400-998-5282
专注多肽 服务科研
400-998-5282
专注多肽 服务科研
pEVHHQKLVFFAEDVGSNKGAIIGLMVGGVV 是淀粉样 β 蛋白 (Aβ) 的 N 端截短同种型，以第 11 位的焦谷氨酸 (Pyr) 残基开始，用于研究原纤维生成相关螺旋形成的普遍性的实验。比较许多最重要的临床相关淀粉样蛋白 β-蛋白同种异形体的原纤维生成动力学，可以观察到，在这些肽 (Pyr11)-淀粉样蛋白 β-蛋白 (11-40) 中，原纤维化速率的延迟最大。
编号：147567
CAS号：157802-70-5
单字母：H2N-EVHHQKLVFFAEDVGSNKGAIIGLMVGGVVIA-OH
pEVHHQKLVFFAEDVGSNKGAIIGLMVGGVV, the N-terminally truncated isoform of the amyloid β-protein (Aβ) beginning with a pyroglutamate (Pyr) residue at position 11 was used in experiments studying the generality of fibrillogenesis-related helix formation. Comparing the fibrillogenesis kinetics of many of the most important clinically relevant amyloid β-protein alloforms it could be observed that among these peptides (Pyr¹¹)-amyloid β-protein (11-40) exhibited the greatest retardation of fibrillization rate.
β- 淀粉样蛋白（11-42）覆盖较宽区域，包含中央与 C 端聚集基序。在适宜条件下该多肽易形成富含 β- 折叠的结构，是原纤维形成研究的有力模型。其序列包含驱动成核与延伸的关键疏水簇。主要用于聚集动力学、超分子组装分析与结构 - 毒性关系研究。
Beta-Amyloid (11-42) encompasses a broad segment containing both central and C-terminal aggregation motifs. The peptide readily adopts β-sheet-rich structures under favorable conditions, making it a powerful model for fibrillogenesis studies. Its sequence captures key hydrophobic clusters that drive nucleation and elongation. Applications include aggregation kinetics, supramolecular assembly analysis, and structure-toxicity relationship research.
| DOI | 名称 | |
|---|---|---|
| 10.2174/1570159X11311050004 | Pyroglutamate-Modified Amyloid Beta Peptides: Emerging Targets for Alzheimer´s Disease Immunotherapy | 下载 |
| 10.1016/s0014-5793(97)00564-4 | Heterogeneity of water-soluble amyloid beta-peptide in Alzheimer's disease and Down's syndrome brains | 下载 |
多肽H2N-Glu-Val-His-His-Gln-Lys-Leu-Val-Phe-Phe-Ala-Glu-Asp-Val-Gly-Ser-Asn-Lys-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-COOH的合成步骤：
1、合成CTC树脂：称取2.75g CTC Resin（如初始取代度约为0.99mmol/g）和3.27mmol Fmoc-Ala-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8.17mmol 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-Ala-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-Ala-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8.17mmol Fmoc-Ile-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16.34mmol DIPEA，7.76mmol 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-Ile-Ala-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-Ile-Ala-CTC Resin
Fmoc-Val-Ile-Ala-CTC Resin
H2N-Val-Ile-Ala-CTC Resin
Fmoc-Val-Val-Ile-Ala-CTC Resin
H2N-Val-Val-Ile-Ala-CTC Resin
Fmoc-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Lys(Boc)-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Lys(Boc)-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Gln(Trt)-Lys(Boc)-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Gln(Trt)-Lys(Boc)-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-His(Trt)-Gln(Trt)-Lys(Boc)-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-His(Trt)-Gln(Trt)-Lys(Boc)-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-His(Trt)-His(Trt)-Gln(Trt)-Lys(Boc)-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-His(Trt)-His(Trt)-Gln(Trt)-Lys(Boc)-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Val-His(Trt)-His(Trt)-Gln(Trt)-Lys(Boc)-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
H2N-Val-His(Trt)-His(Trt)-Gln(Trt)-Lys(Boc)-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-CTC Resin
Fmoc-Glu(OtBu)-Val-His(Trt)-His(Trt)-Gln(Trt)-Lys(Boc)-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-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-Glu(OtBu)-Val-His(Trt)-His(Trt)-Gln(Trt)-Lys(Boc)-Leu-Val-Phe-Phe-Ala-Glu(OtBu)-Asp(OtBu)-Val-Gly-Ser(tBu)-Asn(Trt)-Lys(Boc)-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-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-Glu-Val-His-His-Gln-Lys-Leu-Val-Phe-Phe-Ala-Glu-Asp-Val-Gly-Ser-Asn-Lys-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-Ile-Ala-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。
