CAS: 150828-96-9; Boc-Orn(Fmoc)-Oh

该化合物是一种受保护的有机物衍生物,其特点是保护组群,既包括三氧碳基(BOC),也包括保护组群;这种双重保护战略加强了对peptide合成的选择性,允许分硫合成,允许分硫脱氧保护以逐步延长;BOC组为α-氨基组群提供酸性实验室保护,而FMOC组则为侧链导体提供基实验室保护,确保与固相和溶解阶段方法相兼容;其高纯度和稳定性使其适合于复杂的peptide组装,特别是在分块或经改良的peptid的合成中;化合物广泛用于需要精确控制氨酸功能化的研究和制药应用.

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N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (R)-5-amino-2-((tert-butoxycarbonyl)amino)pentanoic acid 2-(tert-butoxycarbonyl)-L-ornithineN2-(tert-butoxycarbonyl)-L-ornithineH-Tyr-D-Orn[*]-Phe-Asp[*]-NH2 glycyl-L-arginyl-glycyl-L-aspartyl-L-seryl-L-proline

合成工艺路线路线简述

    ,Boc-L-鸟氨酸置于碳酸氢钠体系中,用 四氢呋喃,水 用作溶剂,化学反应 2.0H,以81%的收率获得n-叔丁氧羰基-N'-芴甲氧羰基-L-鸟氨酸
    参考文献:肽-腺嘌呤结合物的合成作为监测蛋白酶活性的新工具
    标题:肽-腺嘌呤结合物的合成作为监测蛋白酶活性的新工具
    摘要:我们报道了一种有效的方法来合成具有挑战性的肽-腺嘌呤结合物,以替代氨甲基香豆素(amc)-丝氨酸蛋白酶底物.
    Doi:10.1002/ejoc.201801490

    海关参考信息

    专利信息


    专利号:US-2021130409-A1
    优先权日:2017-09-01
    标 题 :Method for the Solid-Phase Synthesis of Cyclic Pentapeptides
    发明人:ZHENGGUO JIANG; LUCIANO FORNI; ROBERTSON ALAN
    权利人:Alsonex Pty Ltd
    摘要:A method for the synthesis of a cyclic ornithine-proline-D-cyclohexylalanine-tryptophan-arginine pentapeptide of Formula A; n n n n n n n n n n n n wherein R 1 and R 2 are, independently, —H, or —C(O)R 3 where R 3 is —CH 2 Ph, —CH 2 CH 2 Ph, —CHâ•?CHPh, —C(NHAC)CH 2 Ph;n nthe method comprising the steps of;n nforming a linear proline-D-cyclohexylalanine-tryptophan-arginine-ornithine pentapeptide of Formula B, attached to a polymeric resin;n n n n n n n n n n n n n n n n n wherein R 1 is as for Formula A, RES indicates the polymeric resin, and P 1 and P 2 are protecting groups;n ncyclising the linear pentapeptide of Formula B to form a cyclic pentapeptide of Formula C, attached to the polymeric resin;n n n n n n n n n n n n n n n cleaving the cyclic peptide of Formula C from the resin providing a cleaved cyclic pentapeptide having a free amine group of an ornithine residue;n noptionally substituting the free amine group of the ornithine residue of the cleaved cyclic peptide;n nremoving the protecting groups P 1 and P 2 , to providethe cyclic peptide of Formula A.

    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-11319348-B2
    优先权日:2016-10-28
    标题:Synthetic beta-amyloid peptides capable of forming stable antigenic oligomers
    发明人:NOWICK JAMES S; KREUTZER ADAM G; SPENCER RYAN K; SALVESON PATRICK J
    权利人:UNIV CALIFORNIA
    摘要:Synthetic Aβ peptides, oligomers, their methods of synthesis, and their applications are provided. The Aβ peptides can form stable, soluble oligomers important for the advancement of knowledge, detection, and treatment of Alzheimer's disease. Antibodies specific to oligomeric Aβ and their methods of synthesis are also described.

    专利号:US-2004006203-A1
    优先权日:2002-06-20
    标题 :Method for sequential support-bound synthesis of conjugated oligomeric compounds
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    合成参考文献


    参考文献:10.1007/s00726-023-03250-z
    摘要:Wang H, Qin K, Shi D, Wu P, Hao X, Liu H, Gao J, Li J, Wu Z, Li S. A new 68Ga-labeled ornithine derivative for PET imaging of ornithine metabolism in tumors. Amino Acids. 2023 May;55(5):595–606. doi: 10.1007/s00726-023-03250-z.
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