CAS: 82565-68-2; Fmoc-Phe(4-I)-Oh

该化合物是氨酸苯丙胺的衍生物,在苯环的副位置上,该化合物主要用于peptide合成,特别是在固相peptide合成(SPPS)中,该聚物组通常在二甲基硫氧化物(DMSO)等有机溶剂中溶解,而在水中不那么溶解.其分子结构有助于其独特的特性对硫化物进行合成,使其在研究和药物开发中具有价值.

结构式图片

相似化合物

62561-75-5 62129-44-6 24250-85-9

上下游产品

CAS号82911-69-1 9-芴甲基-N-琥珀酰亚胺碳酸酯 | CAS号1991-81-7 4-iodophenylalanine | CAS号28920-43-6 芴甲氧羰酰氯(Fm°C-Cl) | CAS号62561-75-5 4-碘-D-苯丙氨酸 | CAS号160751-44-0 N-Α-FM°C-4-(膦酰基...

合成工艺路线路线简述

  • 合成目标产物 Fmoc-L-4-Iodophenylalanine 主要起始原料 9-Fluorenylmethyl Chloroformate And 4-Iodo-D-Phenylalanine
  • 24250-85-9 + 82911-69-1 = 82565-68-2
    反应条件:1.1 Reagents: Sodium Carbonate Solvents: Dimethylformamide,Water; 30 Min,Cooled; 4 H,Rt1.2 Reagents: Potassium Bisulfate Solvents: Water; Ph 2,Cooled
    标题:Fast And Versatile Microwave-Assisted Intramolecular Heck Reaction In Peptide Macrocyclization Using Microwave Energy
    作者:Byk,Gerardo; Et Al
    参考文献:Biopolymers 日期:2006 卷标:84(3) 页码:274-282]

    24250-85-9 + 82911-69-1 = 82565-68-2
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Acetonitrile,Water; Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 3,Rt
    标题:Acrylamide-Based Pd-Nanoparticle Carriers As Smart Catalysts For The Suzuki-Miyaura Cross-Coupling Of Amino Acids
    作者:Sabadasch,Viktor; Et Al
    参考文献:Synthesis 日期:2022 卷标:54(14) 页码:3180-3192]

    24250-85-9 + 82911-69-1 = 82565-68-2
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: 1,4-Dioxane,Water; 0 °C; 0 °C -> 23 °C; 16 H,23 °C
    标题:Expanding The Scope Of Pna-Encoded Libraries: Divergent Synthesis Of Libraries Targeting Cysteine,Serine And Metallo-Proteases As Well As Tyrosine Phosphatases
    作者:Debaene,Francois; Et Al
    参考文献:Tetrahedron 日期:2007 卷标:63(28) 页码:6577-6586]

    63-91-2 = 82565-68-2
    反应条件:1.1 Reagents: Acetic Acid,Sulfuric Acid Solvents: Water; 70 °C1.2 Reagents: Iodine,Sodium Iodate; 3.5 H,70 °C1.3 Reagents: Sodium Hydroxide Solvents: Water; Neutralized; Cooled2.1 Reagents: Sodium Carbonate Solvents: Dimethylformamide,Water; 30 Min,Cooled; 4 H,Rt2.2 Reagents: Potassium Bisulfate Solvents: Water; Ph 2,Cooled
    标题:Fast And Versatile Microwave-Assisted Intramolecular Heck Reaction In Peptide Macrocyclization Using Microwave Energy
    作者:Byk,Gerardo; Et Al
    参考文献:Biopolymers 日期:2006 卷标:84(3) 页码:274-282
9-芴甲基-N-琥珀酰亚胺基碳酸酯,4-Iodo-L-Phenylalanine置于sodium Hydroxide体系中,用 水,乙腈 作为反应溶剂,以66%的收率获得产物fmoc-L-4-碘苯丙氨酸
参考文献:基于丙烯酰胺的 Pd 纳米粒子载体作为 Suzuki-Miyaura 氨基酸交叉偶联的智能催化剂
标题:基于丙烯酰胺的 Pd 纳米粒子载体作为 Suzuki-Miyaura 氨基酸交叉偶联的智能催化剂
摘要:聚丙烯酰胺基水性微凝胶是用共聚的羧酸和叔胺部分制备的.胶体凝胶装载了钯纳米颗粒,并用于氨基酸和肽的 Suzuki-Miyaura 交叉偶联.制备的微凝胶的热响应特性通过光子相关光谱(pcs)在催化反应的溶剂条件下进行表征.用透射电子显微镜(tem)表征掺入的纳米颗粒的定位和形态.n α-Boc-4-碘苯丙氨酸和n α的钯催化 Suzuki-Miyaura 交叉偶联-Boc-7-溴色氨酸与苯基硼酸分别在 20,37 和 60 oc 的水中环境气氛下进行.热响应微凝胶的性质对相应底物的反应性和选择性有很大影响.对于含胺的微凝胶,可以实现多达四个循环而不损失活性的可回收性.此外,该系统在选定的三肽和四肽中对卤代氨基酸的 Suzuki-Miyaura 交叉偶联显示出非常好的催化活性.
DOI:10.1055/a-1782-4224

海关参考信息

专利信息


专利号:WO-2024182268-A1
优先权日:2023-02-27
标 题 :Liquid phase peptide support synthesis of peptides and peptidomimetics
发明人:HAN AMY
权利人:REGENERON PHARMA
摘要:The present invention provides compounds useful as support for liquid phase organic synthesis e.g., liquid phase organic synthesis of peptides and peptidomimetics. In one aspect, the present invention provides a compound having a structure of Formula (I) where R1, R2, R3, m, and n are as described herein and methods of making and using same.

专利号:US-2004110228-A1
优先权日:2002-04-01
标 题:Combinatorial organic synthesis of unique biologically active compounds
发明人:MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.

专利号:US-9217012-B2
优先权日:2009-04-08
标题 :Inhibitors of protein tyrosine phosphatases
发明人:ZHANG ZHONG-YIN; ZHANG SHENG
权利人:ZHANG ZHONG-YIN; ZHANG SHENG; UNIV INDIANA RES & TECH CORP
摘要:Disclosed herein are compounds that selectively inhibit members of the PTP family of enzymes. Synthesized compounds demonstrated selective inhibition of TC-PTP. Also provided are methods of using the compounds and formulations containing the compounds. Also described is a fluorescence-tagged combinatorial library synthesis and screening method. And methods of using these compounds to effect enzyme activity both in cells and in vitro as well as method of using these compounds to treat diseases in human and animals.
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主要参考文献

[参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-899.
[参考文献]: Anirban Banerjee, Et Al. Structure Of A Pore-Blocking Toxin In Complex With A Eukaryotic Voltage-Dependent K(+) Channel. Elife. 2013 May 21:2:E00594.

合成参考文献


参考文献:10.1055/s-0030-1260206
摘要:Köhn M, Meyer C. Efficient Scaled-Up Synthesis of N-α-Fmoc-4-Phosphono(difluoromethyl)-l-phenylalanine and Its Incorporation into Peptides. Synthesis. 2011 Sep 06;2011(20):3255–60. doi: 10.1055/s-0030-1260206.
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