CN108486136B - 黄酮醇3-O-葡萄糖基转移酶MdUGT71B1基因及其编码蛋白和应用 - Google Patents
黄酮醇3-O-葡萄糖基转移酶MdUGT71B1基因及其编码蛋白和应用 Download PDFInfo
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- CN108486136B CN108486136B CN201810283035.9A CN201810283035A CN108486136B CN 108486136 B CN108486136 B CN 108486136B CN 201810283035 A CN201810283035 A CN 201810283035A CN 108486136 B CN108486136 B CN 108486136B
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Abstract
本发明公开一种黄酮醇3‑O‑葡萄糖基转移酶MdUGT71B1基因及其编码蛋白,其核苷酸序列如SEQ:NO.1所示,通过PCR扩增获得MdUGT71B1全长序列,其编码蛋白的氨基酸序列如SEQ:NO.2所示,通过序列比对得到其具有UGT家族的PSPG‑box保守结构域。MdUGT71B1基因的表达量与苹果果皮中黄酮醇糖苷的积累呈正相关关系。在大肠杆菌中进行的体外功能验证表明,MdUGT71B1可以将槲皮素糖基化为槲皮素3‑O‑葡萄糖苷。本发明提供的基因及其编码蛋白在黄酮醇糖苷的生物合成和植物黄酮醇含量的组分改良中的应用。本发明能大量合成黄酮醇3‑O‑葡萄糖苷,为黄酮醇糖苷合成的工程化奠定了基础。
Description
技术领域
本发明属于植物分子生物技术和基因工程领域,涉及一种参与苹果黄酮醇3-O-葡萄糖苷生物合成的基因及其编码蛋白和应用。
背景技术
黄酮醇是类黄酮化合物的一类,通常以糖苷衍生物形式存在于植物液泡中。黄酮醇苷元多达十余种,其中园艺产品中常见的苷元主要是槲皮素、山柰酚和杨梅素等。近些年,大量研究报道了黄酮醇抗氧化、抗肿瘤、预防心血管疾病、消炎等医药学活性。黄酮醇广泛存在于植物根、茎、叶、花、果实和种子中,对植物生长发育和抵抗逆境等发挥着重要作用,包括调控生长素转运、促进侧根形成、影响花粉发育、抗紫外线、调节叶片气孔开度等。因此,植物黄酮醇生物合成与代谢调控研究日益增多,逐渐成为热点。
苹果(Malus×domestica)中的黄酮醇主要为槲皮素及其糖苷,包括槲皮素3-O-半乳糖苷、槲皮素3-O-芸香糖苷、槲皮素3-O-葡萄糖苷和槲皮素3-O-鼠李糖苷等。糖基化主要发生在细胞质中,在糖基转移酶(glycosyltransferase,GT,EC 2.4.x.y)的催化下,将糖基从活化的供体分子转移到受体分子上,是一种广泛存在的化合物修饰方式,也是许多次生代谢产物合成反应的最后一步。糖基化可以改变黄酮醇化合物的亲水性,增加其溶解度和化学稳定性,影响其生物活性,有助于其在细胞内和生物体内的储存和转运等。
由于糖苷化产物具有潜在的药用价值以及对植物生命活动调节的重要性,现在已受到人们的广泛关注。因此鉴别出苹果黄酮醇糖苷生物合成相关的糖基转移酶,对于阐明苹果黄酮醇糖苷生物合成途径有重要意义,也可用于其他植物基于基因工程技术的黄酮醇组分改良,对提高食物中的黄酮醇含量,增加食物的保健功能,具有重要的应用价值。
发明内容
本发明的目的是提供一种参与苹果黄酮醇3-O-葡萄糖苷生物合成的基因MdUGT71B1及其编码蛋白,所述MdUGT71B1基因的CDS序列如SEQ:NO.1所示,编码序列全长为1425个核苷酸,其氨基酸序列如SEQ:NO.2所示,可编码一个含474个氨基酸的蛋白,含有一个保守的PSPG-box结构域,在糖基转移酶大家族中属于GT1家族。
本发明的另一个目的是提供所述MdUGT71B1基因及其编码蛋白在黄酮醇糖苷的生物合成和植物黄酮醇含量的组分改良中的应用。将上述黄酮醇3-O-半乳糖基转移酶MdUGT75B1基因连接到pET-32a(+)载体的多克隆位点中构建获得重组质粒,命名为pET-32a(+)-MdUGT75B1。在大肠杆菌中表达pET-32a(+)-MdUGT75B1,得到MdUGT75B1重组蛋白,可将黄酮醇转化成黄酮醇3-O-半乳糖苷。
本发明提供了一种参与苹果黄酮醇3-O-葡萄糖苷生物合成的基因MdUGT71B1及其编码蛋白及其应用。首次克隆并验证了苹果黄酮醇3-O-葡萄糖苷生物合成相关糖基转移酶MdUGT71B1基因的功能。本发明还提供了含有MdUGT71B1基因的重组质粒,为通过生物工程方法大量合成黄酮醇3-O-葡萄糖苷,进一步开展黄酮醇糖苷生物合成调控研究奠定基础。本发明提供了一种能大量合成黄酮醇3-O-葡萄糖苷的途径,为黄酮醇糖苷合成的工程化奠定基础。
附图说明
图1:光照处理实验中苹果果皮中槲皮素3-O-葡萄糖苷含量检测和MdUGT71B1基因表达分析。
图2:MdUGT71B1氨基酸序列比对结果;CsUGT78A14(KP682360),LjUGT72Z2(KP410264),AtUGT78D2(AT5G17050),GmUGT78K1(ADC96620),MtUGT71G1(AAW56092),OsUGT706C1(BAB68090),OsUGT706D1(BAB68093),OsUGT707A3(BAC83989)。
图3:MdUGT71B1重组蛋白SDS-Page凝胶图;1为诱导破碎后粗蛋白,2为纯化所得MdUGT71B1蛋白。
