CAS: 161552-03-0; 2-((2S,5R,8S,11S)-8-(4-Aminobutyl)-5-Benzyl-11-(3-Guanidinopropyl)-3,6,9,12,15-Pentaoxo-1,4,7,10,13-Pentaazacyclopentadecan-2-yl)Acetic Acid

该化合物是一种环形五五氯苯,其特征是Arg-Gly-Asp(RGD)序列,这是众所周知的同异丙烯受体高度接近的元素,特别是αvβ3和αβ5. 这种环状结构与线性RGDpeptides相比,提高了相近性稳定性和约束性. Cyclo (-RGDfK) 广泛用于生物医学研究,针对异丙酸表达细胞,使其在与血管发源,肿瘤成像和药物投送有关的研究中具有价值. 它的苯丙烯(f) 和 lysine(K) 残留物进一步增强了溶解性和功能化潜力. 的坚固结合特性和合成可获取性使得它成为调查细胞吸附机制和开发有针对性的治疗方法的首选工具.

结构式图片

上下游产品

45H67N9O10SC45H67N9O10S Fm°C-(tBu)Asp-OH Fm°C-D-Phe-OH All°C-L-Lys(N-Fm°C)-OH73H111N23O22C73H111N23O22

合成工艺路线路线简述

  • 合成目标产物 Cyclo (Arg-Gly-Asp-D-Phe-Lys) 主要起始原料 Ethanamine, N-[(3,5-Dichlorophenyl)Methylene]-2,2-Diethoxy-
  • (文献来源)合成步骤主要原料 Ethanamine, N-[(3,5-Dichlorophenyl)Methylene]-2,2-Diethoxy-
在 Palladium 10% On Activated Carbon,氢气体系中,用 甲醇,溶剂黄146 用作溶剂,化学反应 18.0H,以100%的收率获得环(-Rgdfk)
参考文献:通过微流肽链延长和光化学环化 的快速清洁合成方法来合成环肽:环状rgd肽的合成†
标题:通过微流肽链延长和光化学环化 的快速清洁合成方法来合成环肽:环状rgd肽的合成†
摘要:环状rgd肽有效地合成基于微流,三光气介导的肽链延长和微流光化学大内酰胺化.我们的方法可以快速合成环状肽(酰胺化<5 S,大内酰胺化<5 Min),并且可以清洁合成(仅一柱色谱分离).
Doi:10.1039/c6Ob02391F

海关参考信息

专利信息


专利号:US-7531622-B2
优先权日:2002-09-19
标 题:Synthesis and characterization of novel systems for guidance and vectorization of molecules of therapeutic interest towards target cells
发明人:DUMY PASCAL; FAVROT MARIE-CHRISTINE; BOTURYN DIDIER; COLL JEAN-LUC
权利人:CENTRE NAT RECH SCIENT; UNIV JOSEPH FOURIER; INST NAT SANTE RECH MED
摘要:A method for preparing a grafted homodetic cyclopeptide forming a framework that defines a grafted upper face and grafted lower face, including synthesizing a linear peptide from modified or unmodified amino acids, some of which carry orthogonal protective groups; intramolecular cyclizing the resulting protected linear peptide; substituting some or all of orthogonal protective groups with a protected precursor; and grafting at least one molecule of interest onto one and/or the other face of the framework via an oxime bond.

专利号:US-2006173160-A1
优先权日:2002-09-19
标 题:Synthesis and characterization of novel systems for guidance and vectorization of molecules of therapeutic interest towards target cells

专利号:EP-1539804-A2
优先权日:2002-09-19
标题:Synthesis and characterization of novel systems for guidance and vectorization of molecules of therapeutic interest towards target cells

专利号:CA-2499496-C
优先权日:2002-09-19
标题 :Synthesis and characterization of novel systems for guidance and vectorization of compounds having a therapeutic activity

专利号:WO-2004026894-A2
优先权日:2002-09-19
标题:Synthesis and characterization of novel systems for guidance and vectorization of compounds having a therapeutic activity

专利号:JP-2006514919-A
优先权日:2002-09-19
标题:Synthesis and characterization of novel induction systems and vectorization of therapeutic molecules into target cells
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📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献


1: Harvey D, Bray G, Zamberlan F, Amer M, Goodacre SL, Thomas NR. Cyclo(RGDfK) Functionalized Spider Silk Cell Scaffolds: Significantly Improved Performance in Just One Click. Macromol Biosci. 2020 Dec;20(12):e2000255. doi: 10.1002/mabi.202000255. Epub 2020 Aug 31.
10:2427-2447. doi: 10.2147/OTT.S133563.
3: Vilchis-Juárez A, Ferro-Flores G, Santos-Cuevas C, Morales-Avila E, Ocampo- García B, Díaz-Nieto L, Luna-Gutiérrez M, Jiménez-Mancilla N, Pedraza-López M, Gómez-Oliván L. Molecular targeting radiotherapy with cyclo-RGDFK(C) peptides conjugated to 177Lu-labeled gold nanoparticles in tumor-bearing mice. J Biomed Nanotechnol. 2014 Mar;10(3):393-404. doi: 10.1166/jbn.2014.1721.

合成参考文献


摘要:Li, Y.; Fang, X.; Wang, Y., Science of Synthesis: DNA-Encoded Libraries, (2024) nan, 81.
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