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Peptide H-AYSSGAPPMPPF-OH is a Research Peptide with significant interest within the field academic and medical research. Recent citations using H-AYSSGAPPMPPF-OH include the following: Search for marine adhesive proteins: An application of phage display technology YH Lai - 2007 - search.proquest.comhttps://search.proquest.com/openview/7e59358453e3d3eb8bf82527c1b63319/1?pq-origsite=gscholar&cbl=18750 Biomimetic synthesis silver crystallite by peptide AYSSGAPPMPPF immobilized on PET film in vitro X Zhang, J Chen , P Yang, W Yang - Journal of Inorganic Biochemistry, 2005 - Elsevierhttps://www.sciencedirect.com/science/article/pii/S0162013405001595 Enzymatic fabrication of protein-decorated gold nanoparticles by the aid of artificial peptides with gold-binding affinity T Niide, K Shimojo, R Wakabayashi , M Goto - Langmuir, 2013 - ACS Publicationshttps://pubs.acs.org/doi/abs/10.1021/la401327h Inhibitory effects of a phage-derived peptide on Au nanocrystal nucleation and growth SK Stanley, ML Becker , EK Lin , W Wu - Langmuir, 2009 - ACS Publicationshttps://pubs.acs.org/doi/abs/10.1021/la901222k Biomaterials design using alpha-helical proteins SK Gunasekar - 2012 - search.proquest.comhttps://search.proquest.com/openview/beeff95207a13af6d8a617a9f3557243/1?pq-origsite=gscholar&cbl=18750 Single amino acid modifications for controlling the helicity of peptide-based chiral gold nanoparticle superstructures SC Brooks , R Jin , VC Zerbach, Y Zhang - Journal of the , 2023 - ACS Publicationshttps://pubs.acs.org/doi/abs/10.1021/jacs.3c00827 Sequence-dependent catalysis and assembly to form peptide/Au nanoenzyme for glucose and plasma GSH detecting in cancer patients S Wang, A Wang, J Li, Q Han, Y Jing, J Li, S Du - Supramolecular , 2023 - Elsevierhttps://www.sciencedirect.com/science/article/pii/S2667240523000107 Leveraging peptide sequence modification to promote assembly of chiral helical gold nanoparticle superstructures S Mokashi-Punekar , SC Brooks , CD Hogan - Biochemistry, 2020 - ACS Publicationshttps://pubs.acs.org/doi/abs/10.1021/acs.biochem.0c00361 Peptides as Scaffolds for the Controlled Formation of Nanostructures S CorracaÂ\xa0 - 2017 - research-collection.ethz.chhttps://www.research-collection.ethz.ch/bitstream/handle/20.500.11850/204700/1/Thesis_final_Corra.pdf Towards an understanding of peptide-inorganic interactions MJ Limo - 2013 - search.proquest.comhttps://search.proquest.com/openview/eaffc0552b3b9b7c6db26c7e731274cf/1?pq-origsite=gscholar&cbl=51922&diss=y Synthesis of near-infrared absorbing triangular Au nanoplates using biomineralisation peptides M Tanaka , M Hayashi, L Roach , Y Kiriki - Acta Biomaterialia, 2021 - Elsevierhttps://www.sciencedirect.com/science/article/pii/S1742706121003779 The influence of amino acid sequence and functionality on the binding process of peptides onto gold surfaces J Yu , ML Becker , GA Carri - Langmuir, 2012 - ACS Publicationshttps://pubs.acs.org/doi/abs/10.1021/la204109r An atomistic molecular dynamics study of the binding of peptides onto gold surfaces J Yu - 2012 - search.proquest.comhttps://search.proquest.com/openview/2c8ccbe0e355a916d35b17f47b3c43be/1?pq-origsite=gscholar&cbl=18750 Molecular structure and assembly of peptide-derived nanomaterials J Liu , Z Wang, J Zeng, H Heinz - Current Opinion in Green and Sustainable , 2018 - Elsevierhttps://www.sciencedirect.com/science/article/pii/S2452223617300974 Phage-templated gold nano-aggregates for cancer treatment E Sokullu , A Berchtikou, A Blum , T Ozaki, MA Gauthier - frontiersin.orghttps://www.frontiersin.org/10.3389/conf.FBIOE.2016.01.02690/event_abstract Design of metal-binding sites onto self-assembled peptide fibrils E Kasotakis, E Mossou - Peptide Science , 2009 - Wiley Online Libraryhttps://onlinelibrary.wiley.com/doi/abs/10.1002/bip.21163 All-atom molecular dynamics simulations of peptide amphiphile assemblies that spontaneously form twisted and helical ribbon structures CT Lai, NL Rosi , GC Schatz - The Journal of Physical Chemistry , 2017 - ACS Publicationshttps://pubs.acs.org/doi/abs/10.1021/acs.jpclett.7b00745 A new peptide-based method for the design and synthesis of nanoparticle superstructures: construction of highly ordered gold nanoparticle double helices CL Chen , P Zhang, NL Rosi - Journal of the American Chemical , 2008 - ACS Publicationshttps://pubs.acs.org/doi/abs/10.1021/ja805683r Peptide-based methods for the preparation of nanostructured inorganic materials CL Chen , NL Rosi - Angewandte Chemie International Edition, 2010 - Wiley Online Libraryhttps://onlinelibrary.wiley.com/doi/abs/10.1002/anie.200903572 Peptide conjugates for directing the morphology and assembly of 1D nanoparticle superstructures C Zhang, C Song, HC Fry - Chemistry-A European , 2014 - Wiley Online Libraryhttps://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/chem.201304074 Self-assembled peptide-inorganic nanoparticle superstructures: from component design to applications C Pigliacelli , R Sanchez-Fernandez - Chemical , 2020 - pubs.rsc.orghttps://pubs.rsc.org/en/content/articlehtml/2020/cc/d0cc02914a Linear assembly and 3D networks of peptide modified gold nanoparticles Ã\x85ÅŸ Kalay, C Blanchet , M Culha - Turkish journal of chemistry, 2014 - journals.tubitak.gov.trhttps://journals.tubitak.gov.tr/chem/vol38/iss5/2/
多肽H2N-Ala-Tyr-Ser-Ser-Gly-Ala-Pro-Pro-Met-Pro-Pro-Phe-COOH的合成步骤:
1、合成CTC树脂:称取1.96g CTC Resin(如初始取代度约为0.92mmol/g)和2.16mmol Fmoc-Phe-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5.41mmol 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-Phe-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-Phe-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5.41mmol 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10.82mmol DIPEA,5.14mmol 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-Phe-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-Phe-CTC Resin
Fmoc-Pro-Pro-Phe-CTC Resin
H2N-Pro-Pro-Phe-CTC Resin
Fmoc-Met-Pro-Pro-Phe-CTC Resin
H2N-Met-Pro-Pro-Phe-CTC Resin
Fmoc-Pro-Met-Pro-Pro-Phe-CTC Resin
H2N-Pro-Met-Pro-Pro-Phe-CTC Resin
Fmoc-Pro-Pro-Met-Pro-Pro-Phe-CTC Resin
H2N-Pro-Pro-Met-Pro-Pro-Phe-CTC Resin
Fmoc-Ala-Pro-Pro-Met-Pro-Pro-Phe-CTC Resin
H2N-Ala-Pro-Pro-Met-Pro-Pro-Phe-CTC Resin
Fmoc-Gly-Ala-Pro-Pro-Met-Pro-Pro-Phe-CTC Resin
H2N-Gly-Ala-Pro-Pro-Met-Pro-Pro-Phe-CTC Resin
Fmoc-Ser(tBu)-Gly-Ala-Pro-Pro-Met-Pro-Pro-Phe-CTC Resin
H2N-Ser(tBu)-Gly-Ala-Pro-Pro-Met-Pro-Pro-Phe-CTC Resin
Fmoc-Ser(tBu)-Ser(tBu)-Gly-Ala-Pro-Pro-Met-Pro-Pro-Phe-CTC Resin
H2N-Ser(tBu)-Ser(tBu)-Gly-Ala-Pro-Pro-Met-Pro-Pro-Phe-CTC Resin
Fmoc-Tyr(tBu)-Ser(tBu)-Ser(tBu)-Gly-Ala-Pro-Pro-Met-Pro-Pro-Phe-CTC Resin
H2N-Tyr(tBu)-Ser(tBu)-Ser(tBu)-Gly-Ala-Pro-Pro-Met-Pro-Pro-Phe-CTC Resin
Fmoc-Ala-Tyr(tBu)-Ser(tBu)-Ser(tBu)-Gly-Ala-Pro-Pro-Met-Pro-Pro-Phe-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-Ala-Tyr(tBu)-Ser(tBu)-Ser(tBu)-Gly-Ala-Pro-Pro-Met-Pro-Pro-Phe-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-Ala-Tyr-Ser-Ser-Gly-Ala-Pro-Pro-Met-Pro-Pro-Phe-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。
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