala Met Glu Lys Glu Met Leu Leu Arg
305 310 315 320
Ile Lys Gln Gln Gly Leu Asp Ile Ile Pro Arg Ile Leu Ile Val Thr
325 330 335
Arg Leu Leu Pro Asp Ala Val Gly Thr Thr Cys Asn Gln Arg Leu Glu
340 345 350
Lys Val Tyr Gly Ala Glu His Ser His Ile Leu Arg Val Pro Phe Arg
355 360 365
Thr Glu Lys Gly Ile Val Arg Lys Trp Ile Ser Arg Phe Glu Val Trp
370 375 380
Pro Tyr Met Glu Thr Phe Thr Glu Asp Val Ala His Glu Ile Ala Leu
385 390 395 400
Glu Leu Gln Ala Lys Pro Asp Leu Val Ile Gly Asn Tyr Ser Glu Gly
405 410 415
Asn Leu Val Ala Ser Leu Leu Ala His Lys Leu Gly Val Thr Gln Cys
420 425 430
Thr Ile Ala His Ala Leu Glu Lys Thr Lys Tyr Pro Asp Ser Asp Ile
435 440 445
Tyr Trp Lys Lys Phe Asp Glu Lys Tyr His Phe Ser Ser Gln Phe Thr
450 455 460
Ala Asp Leu Ile Ala Met Asn His Thr Asp Phe Ile Ile Thr Ser Thr
465 470 475 480
Phe Gln Glu Ile Ala Gly Ser Lys Asn Thr Val Gly Gln Tyr Glu Ser
485 490 495
His Thr Ala Phe Thr Met Pro Gly Leu Tyr Arg Val Val His Gly Ile
500 505 510
Asp Val Phe Asp Pro Lys Phe Asn Ile Val Ser Pro Gly Ala Asp Met
515 520 525
Ser Ile Tyr Phe Pro His Thr Glu Lys Glu Lys Arg Leu Thr Lys Phe
530 535 540
His Pro Glu Ile Glu Glu Leu Leu Phe Ser Glu Val Glu Asn Glu Glu
545 550 555 560
His Leu Gly Met Leu Lys Asp Lys Lys Lys Pro Ile Ile Phe Ser Met
565 570 575
Ala Arg Leu Asp Arg Val Lys Asn Leu Thr Gly Leu Val Glu Leu Tyr
580 585 590
Gly Lys Asn Ala Arg Leu Arg Glu Leu Ala Asn Leu Val Val Val Gly
595 600 605
Gly Asp Arg Arg Lys Glu Ser Lys Asp Leu Glu Glu Gln Ala Glu Met
610 615 620
Lys Lys Met Tyr Glu Met Ile Glu Thr Tyr Lys Leu Gln Gly Gln Phe
625 630 635 640
Arg Trp Ile Ser Ser Gln Met Asn Arg Val Arg Asn Gly Glu Leu Tyr
645 650 655
Arg Cys Ile Ala Asp Thr Lys Gly Val Phe Val Gln Pro Ala Phe Tyr
660 665 670
Glu Ala Phe Gly Leu Thr Val Val Glu Ala Met Thr Cys Gly Leu Pro
675 680 685
Thr Phe Ala Thr Ser Tyr Gly Gly Pro Ala Glu Ile Ile Ile His Gly
690 695 700
Lys Ser Gly Phe His Ile Asp Pro Tyr His Gly Asp Gln Val Ala Glu
705 710 715 720
Leu Leu Val Asn Phe Tyr Glu Arg Tyr Thr Trp Gln Ile Tyr Ser Glu
725 730 735
Arg Leu Met Thr Leu Ala Gly Val Tyr Gly Phe Trp Lys Tyr Val Ser
740 745 750
Lys Leu Asp Arg Leu Glu Thr Arg Arg Tyr Leu Glu Met Phe Tyr Ala
755 760 765
Leu Lys Tyr Arg Lys Leu Ala Glu Ser Val Pro Leu Ala Ile Glu
770 775 780
Claims (4)
1.一种茶树蔗糖合酶CsSUS587,其特征在于,所述茶树蔗糖合酶CsSUS587的氨基酸序列如SEQ ID NO.3所示。
2.根据权利要求1所述的茶树蔗糖合酶CsSUS587在合成糖苷中的应用。
3.根据权利要求2所述的茶树蔗糖合酶CsSUS587在合成糖苷中的应用,其特征在于,包括以下步骤:
S1,PH值为7.5且100mM的Tris-Hcl、DTT、2.5mM 的UDPG、10μg/μL 的糖基转移酶、20mM的底物、10.85μg/μL的茶树蔗糖合酶CsSUS587、100M的蔗糖以体积比21:1:1:1:1:1:1混合,然后30℃、400rpm条件下反应10-12h;
S2,加乙酸乙酯萃取,取萃取剂层真空浓缩,得固体糖苷。
4.如权利要求3所述的茶树蔗糖合酶CsSUS587在合成糖苷中的应用,其特征在于,所述底物为苯乙醇、山奈酚及正辛醇中的一种。
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Publication number | Priority date | Publication date | Assignee | Title |
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CN105063067A (zh) * | 2015-05-18 | 2015-11-18 | 安徽农业大学 | 一种黄酮醇3-O-半乳糖基转移酶CsUGT78A15基因及其编码蛋白和应用 |
CN105087612A (zh) * | 2015-07-10 | 2015-11-25 | 安徽农业大学 | 黄酮醇多位点葡萄糖基转移酶CsUGT73A20基因及其编码蛋白和应用 |
CN108136208A (zh) * | 2015-09-22 | 2018-06-08 | 活力生物制药有限公司 | ***素糖苷前药以及合成方法 |
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Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105063067A (zh) * | 2015-05-18 | 2015-11-18 | 安徽农业大学 | 一种黄酮醇3-O-半乳糖基转移酶CsUGT78A15基因及其编码蛋白和应用 |
CN105087612A (zh) * | 2015-07-10 | 2015-11-25 | 安徽农业大学 | 黄酮醇多位点葡萄糖基转移酶CsUGT73A20基因及其编码蛋白和应用 |
CN108136208A (zh) * | 2015-09-22 | 2018-06-08 | 活力生物制药有限公司 | ***素糖苷前药以及合成方法 |
Non-Patent Citations (1)
Title |
---|
Son, Mi-Hyel等.Production of Flavonoid O-Glucoside Using Sucrose Synthase and Flavonoid O-Glucosyltransferase Fusion Protein.《Journal of Microbiology and Biotechnology》.2009,第19卷(第7期), * |
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