图4:重组蛋白MdUGT71B1对槲皮素体外酶活分析HPLC图谱。
图5:黄酮醇3-O-葡萄糖基转移酶的催化流程图与化学结构式;以槲皮素为糖受体,UDP-葡萄糖为糖供体,经MdUGT71B1催化生成槲皮素3-O-葡萄糖苷。
具体实施方式
下面结合具体实施例和附图对本发明做进一步的阐述,但实施例不限制本发明的保护范围。
实施例1:苹果黄酮醇糖苷含量检测与MdUGT71B1基因表达
一、实验方法
1、以‘红富士’(Malus pumila Mill)果实为材料,开展了UV-B处理。设置三个生物学重复,每个重复4个果实,取果实样品外果皮1mm厚的皮层组织,迅速用液氮冻透,然后放至-80℃冰箱中保存。所有样品用磨样罐磨成粉末,称取0.1g样品粉末加入1mL 50%甲醇水溶液中,超声30min,然后11000rpm离心15min,吸取上清液至新管中用于HPLC检测。HPLC检测体系为:流动相:A:水(0.1%甲酸),B:乙腈:水(0.1%甲酸)=1:1;进样体积:10μl;流速:1mL/min;HPLC程序如下:0-45min,23%-50%B;45-50min,50%-100%B;50-55min,100%B;55-56min,100%-23%B;56-60min,23%B。
2、利用CTAB法提取苹果果皮的RNA,按照PrimeScriptTM RT reagent Kit withgDNA Eraser(Takara)试剂说明书操作合成cDNA。以苹果MdActin为内参基因,序列如SEQ:NO.3所示,引物为SEQ:NO.4和SEQ:NO.5,MdUGT71B1基因的引物为SEQ:NO.6和SEQ:NO.7,进行实时定量PCR分析其基因表达。反应体系包括10μL Ssofast EvaGreen Supermix(Bio-Rad),上下游引物(10μM)各1μL,2μL cDNA,6μL H2O。反应程序为:95℃反应3min;95℃反应10s,60℃反应30s,循环45次;95℃反应10s;溶解曲线65℃to95℃,每5s上升0.5℃;结束。所用仪器为Bio-Rad CFX96实时荧光定量PCR仪,每次检测都包括以H2O作反应模版的阴性对照。
二、实验结果
黄酮醇糖苷含量检测和基因表达分析结果表明,苹果果皮中槲皮素3-O-葡萄糖苷的含量和MdUGT71B1的基因表达呈良好的正相关关系,且都受到蓝光加UV-B辐射的强烈诱导(图1)。
实施例2:MdUGT71B1基因的克隆及序列分析
一、实验方法
1、以反转录产物cDNA为模板,用SEQ:NO.8和SEQ:NO.9所示引物进行PCR扩增,PCR反应体系为50μL,成分分别为:2×Phanta Max Buffer 25μL,dNTP Mix(10mM each)1μL,DNA polymerse(1U/μL)1μL,上下游引物(10μM)各2μL,cDNA 1μL,H2O 18μL。PCR程序为:95℃预变性3min,35个循环的95℃ 15s,58℃ 15s和72℃ 1min 40s,72℃ 5min,4℃ hold。
2、将PCR扩增产物连接到T-easy载体,转化大肠杆菌DH5α,进行菌落PCR验证,获得阳性菌落进行测序。
测序结果返还之后Blast比对发现核苷酸序列与数据库中一致,获得的MdUGT71B1基因序列如SEQ:NO.1所示含有1425个核苷酸,编码474个氨基酸的蛋白,如SEQ:NO.2所示。利用MdUGT71B1氨基酸序列与已发表具有黄酮醇3-OH葡萄糖基催化功能的糖基转移酶比对,结果如图2所示。
实施例3:MdUGT71B1基因的原核表达
一、实验方法
1、设计带有表达载体pET-32a(+)载体的多克隆酶切位点的特异引物,其引物序列如SEQ:NO.10和SEQ:NO.11所示。
2、以测序正确返还T-easy载体为模板,用SEQ:NO.10和SEQ:NO.11所示引物进行PCR扩增,PCR反应体系为50μL,成分分别为:2×Phanta Max Buffer 25μL,dNTP Mix(10mMeach)1μL,DNA polymerse(1U/μL)1μL,上下游引物(10μM)各2μL,cDNA 1μL,H2O 18μL。PCR程序为:95℃预变性3min,35个循环的95℃15s,58℃15s和72℃1min40s,72℃5min,4℃hold。
3、将PCR扩增产物连接到用Xho I和BamH I双酶切过的pET-32a(+)载体,获得pET-32a(+)-MdUGT71B1重组质粒。
4、将pET-32a(+)-MdUGT71B1重组质粒转化到大肠杆菌BL21(DE3)PlysS表达宿主菌中,经菌落PCR验证,挑取阳性菌落接种到500mL LB液体培养基,37℃摇菌,直至OD600约为0.8,获得转基因工程菌。
5、在上述转基因的工程菌中加入IPTG至终浓度为1mM,16℃诱导24h,收集菌体,500mL收集1管,加入20mL1×PBS缓冲液,充分悬浮菌体,-80℃放置48h以上,将菌体置于30℃水浴锅解冻后,超声破碎20min,10000rpm离心30min,收集上清液4粗蛋白。用ClontechHisTALON试剂盒进一步纯化目的蛋白。利用SDS-PAGE方法检测蛋白表达和纯化效果,结果如图3所示。
二、实验结果
