CAS: 84624-27-1; Boc-Lys(Fmoc)-Oh

该化合物是一种受保护的氨基酸衍生物,广泛用于peptide合成中,该化合物具有两种正对式保护组:α-氨基组的异丁氧碳基(Boc)组和-氨基边管管的氟基甲基碳基(Fmoc)组,这种双重保护允许在固相peptide合成(SPPS)期间有选择地取消保护,从而能够精确控制相继相联步骤,其高纯度和稳定性使其适合复杂的peptide组装,特别是在需要选择性侧链保护的基于Fmoc的战略中,该产品因其可靠性和与标准peptide合成议定书的兼容性,通常用于药物研究和生物协同应用.

结构式图片

相似化合物

10009-20-8 105047-45-8 106719-44-2

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CAS号84624-28-2 N’-Fm°C-L-赖氨酸 | CAS号121062-08-6 美拉诺坦 II | CAS号13734-28-6 B°C-L-赖氨酸 | CAS号137668-62-3 MSH (5-10), cyclic | CAS号92169-45-4 Neuromedin N(大鼠... | CAS号96561-04-5 N2-[叔丁氧羰基]-N6-(...

合成工艺路线路线简述

  • 合成目标产物 N-Boc-N'-Fmoc-L-Lysine 主要起始原料 Fmoc-Osu And Boc-Lys-Oh
  • 82911-69-1 + 13734-28-6 = 84624-27-1
    反应条件:1.1 Reagents: Diisopropylethylamine Solvents: Acetone
    标题:Bifacial Pnas Destabilize Malat1 By 3' A-Tail Displacement From The U-Rich Internal Loop
    作者:Miao,Shiqin; Bhunia,Debmalya; Devari,Shekaraiah; Liang,Yufeng; Munyaradzi,Oliver; Et Al
    参考文献:Acs Chemical Biology 日期:2021 卷标:16(8) 页码:1600-1609]

    24424-99-5 + 84624-28-2 = 84624-27-1
    反应条件:1.1 Reagents: Sodium Carbonate Solvents: Dimethylformamide,Water; Rt -> 0 °C1.2 0 °C; 10 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 2 - 3
    标题:Application Of Thiazolidinethione (Ttt) In The Reaction Of Selective Side Chain Protection Of Lysine
    作者:Gao,Xing-Ming; Ye,Yun-Hua
    参考文献:Huaxue Xuebao 日期:2007 卷标:65(16) 页码:1654-1656]

    84624-28-2 + 58632-95-4 = 84624-27-1
    反应条件:1.1 Reagents: Sodium Carbonate Solvents: Tetrahydrofuran,1,4-Dioxane,Water
    标题:Convenient Syntheses Of Fluorenylmethyl-Based Side Chain Derivatives Of Glutamic And Aspartic Acids,Lysine,And Cysteine
    作者:Albericio,F.; Nicolas,E.; Rizo,J.; Ruiz-Gayo,M.; Pedroso,E.; Et Al
    参考文献:Synthesis 日期:1990 卷标:(2) 页码:119-22]

    82911-69-1 + 13734-28-6 = 84624-27-1
    反应条件:1.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane; Overnight,Rt
    标题:Chemical Probes Reveal Sirt2'S New Function As A Robust "Eraser" Of Lysine Lipoylation
    作者:Xie,Yusheng; Chen,Lanfang; Wang,Rui; Wang,Jigang; Li,Jingyu; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2019 卷标:141(46) 页码:18428-18436]

    24424-99-5 + 21512-99-2 + 82911-69-1 = 84624-27-1 [标题:Reaction Conditions
    标题:A Fluoride Ion Deprotection Strategy In Peptide Synthesis. Combination With Selective Deprotection Using The Dilute Methanesulfonic Acid Of α-Amino Protecting Groups
    作者:Kiso,Yoshiaki; Kimura,Tooru; Fujiwara,Yoichi; Shimokura,Masanori; Nishitani,Akiko
    参考文献:Chemical & Pharmaceutical Bulletin 日期:1988 卷标:36(12) 页码:5024-7
N2-[叔丁氧羰基]-N6-[芴甲氧羰基]-L-赖氨酸甲酯置于三丁基氧化锡体系中,用 甲苯 作为反应溶剂,化学反应 24.0H,以67%的收率获得产物nalpha-Boc-Nε-Fmoc-L-赖氨酸
参考文献:N-保护的氨基酸和二肽的苯甲酰基,苄基和甲基酯的选择性脱保护以及与双(三丁基锡)氧化物连接的树脂的n-保护的氨基酸苄基酯的脱保护
标题:N-保护的氨基酸和二肽的苯甲酰基,苄基和甲基酯的选择性脱保护以及与双(三丁基锡)氧化物连接的树脂的n-保护的氨基酸苄基酯的脱保护
摘要:各种n-α-B°C,N-α-Cbz或n,N-二甲基氨基保护的氨基酸和二肽的苯甲酸酯,甲基和苄基酯以及与wang和pam树脂连接的n-α保护的氨基酸的酯具有在非质子溶剂中用双(三丁基锡)氧化物有效地和化学选择性地裂解该化合物,从而以非常好的收率得到相应的羧酸.此外,已经证明在脱保护过程中不存在外消旋作用.该方法的一个限制是不稳定ñ-îμ-Fmoc基团的氨基酸酯8和10,ñ-α-的fmoc-大号β-丙氨酸连接于王氏树脂23和cbz基保护基团在ñ-α-的boc-N-Iμ-Cbz-大号赖氨酸苄基和甲酯(5和7),分别与ñ-α-Cbz-大号-Alanyl-大号丙氨酸甲酯19的情况下ñ-在α-保护的二肽中,没有游离氨基酸的迹象表明该肽键不受影响.
DOI:10.1039/p19960000995

