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2022956-41-6,H-Thr-Pro-Asn-Gln-Arg-Gln-Asn-Val-Cys-OH,H2N-Thr-Pro-Asn-Gln-Arg-Gln-Asn-Val-Cys-COOH,H2N-TPNQRQNVC-OH,杭州专肽生物的产品

H-Thr-Pro-Asn-Gln-Arg-Gln-Asn-Val-Cys-OH

是CTL RP1识别的HLA-B7分子在细胞表面天然呈现的表位。

编号:184699

CAS号:2022956-41-6

单字母:H2N-TPNQRQNVC-OH

纠错
  • 编号:184699
    中文名称:H-Thr-Pro-Asn-Gln-Arg-Gln-Asn-Val-Cys-OH
    英文名:H-Thr-Pro-Asn-Gln-Arg-Gln-Asn-Val-Cys-OH
    CAS号:2022956-41-6
    单字母:H2N-TPNQRQNVC-OH
    三字母:H2N

    N端氨基:N-terminal amino group。在肽或多肽链中含有游离a-氨基的氨基酸一端。在表示氨基酸序列时,通常将N端放在肽链的左边。

    -Thr

    L-苏氨酸:threonine。系统命名为(2S)-氨基-(3R)-羟基丁酸。有两个手性中心,是编码氨基酸。是哺乳动物的必需氨基酸。符号:T,Thr。

    -Pro

    L-脯氨酸:proline。系统命名为吡咯烷-(2S)-羧酸。为亚氨基酸。是编码氨基酸。在肽链中有特殊作用,如易形成顺式的肽键等。符号:P,Pro。

    -Asn

    天冬酰胺:asparagine。L-天冬酰胺的系统命名为(2S)-氨基-3-氨酰基丙酸,是编码氨基酸。符号:N,Asn。D-天冬酰胺存在于短杆菌肽A分子中。

    -Gln

    L-谷氨酰胺:glutamine。系统命名为(2S)-氨基-4-氨酰基丁酸,是编码氨基酸。符号:GIn,Q。

    -Arg

    L-精氨酸:arginine。系统命名为(2S)-氨基-5-胍基戊酸。在生理条件下带正电荷,为编码氨基酸。是幼小哺乳动物的必需氨基酸。符号:R,Arg。

    -Gln

    L-谷氨酰胺:glutamine。系统命名为(2S)-氨基-4-氨酰基丁酸,是编码氨基酸。符号:GIn,Q。

    -Asn

    天冬酰胺:asparagine。L-天冬酰胺的系统命名为(2S)-氨基-3-氨酰基丙酸,是编码氨基酸。符号:N,Asn。D-天冬酰胺存在于短杆菌肽A分子中。

    -Val

    L-缬氨酸:valine。系统命名为(2S)-氨基-3-甲基丁酸。是编码氨基酸。是哺乳动物的必需氨基酸。符号:V,Val。在某些放线菌素如缬霉素中存在 D-缬氨酸。

    -Cys

    半胱氨酸:cysteine。L-半胱氨酸的系统命名为(2R)-氨基-3-巯基丙酸,是编码氨基酸。符号:C,Cys。D-半胱氨酸存在于萤火虫的萤光素酶中。

    -OH

    C端羧基:C-terminal carboxyl group。在肽或多肽链中含有游离羧基的氨基酸一端。在表示氨基酸序列时,通常将C端放在肽链的右边。

    氨基酸个数:9
    分子式:C41H70N16O15S1
    平均分子量:1059.16
    精确分子量:1058.49
    等电点(PI):-
    pH=7.0时的净电荷数:2.94
    平均亲水性:0.1125
    疏水性值:-1.57
    消光系数:-
    来源:人工化学合成,仅限科学研究使用,不得用于人体。
    储存条件:负80℃至负20℃
    标签:含Cys多肽   

  • The nonapeptide TPNQRQNVC peptide is the naturally presented epitope at the cell surface by HLA-B7 molecules recognized by CTL RP1

