CAS: 35737-15-6; Fmoc-Trp-Oh

该化合物是氨基酸锥虫的衍生物,其特点是存在9氟甲基甲基苯氧碳酸基(Fmoc)保护组,该化合物通常用于丙二酸合成,特别是固相聚丙酸合成(SPPS),因为它有能力在混合反应期间保护氨基锥虫组.氟二甲-L-Tryptophan通常是白到白粉的粉末,溶于二甲基二甲基硫胺(DMF)和二甲基亚硫氧化(DMSO)等有机溶剂,但水中溶解程度较低.Fmoco组可以在基本条件下被清除,允许随后将氨基硫酸与其他丙酸碎片相混合.该化合物保留了Treptophophan的基本特性,包括其作为血清素前体的作用及其参与蛋白合成的情况.此外,它显示出二甲基苯胺和二亚甲基硫氧化二硫氧化物(DMCO)的有机溶液特性,但在各种生物化学应用中有用.应查阅所有化学数据,以便查阅.

结构式图片

相似化合物

86123-11-7 13139-14-5 143824-78-6

欧盟法规

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上下游产品

CAS号28920-43-6 芴甲氧羰酰氯(Fm°C-Cl) | CAS号73-22-3 L-色氨酸 | CAS号82911-69-1 9-芴甲基-N-琥珀酰亚胺碳酸酯 | CAS号1131148-55-4 N-Fm°C-1H-benzo... | CAS号88744-04-1 9-芴基甲基五氟苯基碳酸酯 | CAS号6159-33-7 (S)-(-)-tryptop... | CAS号73-22-3 L-色氨酸 | CAS号84771-20-0 Fm°C-L-Trp-OSu | CAS号86069-87-6 FM°C-L-色氨酸五氟苯酯 | CAS号13139-14-5 N-B°C-L-色氨酸 | CAS号25126-32-3 辛卡利特 | CAS号2717-75-1 Tryptophan, N-b... | CAS号81377-02-8 司格列肽 | CAS号4425-82-5 9-亚甲基-9H-芴

合成工艺路线路线简述

  • 合成目标产物 Nalpha-Fmoc-L-Tryptophan 主要起始原料 9-Fluorenylmethyl Chloroformate
  • 144701-22-4 = 35737-15-6 + 86123-11-7 [标题:Reaction Conditions
    标题:Chiral Separation Of Acidic Compounds Using An O-9-(Tert-Butylcarbamoyl)Quinidine Functionalized Monolith In Micro-Liquid Chromatography
    作者:Wang,Qiqin; Et Al
    参考文献:Journal Of Chromatography A 日期:2016 卷标:1444 页码:64-73]

    144701-22-4 = 35737-15-6 + 86123-11-7 [标题:Reaction Conditions
    标题:2-Acyl-Dimedones As Uv-Active Protective Agents For Chiral Amino Acids: Enantiomer Separations Of The Derivatives On Chiral Anion Exchangers
    作者:Wernisch,Stefanie; Et Al
    参考文献:Analytical And Bioanalytical Chemistry 日期:2013 卷标:405(25) 页码:8011-8026]

    144701-22-4 = 35737-15-6 + 86123-11-7 [标题:Reaction Conditions
    标题:Preparation Of An O-[2-(Methacryloyloxy)-Ethylcarbamoyl]-10,11-Dihydroquinidine-Silica Hybrid Monolithic Column For The Enantioseparation Of Amino Acids By Nano-Liquid Chromatography
    作者:Xu,Dongsheng; Et Al
    参考文献:Journal Of Chromatography A 日期:2019 卷标:1593 页码:63-72
氯甲酸-9-芴基甲酯置于三乙胺体系中,用 二氯甲烷,水,乙腈 作为反应溶剂,化学反应 4.0H,反应生成 Fmoc-L-色氨酸
参考文献:Benzotriazole Reagents For The Syntheses Of Fmoc-,Boc-,And Alloc-Protected Amino Acids
标题:Benzotriazole Reagents For The Syntheses Of Fmoc-,Boc-,And Alloc-Protected Amino Acids
摘要:在20oc下,稳定的三种苯并三唑(fmoc-,Boc-和alloc-苯并三唑)在三乙胺的存在下能够与多种氨基酸,包括未保护的丝氨酸和谷氨酸,反应,作为引入α-氨基保护基团的试剂,反应生成自由基肽和三肽杂质的无fmoc-,Boc-和alloc-保护氨基酸(产率77-94%).通过在三乙胺存在下,用fmoc-和alloc-苯并三唑对甘氨酰甘氨酸进行n-酰化反应,制备了产率高达90%的fmoc-和alloc-甘氨酰甘氨酸二肽.通过HPLC分析,合成的n-保护氨基酸纯度高于99%.
DOI:10.1055/s-0030-1261160

海关参考信息

专利信息


专利号:US-7691968-B2
优先权日:2002-05-03
标题:Process for the synthesis of peptides amides by side-chain attachment to a solid phase
发明人:EVANS DAVID JOHN; SIMPKIN DEAN STEVEN ANTHONY; WELLINGS DONALD ALFRED; ATHERTON ERIC
权利人:AVECIA BIOLOG LTD
摘要:A process is provided for the solid-phase synthesis of a peptide amide which comprises attaching an α-nitrogen protected Cα-carboxamide amino acid to a solid support by its side chain, removing the α-nitrogen protecting group, assembling a peptide chain on said α-nitrogen and then cleaving the assembled peptide amide from the solid support. Novel amino acid analogues, peptide amides and solid-phase supports are also provided.