海关参考信息

专利信息


专利号:US-6600016-B1
优先权日:1999-08-24
标题:Multifunctionalized solid support resins for synthesis of combinatorial libraries and method for using the same
发明人:CAMPIAN EUGENE; LU BOLIANG; ZHANG JINFANG
权利人:ADVANCED SYNTECH LLC
摘要:Multifunctionalized support resin for the solid phase synthesis of combinatorial libraries is disclosed. The support resin comprises a resin backbone to which is attached a template containing at least two more attachment points which carry mutiple functionalized benzyl-type linkers. Each linker displays differing chemical stability under cleavage conditions so that products can be selectively and sequentially cleaved and separated from the reaction vessel. The linkers are independently different benzyl-type moieties, and each product synthesized on the linkers may have a different chemical structure. The support resin may further comprise an additional linker which is directly attached to the resin backbone. This linker can benzyl-type linkers or other traditional cleavable-linkers. The invention is further directed to a method for the production of mutiple combinatorial libraries in a simultaneous fashion utilizing the above described support resin. The products are selectively cleaved under conditions where only one linker site is cleaved so that the product is individually separated from the reaction vessel.

专利号:US-8178474-B1
优先权日:1999-04-21
标题 :Functionalised solid support for alpha-oxoaldehyde synthesis
发明人:MELNYK OLEG; FRUCHART JEAN-SEBASTIEN; BOUREL LINE; GRAS-MASSE HELENE
权利人:MELNYK OLEG; FRUCHART JEAN-SEBASTIEN; BOUREL LINE; GRAS-MASSE HELENE; PASTEUR INSTITUT; CENTRE NAT RECH SCIENT
摘要:The invention relates to a functionalised solid support for the synthesis of compounds comprising at least one α-oxoaldehyde function, to a process for preparing it and to its applications, in particular for the preparation of a library of organic compounds, of a diagnostic reagent, of a microtitration plate and of a biochip, such as a DNA chip. The present invention also relates to a process for the synthesis of organic compounds comprising at least one α-oxoaldehyde function and to the α-oxoaldehyde peptides obtained using this process.

专利号:US-2008221303-A1
优先权日:2004-02-18
标 题:Method for the Preparation of Peptide-Oligonucleotide Conjugates
发明人:KATZHENDLER JEHOSHUA; KLAUZNER YAKIR; BEYLIS IRENA; MIZHIRITSKII MICHAEL; SHPERNAT YAACOV; ASHKENAZI BORIS; FRIDLAND DMITRI
权利人:KATZHENDLER JEHOSHUA; KLAUZNER YAKIR; BEYLIS IRENA; MIZHIRITSKII MICHAEL; SHPERNAT YAACOV; ASHKENAZI BORIS; FRIDLAND DMITRI
摘要:The present invention relates to the synthesis of peptide-oligonucleotide conjugates (POC). More specifically, the invention relates to a novel method for the preparation of peptide-oligonucleotide conjugates, which can be conducted under mild conditions on solid support, can be performed manually or by a synthesizer, can be used to synthesize alternating sequences of peptides and oligonucleotides, and is applicable to the synthesis of a wide variety of peptide-oligonucleotide conjugates constructed from alternate peptide and oligonucleotide blocks.

专利号:US-7038037-B2
优先权日:2002-06-20
标题 :Method for sequential support-bound synthesis of conjugated oligomeric compounds
发明人:MAIER MARTIN A; GUZAEV ANDREI P; MANOHARAN MUTHIAH
权利人:ISIS PHARMACEUTICALS INC
摘要:A sequential support-bound synthesis method is disclosed for preparing a conjugated oligomeric compound, preferably a PNA-peptide conjugate or an oligonucleotide-peptide conjugate, using a bridging molecule having at least two N-protecting amino groups. A conjugated oligomeric compound for therapeutic or prophylactic delivery is also disclosed.

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-5175146-A
优先权日:1989-12-05
标题 :Synthetic calcitonin peptides
发明人:BASAVA CHANNA; HOSTETLER KARL Y
权利人:VICAL INC
摘要:Synthetic hypocalcemic peptides which are similar in biological properties to native calcitonins as clinically useful agents. The peptides comprise analogues of native calcitonins having amino acid substitutions and deletions which act to improve potency, prolong duration of the hormonal effect, enhance receptor binding, and increase oral or nasal bioavailability. The calcitonin peptide analogues are less expensive and more easily synthesized than native calcitonins, and have improved resistance to inactivation or degradation. Methods are provided for the synthesis of these peptides. Also, disclosed are novel cyclic peptides, including calcitonin, having increased stability with respect to proteolysis. Methods for the synthesis of these peptides are provided, comprising converting disulfide cyclic peptides and proteins to enzymatically and chemically stable cyclic peptide structures by the replacement of cysteine residues with dicarboxylic acids and diamino acids. The method is applicable to various naturally occurring peptides, their synthetic analogues or derivatives, and proteins.
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[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):1793-1144.

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参考文献:10.1007/978-94-010-9060-5_312
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