图3中可看出,pET-32a(+)-MdUGT71B1重组质粒转化到表达宿主大肠杆菌BL21(DE3)PlysS(购于上海普洛麦格生物产品有限公司),经IPTG诱导后,有重组蛋白的表达,上清蛋白经Clontech HisTALON试剂盒纯化后得到较纯的重组蛋白,且重组蛋白条带大小与预测的一致,加上重组标签后在75kDa左右有明显的重组蛋白条带。纯化的蛋白可用于进一步的酶学分析。
实施例4:MdUGT71B1重组蛋白的酶学活性检测分析
一、实验方法
对于黄酮醇底物的酶活检测,是在在100μL,100mM pH 7.5的Tris-HCl缓冲液包含5mM UDP-葡萄糖作为糖基供体,200uM槲皮素作为糖基受体,5μg纯化后的重组蛋白和0.1%的DTT。
所有酶反应体系在30℃反应30min后停止反应,反应均以空载蛋白作为对照,获得酶反应产物。酶反应产物经产物标准品结合HPLC进行检测鉴定,所述HPLC检测条件如下:Waters 2695-2996DAD检测器,ODS C18柱(4.6×250mm)色谱柱。以含0.1%甲酸水溶液(溶液A)和含0.1%甲酸的100%乙腈(溶液B)为流动相,洗脱梯度为:0-45min,23%-50%B;45-50min,50%-100%B;50-55min,100%B;55-56min,100%-23%B;56-60min,23%B。检测波长为280nm-520nm,柱温为25℃,流速为1mL/min,进样体积为10μL。
二、实验结果
结果如图4所示,可以看出MdUGT71B1重组蛋白以UDP-葡萄糖为糖供体,可选择性的催化槲皮素3-OH上的糖苷化,生成槲皮素3-O-葡萄糖苷,催化流程如图5所示,说明MdUGT71B1重组蛋白具有黄酮醇3-O-葡萄糖基转移酶活性。
序列表
<110> 浙江大学
<120> 黄酮醇3-O-葡萄糖基转移酶MdUGT71B1基因及其编码蛋白和应用
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atgaagaagc cagcagagct agtgttcgtc ccagccccag gcattggcca catcatatca 60
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atcatgaagc tccccttcga caaactcttc accaacacag actcttcaat ctcacaccgc 180
atcaacttca tcaacctccc cgaaacccta gtcgacatac cactcgtctt cccctttttc 240
gtcaacccat tcgttgagag tcacaaaatc cacgtcaaag aagctgtcac gaaactactc 300
actgatcaat cagctcagtc cgagtccaaa aaccctaggg ctcttgccgg gttcgtcatt 360
gacatgttct gcacctctat gattgacgtg gcaaacgagt ttggagttcc ttctttcctc 420
ttctacacat ccagcgccgc catgctaggg ctctggttgc atctcgcgtc gcttcgcaac 480
gaacacgaca aggatatcta tgaattgatt aactcgagta ctgagttkgt catcccgagt 540
tttgtcaacc ctgtgcccac taaagtgttc cctagtgagc tttcggacaa ggaaggcgyc 600
gcgatcttcc tcgactttgg aactaggttt agagaaacca agggtatttt ggtgaacacg 660
ttctcggagc tggaagcccm tgcgattcac tccctgtcgg acggtaagac ccctccggtg 720
taccctgtgg ggcccctgtt gaatctgaag agtgatgata ctcgtgtggc tccggataag 780
gccagagaaa agtctgatat cctggattgg cttgacgatc agcccccgtt gtcggtgttg 840
ttcctgtgct tcgggagcat gggtagcttc tgtgaggccc aagtgaaaga gatagcctgc 900
gcgctggagc acagcgggct tcggttcttg tggtccctac gcaagccccc gcccaagggg 960
accttgacct tgccaagcga ctatgcggat cccaaggcag tcttgcccga agggttcctt 1020
gatcggacag ccacgaccgg gaaggtccta ggatgggctc cgcaagtggc gatattatct 1080
cacccggcgg tcggaggttt cgtgtcgcat tgcgggtgga attccgctct ggagagtata 1140
tggcacggcg tgccgattgc gacgtggcca atgtacgcag agcaacaatc gaatgcattt 1200
gagctgttgg agttgggatt ggcagtggag attaagatgg attataagac ggagagtgaa 1260
gtagtggtga gcgcagaaga aatagagaga gggattaagg aagtgatgga acttgatrgt 1320