专利号:US-4769445-A
优先权日:1985-03-04
标 题:Process for the solid phase synthesis of peptides which contain sulfated tyrosine
发明人:COMSTOCK JEANNE; ROSAMOND JAMES D
权利人:PENNWALT CORP
摘要:Peptides and Peptide amides such as cholecystokinin (CCK-8) are synthesized in improved yields and purity by a solid phase process. The requisite protected peptide is elaborated and sulfated on a solid support, deprotected, and cleaved from the solid support to give the total synthesis of CCK-8 on a solid support. Thereafter, the peptide is purified in a single step by ion exchange chromatography to provide analytically pure CCK-8.

专利号:US-2024218014-A1
优先权日:2022-11-21
标 题:Synthesis of a cyclic peptide
发明人:BAUR PIUS BRUNO; CLEATOR EDWARD; DENIAU GILDAS; EISELE FRANK; FLÖGEL OLIVER; HUSTE ANJA; KEHL MARCEL ROMAN; LÖWENECK MARKUS; SILVA ROLANDO RAVELO; VORBERG RAFFAEL
权利人:JANSSEN PHARMACEUTICA NV
摘要:Processes for performing peptide synthesis, particularly for cyclic peptide synthesis are generally described. Reaction intermediates of the peptide synthesis are also described.

专利号:US-8569452-B2
优先权日:2011-02-17
标题:Preparation of phalloidin and its derivatives
发明人:LIU BAOSHENG; ZHANG JIANHENG
权利人:LIU BAOSHENG; ZHANG JIANHENG; AMERICAN PEPTIDE COMPANY INC
摘要:The present invention relates to novel phalloidin derivatives and their fluorescent dye conjugates. These new compounds may be used in studies of actin dynamics in living systems. The present invention also relates to methods for preparing such compounds. The synthesis routes combine solid-phase and solution phase peptide synthesis, and has great advantage for efficient preparation of a diverse library of the phalloidin derivatives, especially for the synthesis of phalloidin.

专利号:US-12251674-B2
优先权日:2012-11-14
标 题:Substrates, systems, and methods for array synthesis and biomolecular analysis
发明人:RAJASEKARAN JOHN J; JAYARAMAN VASANTH; WANG TIANHAO; BEI KANG; KRISHNAMURTHY HARI KRISHNAN; VEDANTHAM PUNITHA
权利人:VIBRANT HOLDINGS LLC
摘要:Disclosed herein are formulations, substrates, and arrays. In certain embodiments, substrates and arrays comprise a porous layer for synthesis and attachment of polymers or biomolecules. Also disclosed herein are methods for manufacturing and using the formulations, substrates, and arrays, including porous arrays. Also disclosed herein are formulations and methods for one-step coupling, e.g., for synthesis of peptides in an N→C orientation. In some embodiments, disclosed herein are formulations and methods for high efficiency coupling of biomolecules to a substrate.

专利号:US-9388212-B2
优先权日:2013-02-21
标 题:Solid phase peptide synthesis via side chain attachment
发明人:BARLOS KLEOMENIS K
权利人:CHEMICAL & BIOPHARMACEUTICAL LAB OF PATRAS S A
摘要:The present application discloses peptides and peptaibols of high purity may be obtained by solid phase peptide synthesis using as the starting resin hydroxy amino acids, hydroxy amino acid amides, hydroxy amino alcohols or small peptides containing hydroxy amino acids attached to polymers through their side chain.
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主要参考文献

参考标题:A Facile Synthesis Of Hydroxamic Acids OfNα-Protected Amino Acids Employing Bdms, A Study Of Their Molecular Docking And Their Antibacterial Activities
作者:K. Uma,H. S. Lalithamba,V. Chandramohan,K. Lingaraju |发布日期:2019.3.4
摘要:Hydroxamic Acids Have Received Much Attention As Biologically Active Compounds. Synthetic Hydroxamic Acids Enhance The Growth Of Plant Sources And Improve The Soil Quality, Act As Antibiotics, Cell...

合成参考文献


摘要:Rossi, L., Science of Synthesis, (2005) 18, 480.
摘要:Lubell, W. D.; Blankenship, J. W.; Fridkin, G.; Kaul, R., Science of Synthesis, (2005) 21, 717.
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