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374898-11-0,六肽(Phe¹,Ser²)-TRAP-6,H2N-Phe-Ser-Leu-Leu-Arg-Asn-COOH,H2N-FSLLRN-OH,杭州专肽生物的产品

六肽(Phe¹,Ser²)-TRAP-6

乱序肽 (Phe¹,Ser²)-TRAP-6 (FSLLRN) 可作为 TRAP-6、SFLLRN 的非活性对照。

编号:200390

CAS号:374898-11-0

单字母:H2N-FSLLRN-OH

纠错
  • 编号:200390
    中文名称:六肽(Phe¹,Ser²)-TRAP-6
    CAS号:374898-11-0
    单字母:H2N-FSLLRN-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。

    -Phe

    L-苯丙氨酸:phenylalanine。系统命名为(2S)-氨基-3-苯基丙酸。是编码氨基酸。是哺乳动物的必需氨基酸。符号:F,Phe。

    -Ser

    L-丝氨酸:serine。系统命名为(2S)-氨基-3-羟基丙酸。是编码氨基酸。因可从蚕丝中获得而得名。符号:S,Ser。在丝原蛋白及某些抗菌素中含有 D-丝氨酸。

    -Leu

    L-亮氨酸:leucine。系统命名为(2S)-氨基-4-甲基戊酸。是编码氨基酸。是哺乳动物的必需氨基酸。符号:L,Leu。

    -Leu

    L-亮氨酸:leucine。系统命名为(2S)-氨基-4-甲基戊酸。是编码氨基酸。是哺乳动物的必需氨基酸。符号:L,Leu。

    -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。

    -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。

    -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:6
    分子式:C34H56N10O9
    平均分子量:748.87
    精确分子量:748.42
    等电点(PI):-
    pH=7.0时的净电荷数:1.97
    平均亲水性:-0.43333333333333
    疏水性值:0.27
    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:血液学   

  • The scrambled peptide (Phe¹,Ser²)-TRAP-6 (FSLLRN) may serve as an inactive control for TRAP-6, SFLLRN.

