CAS: 154-08-5; 2-Amino-3-(5-Fluoro-1H-Indol-3-yl)Propanoic Acid

该化合物是氨基酸锥虫基本成分的氟衍生物,在蛋白环的5位置上引入了氟原子.这一修改增强了其在生化和药理研究中的效用,特别是在涉及酶抑制,蛋白相互作用和代谢途径的研究中的效用.氟替代可影响电子和消毒特性,使其成为调查切除性过程的宝贵探测器.其种族学(DL)形式允许在比较研究中广泛适用.该化合物通常用作合成的建筑块和荧光或无线电标签模拟的前体,为研究人员提供了机械和结构调查的多种工具.

结构式图片

相似化合物

16626-02-1 908846-88-8 53478-53-8

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CAS号363-37-1 2-acetamido-2-[... | CAS号428-79-5 N-butyl(o-amino... | CAS号427-87-2 acetylamino-[3-... | CAS号576-16-9 5-氟色胺

合成工艺路线路线简述

  • 合成目标产物 5-Fluoro-Dl-Tryptophan 主要起始原料 5-Fluoroindole
  • (文献来源)合成步骤主要原料 5-Fluoroindole
Acetylamino-(5-Fluoro-Indol-3-Ylmethyl)-Malonic Acid Diethyl Ester置于sodium Hydroxide,水体系中,化学反应生成5-氟-Dl-色氨酸
参考文献:The Synthesis Of 5-Fluoro-Dl-Tryptophan
标题:The Synthesis Of 5-Fluoro-Dl-Tryptophan
摘要:
Doi:10.1021/ja01161A523

海关参考信息

专利信息


专利号:US-12351573-B2
优先权日:2019-05-09
标 题:Compounds for use in synthesis of peptidomimetics
发明人:AL-ABED YOUSEF; CHENG KAI FAN
权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
摘要:Synthesis of O-benzotriazole and O-imidazole synthons are described. Uses of synthons in synthesis of azapeptides and other peptidomimetics, azapeptides and other peptidomimetics synthesized from the synthons and uses of azapeptides and other peptidomimetics are also described.

专利号:US-2023159450-A1
优先权日:2020-05-08
标 题 :Dimers for use in synthesis of peptidomimetics
发明人:AL-ABED YOUSEF; ALTITI AHMAD
权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
摘要:Dimers for use in synthesis of peptidomimetics are described. Uses of dimers as synthons in synthesis of azapeptides and other peptidomimetics, azapeptides and other peptidomimetics synthesized from the dimers and uses of azapeptides and other peptidomimetics are also described.

专利号:US-2020354404-A1
优先权日:2019-05-09
标 题 :Peptidomimetic agents, synthesis and uses thereof
发明人:AL-ABED YOUSEF
权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
摘要:Compounds for use in synthesis of peptidomimetic agents; synthesis of peptidomimetic agents; peptidomimetic diagnostic and therapeutic agents; and uses of the compounds and peptidomimetic agents in drug discovery, diagnosis, prevention and treatment of diseases are described.

专利号:WO-2025128985-A1
优先权日:2023-12-14
标题 :Sulfoxide and sulfone derivatives of thiocarbazates as synthons for azapeptides synthesis and process of using same
发明人:AL-ABED YOUSEF
权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
摘要:Provided for herein are sulfoxide and sulfone derivatives of thiocarbazates that have the formula (I): wherein A, R, R 1 , R 2 , and n are defined herein. The compounds may be used as synthons in the synthesis of azaeptides and other aza- amino acid conjugates.

专利号:US-2024400608-A1
优先权日:2021-09-03
标题:Synthesis of bicycle toxin conjugates, and intermediates thereof
发明人:WITTY DAVID; LIMB DARREN; MIN BYOUNG JOON; HE LIWEN; SANDERS WILLIAM J; NNANABU ERNEST OBINNA
权利人:BRICYCLETX LTD
摘要:The present invention relates to Bicycle toxin conjugates, methods for preparation, and methods of use for treating cancer.

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.
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主要参考文献

[参考文献]: Candace M Pfefferkorn, Et Al. 5-Fluoro-D,L-Tryptophan As A Dual Nmr And Fluorescent Probe Of α-Synuclein. Methods Mol Biol. 2012:895:197-209.
[参考文献]: Jaap Broos, Et Al. In Vivo Synthesized Proteins With Monoexponential Fluorescence Decay Kinetics. J Am Chem Soc. 2004 Jan 14;126(1):22-3.
[参考文献]: Kenji Hamase, Et Al. Sensitive High-Performance Liquid Chromatographic Assay For D-Amino-Acid Oxidase Activity In Mammalian Tissues Using A Fluorescent Non-Natural Substrate, 5-Fluoro-D-Tryptophan. J Chromatogr A. 2006 Feb 17;1106(1-2):159-64.
[参考文献]: Madan Katragadda, Et Al. Hydrophobic Effect And Hydrogen Bonds Account For The Improved Activity Of A Complement Inhibitor, Compstatin. J Med Chem. 2006 Jul 27;49(15):4616-22.
[参考文献]: N V Visser, Et Al. 5-Fluorotryptophan As Dual Probe For Ground-State Heterogeneity And Excited-State Dynamics In Apoflavodoxin. Febs Lett. 2009 Sep 3;583(17):2785-8.

合成参考文献


参考文献:10.1007/s00726-014-1766-3
摘要:Pantouris G, Serys M, Yuasa HJ, Ball HJ, Mowat CG. Human indoleamine 2,3-dioxygenase-2 has substrate specificity and inhibition characteristics distinct from those of indoleamine 2,3-dioxygenase-1. Amino Acids. 2014 Sep;46(9):2155–63. doi: 10.1007/s00726-014-1766-3.
参考文献:10.1007/s00294-005-0042-1
摘要:Schroda M. RNA silencing in Chlamydomonas: mechanisms and tools. Curr Genet. 2006 Feb;49(2):69–84. doi: 10.1007/s00294-005-0042-1.
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