gatacaagga agagagtgaa agagacgagt gaaaaaggta aaaaagcctt ggagtttggt 1380
ggttcctctt acacttcatt gggtcgtttt attgatcaaa tttaa 1425
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Asn Leu Pro Glu Thr Leu Val Asp Ile Pro Leu Val Phe Pro Phe Phe
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Asp Val Ala Asn Glu Phe Gly Val Pro Ser Phe Leu Phe Tyr Thr Ser
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Ser Ala Ala Met Leu Gly Leu Trp Leu His Leu Ala Ser Leu Arg Asn
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Glu His Asp Lys Asp Ile Tyr Glu Leu Ile Asn Ser Ser Thr Glu Xaa
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Glu Leu Ser Asp Lys Glu Gly Xaa Ala Ile Phe Leu Asp Phe Gly Thr
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Ser Phe Cys Glu Ala Gln Val Lys Glu Ile Ala Cys Ala Leu Glu His
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Glu Gly Phe Leu Asp Arg Thr Ala Thr Thr Gly Lys Val Leu Gly Trp
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Ala Pro Gln Val Ala Ile Leu Ser His Pro Ala Val Gly Gly Phe Val
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Ser His Cys Gly Trp Asn Ser Ala Leu Glu Ser Ile Trp His Gly Val
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tcgaattttc tagggtttcg agaaacagga agtagaagat ggcggacagc gaggacattc 180
agcctcttgt ctgtgataat ggaacgggaa tggttaaggc tggatttgct ggagatgatg 240
ctccaagagc cgtgttccct agcattgttg gccgcccacg acacactggt gttatggttg 300
gaatgggtca gaaagatgca tatgttgggg atgaggctca gtccaagcgt ggtatcttaa 360
ccctcaagta cccaattgag cacggaattg tgagcaattg ggatgacatg gagaagattt 420
ggcatcatac cttctataat gaactgcgtg ttgcacccga agagcaccca attctcctca 480
ctgaagcacc tctcaaccct aaagcaaatc gtgaaaagat gacccagatc atgtttgaga 540
ccttcaatgc tccagctatg tatgtagcca tccaggccgt gctttccctc tatgccagtg 600
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Claims (2)
1.一种黄酮醇3-O-葡萄糖基转移酶MdUGT71B1基因及其编码蛋白在黄酮醇糖苷的生物合成和植物黄酮醇含量的组分改良中的应用,其特征在于,该核苷酸序列如SEQ:NO.1所示,该基因编码蛋白的氨基酸序列如SEQ:NO.2所示。
2.根据权利要求1所述的应用,其特征在于,通过在大肠杆菌中表达pET-32a(+)-MdUGT71B1,得到MdUGT71B1重组蛋白,将黄酮醇转化成黄酮醇 3-O-葡萄糖苷。
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PREDICTED: Malus x domestica crocetin glucosyltransferase, chloroplastic-like (LOC103443398), mRNA;登录号XM_008382234.2;《GenBank数据库》;20160622;参见序列部分 * |
植物黄酮醇生物合成及其调控研究进展;曹运琳等;《园艺学报》;20180131;第45卷;第177-192页 * |
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