  • DOI名称
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    10.1042/0264-6021:3630473Association of thrombospondin-1 with the actin cytoskeleton of human thrombin-activated platelets through an alphaIIbbeta3- or CD36-independent mechanism下载
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    10.1002/cncr.11087Protease-activated receptor (PAR)-1 and PAR-2 participate in the cell growth of alveolar capillary endothelium in primary lung adenocarcinomas下载
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    10.1113/jphysiol.2002.036384Thrombin inhibits NMDA-mediated nociceptive activity in the mouse: possible mediation by endothelin下载
    10.1046/j.1538-7836.2003.00181.xHow factor VIIa works in hemophilia下载
    10.1046/j.1538-7836.2003.00294.xFlavonoid inhibition of platelet procoagulant activity and phosphoinositide synthesis下载
    10.1016/j.cellbi.2003.10.001Differential Ca(2+)responses induced by thrombin and thrombin-receptor agonist peptides in HSY-EA1 cells下载
    10.1186/1471-2253-4-4Lack of influence of the COX inhibitors metamizol and diclofenac on platelet GPIIb/IIIa and P-selectin expression in vitro下载
    10.1074/jbc.M402970200Regulation of SHP-1 tyrosine phosphatase in human platelets by serine phosphorylation at its C terminus下载
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    10.1111/j.1538-7836.2005.01186.xGas6 receptors Axl, Sky and Mer enhance platelet activation and regulate thrombotic responses下载
    10.1016/j.joms.2004.12.007Activation of platelet-rich plasma using thrombin receptor agonist peptide下载
    10.1016/j.thromres.2005.01.002Anthocyanins and colonic metabolites of dietary polyphenols inhibit platelet function下载
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    10.1080/09537100500227021The formation of platelet-leukocyte aggregates varies during the menstrual cycle下载
    10.1016/j.bbrc.2005.12.188Potentiation of TLR4 signalling by plasmin activity下载
    10.1016/j.bbamcr.2006.04.010Factor Xa and thrombin evoke additive calcium and proinflammatory responses in endothelial cells subjected to coagulation下载
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    10.1111/j.1423-0410.2006.00797.xMonitoring survival and function of transfused platelets in Glanzmann thrombasthenia by flow cytometry and thrombelastography下载
    10.1042/BJ20060888Differential involvement of thrombin receptors in Ca2+ release from two different intracellular stores in human platelets下载
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    10.1016/j.febslet.2007.04.078Osteosarcoma cell-calcium signaling through tissue factor-factor VIIa complex and factor Xa下载
    10.1042/BJ20070244Coincident regulation of PKCdelta in human platelets by phosphorylation of Tyr311 and Tyr565 and phospholipase C signalling下载
    10.1016/j.bpc.2007.07.007Conformational changes in human integrin alphaIIbbeta3 after platelet activation, monitored by FRET下载
    10.1158/1535-7163.MCT-06-0746A platelet biomarker for assessing phosphoinositide 3-kinase inhibition during cancer chemotherapy下载
    10.1111/j.1538-7836.2007.02769.xProtease-activated receptor-induced Akt activation--regulation and possible function下载
    10.1111/j.1537-2995.2007.01490.xPlatelet function under high-shear conditions from platelet concentrates下载
    10.1016/j.thromres.2007.08.018Exercise intensity: platelet function and platelet-leukocyte conjugate formation in untrained subjects下载
    10.1111/j.1525-1594.2007.00498.xFlow cytometric assays for quantifying activated ovine platelets下载
    10.1016/j.bbrc.2008.01.064Regulation of adaptor protein GIT1 in platelets, leading to the interaction between GIT1 and integrin alpha(IIb)beta3下载
    10.1182/blood-2008-02-139113The glycoprotein Ib-IX-V complex contributes to tissue factor-independent thrombin generation by recombinant factor VIIa on the activated platelet surface下载
    10.1182/blood-2008-09-180794Neutrophils phagocytose activated platelets in vivo: a phosphatidylserine, P-selectin, and {beta}2 integrin-dependent cell clearance program下载
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    10.1111/j.1538-7836.2011.04358.xThrombin generation assay using factor IXa as a trigger to quantify accurately factor VIII levels in haemophilia A下载
    10.1111/j.1538-7836.2011.04416.xSignaling role of CD36 in platelet activation and thrombus formation on immobilized thrombospondin or oxidized low-density lipoprotein下载
    10.1111/j.1538-7836.2011.04488.xDifferential contributions of monocyte- and platelet-derived microparticles towards thrombin generation and fibrin formation and stability下载
    10.1002/ajh.22244Polymorphism in the protease-activated receptor-4 gene region associates with platelet activation and perioperative myocardial injury下载
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    10.1371/journal.pone.0057491Pregnancy-specific glycoproteins bind integrin αIIbβ3 and inhibit the platelet-fibrinogen interaction下载
    10.1177/1076029613481103Grape seed extracts inhibit platelet aggregation by inhibiting protein tyrosine phosphatase下载
    10.1161/ATVBAHA.112.300916Targeted phosphotyrosine profiling of glycoprotein VI signaling implicates oligophrenin-1 in platelet filopodia formation下载
    10.2144/000114027Pairwise agonist scanning-flow cytometry (PAS-FC) measures inside-out signaling and patient-specific response to combinatorial platelet agonists下载
    10.1073/pnas.1309049110Hydrogen sulphide pathway contributes to the enhanced human platelet aggregation in hyperhomocysteinemia下载
    10.1182/blood-2013-08-520387Characterization of multiple platelet activation pathways in patients with bleeding as a high-throughput screening option: use of 96-well Optimul assay下载
    10.1160/TH13-12-1013Thrombin-induced platelet activation via PAR4: pivotal role for exosite II下载
    10.3402/jev.v3.24692Isolation and characterization of platelet-derived extracellular vesicles下载
    10.1074/jbc.M114.628560Proteolytic activation of the protease-activated receptor (PAR)-2 by the glycosylphosphatidylinositol-anchored serine protease testisin下载
    10.3109/09537104.2015.1035247Impact of non-inhibited platelet supplementation on platelet reactivity in patients treated with prasugrel or ticagrelor for an acute coronary syndrome: An ex vivo study下载
    10.1371/journal.pone.0155325Head-to-Head Comparison of Anti-Inflammatory Performance of Known Natural Products In Vitro下载
    10.1038/sj.onc.1205498G-protein alpha(olf) subunit promotes cellular invasion, survival, and neuroendocrine differentiation in digestive and urogenital epithelial cells下载
    10.1038/sj.bjp.0705095Thrombin-induced conversion of fibrinogen to fibrin results in rapid platelet trapping which is not dependent on platelet activation or GPIb下载
    10.1111/j.0042-9007.2004.00507.xImpact of tobacco smoking on platelet function in apheresis products in vitro下载
    10.1016/j.thromres.2005.03.013Differential inhibitory effects of platelet glycoprotein IIb/IIIa antagonists on aggregation induced by procoagulant agonists下载
    10.1080/09537100601100788Effect of Drotrecogin alfa (activated) on platelet receptor expression in vitro下载
    10.1182/blood-2010-11-316885Causal relationship between hyperfibrinogenemia, thrombosis, and resistance to thrombolysis in mice下载
    10.1042_0264-6021:3630473Association of thrombospondin-1 with the actin cytoskeleton of human thrombin-activated platelets through an alphaIIbbeta3- or CD36-independent mechanism下载
  • 多肽H2N-Phe-Ser-Leu-Leu-Arg-Asn-COOH的合成步骤:

    1、合成CTC树脂:称取1.83g CTC Resin(如初始取代度约为0.94mmol/g)和2.06mmol Fmoc-Asn(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5.16mmol 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-Asn(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-Asn(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5.16mmol Fmoc-Arg(Pbf)-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10.32mmol DIPEA,4.9mmol 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-Arg(Pbf)-Asn(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-Arg(Pbf)-Asn(Trt)-CTC Resin

    Fmoc-Leu-Arg(Pbf)-Asn(Trt)-CTC Resin

    H2N-Leu-Arg(Pbf)-Asn(Trt)-CTC Resin

    Fmoc-Leu-Leu-Arg(Pbf)-Asn(Trt)-CTC Resin

    H2N-Leu-Leu-Arg(Pbf)-Asn(Trt)-CTC Resin

    Fmoc-Ser(tBu)-Leu-Leu-Arg(Pbf)-Asn(Trt)-CTC Resin

    H2N-Ser(tBu)-Leu-Leu-Arg(Pbf)-Asn(Trt)-CTC Resin

    Fmoc-Phe-Ser(tBu)-Leu-Leu-Arg(Pbf)-Asn(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-Phe-Ser(tBu)-Leu-Leu-Arg(Pbf)-Asn(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-Phe-Ser-Leu-Leu-Arg-Asn-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

    以上所有内容,为专肽生物原创内容,请勿发布到其他网站上。

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