400-998-5282
专注多肽 服务科研

该肽对应于用于诱导大鼠实验性自身免疫性脑脊髓炎(EAE)的髓鞘碱性蛋白(MBP)脑源性表位。它对应于豚鼠MBP的氨基酸69-85。
编号:407292
CAS号:
单字母:H2N-YGSLPQKSQRSQDENPV-OH
该肽对应于用于诱导大鼠实验性自身免疫性脑脊髓炎(EAE)的髓鞘碱性蛋白(MBP)脑源性表位。它对应于豚鼠MBP的氨基酸69-85。
This peptide corresponds to the myelin basic protein (MBP) encephalitogenic epitope used to induce experimental autoimmune encephalomyelitis (EAE) in rats. It corresponds to amino acids 69-85 from guinea pig MBP.
Peptide H-YGSLPQKSQRSQDENPV-OH is a Research Peptide with significant interest within the field academic and medical research. Recent citations using H-YGSLPQKSQRSQDENPV-OH include the following: Valproic acid ameliorates inflammation in experimental autoimmune encephalomyelitis rats Z Zhang , ZY Zhang, Y Wu, HJ Schluesener - Neuroscience, 2012 - Elsevierhttps://www.sciencedirect.com/science/article/pii/S0306452212007208 Lesional accumulation of RhoA+ cells in brains of experimental autoimmune encephalomyelitis and multiple sclerosis Z Zhang , J Schittenhelm, R Meyermann - Neuropathology and , 2008 - Wiley Online Libraryhttps://onlinelibrary.wiley.com/doi/abs/10.1111/j.1365-2990.2007.00892.x The effect of electroacupuncture on T cell responses in rats with experimental autoimmune encephalitis Y Liu , X Liu, SS Bai, L Mu, Q Kong, B Sun - Journal of , 2010 - Elsevierhttps://www.sciencedirect.com/science/article/pii/S0165572809004883 Reciprocal effect of mesenchymal stem cell on experimental autoimmune encephalomyelitis is mediated by transforming growth factor-beta and interleukin-6 XJ Liu, JF Zhang, B Sun, HS Peng - Clinical & , 2009 - academic.oup.comhttps://academic.oup.com/cei/article-abstract/158/1/37/6438845 Epitope-specific immune tolerization ameliorates experimental autoimmune encephalomyelitis R Billetta, N Ghahramani, O Morrow, B Prakken - Clinical , 2012 - Elsevierhttps://www.sciencedirect.com/science/article/pii/S1521661612002069 Expansion of neonatal tolerance to self in adult life: I. The role of a bacterial adjuvant in tolerance spread N Grabie, I Wohl, S Youssef , G Wildbaum - International , 1999 - academic.oup.comhttps://academic.oup.com/intimm/article-abstract/11/6/899/707770 Cyclooxygenases-1 and-2 are differentially localized to microglia and endothelium in rat EAE and glioma MH Deininger, HJ Schluesener - Journal of neuroimmunology, 1999 - Elsevierhttps://www.sciencedirect.com/science/article/pii/S0165572898002574 Combined nasal administration of encephalitogenic myelin basic protein peptide 68-86 and IL-10 suppressed incipient experimental allergic encephalomyelitis in LY Xu, JS Yang, YM Huang, M Levi, H Link, BG Xiao - Clinical Immunology, 2000 - Elsevierhttps://www.sciencedirect.com/science/article/pii/S1521661600948952 Involvement of JAK/STAT signaling in the effect of cornel iridoid glycoside on experimental autoimmune encephalomyelitis amelioration in rats L Yin, Y Chen, Z Qu, L Zhang , Q Wang - Journal of , 2014 - Elsevierhttps://www.sciencedirect.com/science/article/pii/S0165572814001933 Interleukin-27 suppresses experimental autoimmune encephalomyelitis during bone marrow stromal cell treatment J Wang, G Wang, B Sun, H Li, L Mu, Q Wang, G Li - Journal of , 2008 - Elsevierhttps://www.sciencedirect.com/science/article/pii/S0896841107001114 Effects of autoantigen and dexamethasone treatment on expression of endothelial-monocyte activating polypeptide II and allograft-inflammatory factor-1 by activated HJ Schluesener, K Seid, R Meyermann - Acta neuropathologica, 1999 - Springerhttps://link.springer.com/article/10.1007/s004010050964 Therapeutic effects of nonerythropoietic erythropoietin analog ARA290 in experimental autoimmune encephalomyelitis rat H Chen, B Luo, X Yang, J Xiong, Z Liu, M Jiang - Journal of , 2014 - Elsevierhttps://www.sciencedirect.com/science/article/pii/S0165572814000095 IL-17 eliminates the therapeutic effects of myelin basic protein-induced nasal tolerance in experimental autoimmune encephalomyelitis by activating IL-6 GY Wang , B Sun, QF Kong, Y Zhang - Scandinavian , 2008 - Wiley Online Libraryhttps://onlinelibrary.wiley.com/doi/abs/10.1111/j.1365-3083.2008.02174.x Neutralizing antibodies to IFN-γ-inducing factor prevent experimental autoimmune encephalomyelitis G Wildbaum, S Youssef , N Grabie - The Journal of , 1998 - journals.aai.orghttps://journals.aai.org/jimmunol/article/161/11/6368/44679 A targeted DNA vaccine encoding fas ligand defines its dual role in the regulation of experimental autoimmune encephalomyelitis G Wildbaum, J Westermann, G Maor - The Journal of Clinical , 2000 - Am Soc Clin Investighttps://www.jci.org/articles/view/8759
多肽H2N-Tyr-Gly-Ser-Leu-Pro-Gln-Lys-Ser-Gln-Arg-Ser-Gln-Asp-Glu-Asn-Pro-Val-COOH的合成步骤:
1、合成CTC树脂:称取0.79g CTC Resin(如初始取代度约为0.47mmol/g)和0.45mmol Fmoc-Val-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1.11mmol 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-Val-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-Val-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1.11mmol Fmoc-Pro-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2.23mmol DIPEA,1.06mmol 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-Pro-Val-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-Pro-Val-CTC Resin
Fmoc-Asn(Trt)-Pro-Val-CTC Resin
H2N-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Gln(Trt)-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Gln(Trt)-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Pro-Gln(Trt)-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Pro-Gln(Trt)-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Leu-Pro-Gln(Trt)-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Leu-Pro-Gln(Trt)-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Ser(tBu)-Leu-Pro-Gln(Trt)-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Ser(tBu)-Leu-Pro-Gln(Trt)-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Gly-Ser(tBu)-Leu-Pro-Gln(Trt)-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
H2N-Gly-Ser(tBu)-Leu-Pro-Gln(Trt)-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-CTC Resin
Fmoc-Tyr(tBu)-Gly-Ser(tBu)-Leu-Pro-Gln(Trt)-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-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-Tyr(tBu)-Gly-Ser(tBu)-Leu-Pro-Gln(Trt)-Lys(Boc)-Ser(tBu)-Gln(Trt)-Arg(Pbf)-Ser(tBu)-Gln(Trt)-Asp(OtBu)-Glu(OtBu)-Asn(Trt)-Pro-Val-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-Tyr-Gly-Ser-Leu-Pro-Gln-Lys-Ser-Gln-Arg-Ser-Gln-Asp-Glu-Asn-Pro-Val-COOH。结构图见产品结构图。
切割液选择:1)TFA:H2O=95%: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,甲基化修饰肽等。
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。