    Peptide H-TPNQRQNVC-OH is a Research Peptide with significant interest within the field academic and medical research. Recent citations using H-TPNQRQNVC-OH include the following: Myeloid leukemic progenitor cells can be specifically targeted by minor histocompatibility antigen LRH-1-reactive cytotoxic T cells WJ Norde, IM Overes, F Maas, H Fredrix - Blood, The Journal , 2009 - ashpublications.orghttps://ashpublications.org/blood/article-abstract/113/10/2312/24355 4 PD WJ Norde, F Maas, W Hobo, A Korman - strategies after stem cell , 2013 - Citeseerhttps://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=84902d132325b987f60cba6224467a548cad0913#page=45 PD-1/PD-L1 interactions contribute to functional T-cell impairment in patients who relapse with cancer after allogeneic stem cell transplantation WJ Norde, F Maas, W Hobo, A Korman, M Quigley - Cancer research, 2011 - AACRhttps://aacrjournals.org/cancerres/article-abstract/71/15/5111/568065 7 Improving dendritic cell vaccine immunogenicity by silencing PD W Hobo, TI Novobrantseva, H Fredrix - strategies after stem , 2013 - repository.ubn.ru.nlhttps://repository.ubn.ru.nl/bitstream/handle/2066/106929/106929.pdf#page=83 Improving dendritic cell vaccine immunogenicity by silencing PD-1 ligands using siRNA-lipid nanoparticles combined with antigen mRNA electroporation W Hobo, TI Novobrantseva, H Fredrix, J Wong - Cancer Immunology , 2013 - Springerhttps://link.springer.com/article/10.1007/s00262-012-1334-1 siRNA silencing of PD-L1 and PD-L2 on dendritic cells augments expansion and function of minor histocompatibility antigen-specific CD8+ T cells W Hobo, F Maas, N Adisty, T de Witte - Blood, The Journal , 2010 - ashpublications.orghttps://ashpublications.org/blood/article-abstract/116/22/4501/107827 6 siRNA silencing of PD-L1 and PD-L2 on dendritic cells augments expansion and function of minor histocompatibility antigen-specific CD8 W Hobo, F Maas, N Adisty, T de Witte - strategies after stem , 2013 - repository.ubn.ru.nlhttps://repository.ubn.ru.nl/bitstream/handle/2066/106929/106929.pdf?sequence=1#page=70 The Aryl Hydrocarbon Receptor Antagonist StemRegenin 1 Promotes Human Plasmacytoid and Myeloid Dendritic Cell Development from CD34+ Hematopoietic S Thordardottir, BN Hangalapura, T Hutten - Stem cells and , 2014 - liebertpub.comhttps://www.liebertpub.com/doi/abs/10.1089/scd.2013.0521 StemRegenin S Thordardottir, BN Hangalapura, T Hutten, M Cossu - smadpathway.comhttps://smadpathway.com/stemregenin-1/ Clinically applicable CD34+-derived blood dendritic cell subsets exhibit key subset-specific features and potently boost anti-tumor T and NK cell responses J van Eck van der Sluijs, D van Ens - Cancer Immunology , 2021 - Springerhttps://link.springer.com/article/10.1007/s00262-021-02899-3 Aberrant expression of the hematopoietic-restricted minor histocompatibility antigen LRH-1 on solid tumors results in efficient cytotoxic T cell-mediated lysis IM Overes, T Henriaca«tte Levenga, JCM Vos - Cancer immunology , 2009 - Springerhttps://link.springer.com/article/10.1007/s00262-008-0569-3 Efficient activation of LRH-1-specific CD8+ T-cell responses from transplanted leukemia patients by stimulation with P2X5 mRNA-electroporated dendritic cells IM Overes, H Fredrix, MGD Kester - Journal of , 2009 - journals.lww.comhttps://journals.lww.com/immunotherapy-journal/fulltext/2009/07000/A_Novel_Flow_Cytometric_Assay_for_Evaluating.1.aspx PD-L1 siRNA-mediated silencing in acute myeloid leukemia enhances anti-leukemic T cell reactivity CM Mousset, D van Ens , TJA Hutten - Improvement of T cell , 2019 - core.ac.ukhttps://core.ac.uk/download/pdf/231968075.pdf#page=130 Minor histocompatibility antigen-specific T cells C Summers, VS Sheth, M Bleakley - Frontiers in Pediatrics, 2020 - frontiersin.orghttps://www.frontiersin.org/articles/10.3389/fped.2020.00284/full A frameshift polymorphism in P2X5 elicits an allogeneic cytotoxic T lymphocyte response associated with remission of chronic myeloid leukemia B de Rijke, A van Horssen-Zoetbrood - The Journal of , 2005 - Am Soc Clin Investighttps://www.jci.org/articles/view/24832

  • DOI名称
    10.1172/JCI24832A frameshift polymorphism in P2X5 elicits an allogeneic cytotoxic T lymphocyte response associated with remission of chronic myeloid leukemia下载
    10.1038/icb.2010.124Exploiting T cells specific for human minor histocompatibility antigens for therapy of leukemia下载
  • 多肽H2N-Thr-Pro-Asn-Gln-Arg-Gln-Asn-Val-Cys-COOH的合成步骤:

    1、合成CTC树脂:称取1.26g CTC Resin(如初始取代度约为0.63mmol/g)和0.95mmol Fmoc-Cys(Trt)-OH于反应器中,加入适量DCM溶解氨基酸(需要注意,此时CTC树脂体积会增大好几倍,避免DCM溶液过少),再加入2.38mmol DIPEA(Mw:129.1,d:0.740g/ml),反应2-3小时后,可不抽滤溶液,直接加入1ml的HPLC级甲醇,封端半小时。依次用DMF洗涤2次,甲醇洗涤1次,DCM洗涤一次,甲醇洗涤一次,DCM洗涤一次,DMF洗涤2次(这里使用甲醇和DCM交替洗涤,是为了更好地去除其他溶质,有利于后续反应)。得到  Fmoc-Cys(Trt)-CTC Resin。结构图如下:

    2、脱Fmoc:加3倍树脂体积的20%Pip/DMF溶液,鼓氮气30分钟,然后2倍树脂体积的DMF 洗涤5次。得到 H2N-Cys(Trt)-CTC Resin 。(此步骤脱除Fmoc基团,茚三酮检测为蓝色,Pip为哌啶)。结构图如下:

    3、缩合:取2.38mmol Fmoc-Val-OH 氨基酸,加入到上述树脂里,加适当DMF溶解氨基酸,再依次加入4.76mmol DIPEA,2.26mmol HBTU。反应30分钟后,取小样洗涤,茚三酮检测为无色。用2倍树脂体积的DMF 洗涤3次树脂。(洗涤树脂,去掉残留溶剂,为下一步反应做准备)。得到Fmoc-Val-Cys(Trt)-CTC Resin。氨基酸:DIPEA:HBTU:树脂=3:6:2.85:1(摩尔比)。结构图如下:

    4、依次循环步骤二、步骤三,依次得到

    H2N-Val-Cys(Trt)-CTC Resin

    Fmoc-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    H2N-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    Fmoc-Gln(Trt)-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    H2N-Gln(Trt)-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    Fmoc-Arg(Pbf)-Gln(Trt)-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    H2N-Arg(Pbf)-Gln(Trt)-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    Fmoc-Gln(Trt)-Arg(Pbf)-Gln(Trt)-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    H2N-Gln(Trt)-Arg(Pbf)-Gln(Trt)-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    Fmoc-Asn(Trt)-Gln(Trt)-Arg(Pbf)-Gln(Trt)-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    H2N-Asn(Trt)-Gln(Trt)-Arg(Pbf)-Gln(Trt)-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    Fmoc-Pro-Asn(Trt)-Gln(Trt)-Arg(Pbf)-Gln(Trt)-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    H2N-Pro-Asn(Trt)-Gln(Trt)-Arg(Pbf)-Gln(Trt)-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    Fmoc-Thr(tBu)-Pro-Asn(Trt)-Gln(Trt)-Arg(Pbf)-Gln(Trt)-Asn(Trt)-Val-Cys(Trt)-CTC Resin

    以上中间结构,均可在专肽生物多肽计算器-多肽结构计算器中,一键画出。

    最后再经过步骤二得到 H2N-Thr(tBu)-Pro-Asn(Trt)-Gln(Trt)-Arg(Pbf)-Gln(Trt)-Asn(Trt)-Val-Cys(Trt)-CTC Resin,结构如下:

    5、切割:6倍树脂体积的切割液(或每1g树脂加8ml左右的切割液),摇床摇晃 2小时,过滤掉树脂,用冰无水乙醚沉淀滤液,并用冰无水乙醚洗涤沉淀物3次,最后将沉淀物放真空干燥釜中,常温干燥24小试,得到粗品H2N-Thr-Pro-Asn-Gln-Arg-Gln-Asn-Val-Cys-COOH。结构图见产品结构图。

    切割液选择:1)TFA:H2O=95%:5%、TFA:H2O=97.5%:2.5%

    2)TFA:H2O:TIS=95%:2.5%:2.5%

    3)三氟乙酸:茴香硫醚:1,2-乙二硫醇:苯酚:水=87.5%:5%:2.5%:2.5%:2.5%

    (前两种适合没有容易氧化的氨基酸,例如Trp、Cys、Met。第三种适合几乎所有的序列。)

    6、纯化冻干:使用液相色谱纯化,收集目标峰液体,进行冻干,获得蓬松的粉末状固体多肽。不过这时要取小样复测下纯度 是否目标纯度。

    7、最后总结:

    杭州专肽生物技术有限公司(ALLPEPTIDE https://www.allpeptide.com)主营定制多肽合成业务,提供各类长肽,短肽,环肽,提供各类修饰肽,如:荧光标记修饰(CY3、CY5、CY5.5、CY7、FAM、FITC、Rhodamine B、TAMRA等),功能基团修饰肽(叠氮、炔基、DBCO、DOTA、NOTA等),同位素标记肽(N15、C13),订书肽(Stapled Peptide),脂肪酸修饰肽(Pal、Myr、Ste),磷酸化修饰肽(P-Ser、P-Thr、P-Tyr),环肽(酰胺键环肽、一对或者多对二硫键环),生物素标记肽,PEG修饰肽,甲基化修饰肽

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