CAS: 43163-94-6; 2-Amino-3-Fluoro-3-Methylbutanoic Acid

该化合物是氨基酸醋谷类的一种氟化衍生物,其特点是在谷仓骨骨的3处放置时替换氟原子,这种修改加强了其在生化和制药研究中的效用,特别是在涉及酶抑制,代谢途径和peptide合成的研究中的效用.氟原子引入了可改变结合性和稳定性的消毒和电子效应,使其对蛋白相互作用或设计改良的peptides很有价值.其种族学(DL)形式使得在结构和机械学调查中具有广泛适用性.由于在研究氟化氨基酸模拟物方面发挥着专门作用,该化合物通常用于受控的研究环境.

结构式图片

上下游产品

2-Bromo-3-fluoro-3-methyl-butyric acid amino-2 fluoro-3 methyl-3 butanonitrile 3-fluoro-2-keto-3-methybutanoic acid 2-phenyl-4-isopropylidene-5(4H)oxazolone 2-((tert-butoxycarbonyl)amino)-3-fluoro-3-methylbutanoic acid (E)-(S)-4-({2-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-methyl-3-phenyl-butyrylamino]-3-fluoro-3-methyl-butyryl}-methyl-amino)-2,5-dimethyl-hex-2-enoic acid tert-butyl 2-fluoro-1,2-dimethylpropyl carbamate

合成工艺路线路线简述

    📜2-Phenyl-4-Isopropylidene-5(4H)Oxazolone置于盐酸,Ammonium Hydroxide,Sodium Tetrahydroborate,Acidic Ion Exchange Resin (Ag 50W-X8),碳酸氢钠,Fluorine体系中,用 1,4-二氧六环,氯仿,一氟三氯甲烷 作为反应溶剂,化学反应 24.67H,反应生成 3-氟-Dl-缬氨酸
    参考文献:Addition Of Molecular Fluorine To Azlactones: General Synthetic Method Of Erythro-.Beta.-Fluorinated .Alpha.-Amino Acids.
    标题:Addition Of Molecular Fluorine To Azlactones: General Synthetic Method Of Erythro-.Beta.-Fluorinated .Alpha.-Amino Acids.
    摘要:分子氟与由适当醛类(或酮类)和苯甲酰甘氨酸反应生成的不饱和氮内酯反应,可得到二氟化加合物.通过碱性水解从加合物中得到的 β-氟化 α-氧代烷酸经还原胺化反应反应生成红-β-氟化脂肪族 α-氨基酸.同样的反应用于 3-苯基-2-苯甲酰氨基丙烯酸甲酯时,可得到相应的芳香族氨基酸.因此,整个序列提供了一种合成红-β-氟化 α-氨基酸的通用方法.
    DOI:10.1248/cpb.43.760

    海关参考信息

    专利信息


    专利号:US-2022243244-A1
    优先权日:2019-10-10
    标 题 :Compositions and methods for in vivo synthesis of unnatural polypeptides
    发明人:ROMESBERG FLOYD E; FISCHER EMIL C; HASHIMOTO KOJI; FELDMAN AARON W; DIEN VIVIAN T; ZHANG YORKE
    权利人:SCRIPPS RESEARCH INST
    摘要:Disclosed herein are compositions, methods, and kits for a cell incorporating unnatural amino acids into an unnatural polypeptide. Also disclosed herein are compositions, methods, and kits for increasing activity and yield of the unnatural polypeptide synthesized by the cell.

    专利号:US-2023037284-A9
    优先权日:2018-11-30
    标题:Combination therapy of peptidomimetic macrocycles
    发明人:GUERLAVAIS VINCENT; ANNIS DAVID ALLEN
    权利人:AILERON THERAPEUTICS INC
    摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

    专利号:US-2025084410-A1
    优先权日:2015-01-12
    标 题:Incorporation of unnatural nucleotides and methods thereof
    发明人:PTACIN JEROD; MALYSHEV DENIS A; CAFFARO CAROLINA E
    权利人:SYNTHORX INC
    摘要:Disclosed herein are methods, compositions and kits for the synthesis of proteins which comprises unnatural amino acids that utilize a mutant tRNA.

    专利号:US-2018371021-A1
    优先权日:2017-05-11
    标 题 :Peptidomimetic macrocycles and uses thereof
    发明人:AIVADO MANUEL; GUERLAVAIS VINCENT; OLSON KAREN
    权利人:AILERON THERAPEUTICS INC
    摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

    专利号:US-12234299-B2
    优先权日:2018-11-22
    标 题 :Peptides for inducing bacteriocin synthesis and methods to identify and/or select and/or optimize the same
    发明人:MIGNOLET JOHANN; HOLS PASCAL; LEDESMA GARCÃ?A LAURA
    权利人:SYNGULON S A; UNIV CATHOLIQUE LOUVAIN
    摘要:Described herein is a peptide or peptidomimetic with a length of at least 6 residues comprising, consisting essentially of, or consisting of the sequence motif Xaa1-Trp-Xaa2-Xaa3-Xaa4-Xaa5 (SEQ ID NO:1), wherein: Xaa1 represents an aromatic residue (Phe, Tyr, Trp, His), Cys or Ser; Xaa2, Xaa3 and Xaa4 represent any residue; and Xaa5 represents Gly, lie or Val.

    专利号:WO-2021072167-A1
    优先权日:2019-10-10
    标 题:Compositions and methods for in vivo synthesis of unnatural polypeptides

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    参考文献:10.1007/s00723-012-0316-y
    摘要:Shukla M, Dorai K. A Novel Multiple-Quantum Correlation NMR Scheme to Separate Components of a Mixture According to Their Diffusion Coefficients. Applied Magnetic Resonance. 2012 Feb 26;43(4):485–97. doi: 10.1007/s00723-012-0316-y.
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