CAS: 2566-22-5; N-Benzoyl-L-Phenylalanine

该化合物是属于氨基酸衍生物类别的有机化合物,其特征是氨基酸苯麻拉尼有一个附属于氨基酸苯酸盐的苯并酰集团,该组具有独特的特性,该化合物一般是白色的,白色的,脱白晶状的固体,在乙醇和二甲基硫氧化物等有机溶剂中可溶解,但水溶解性有限.苯并基-L-苯麻拉尼经常用于生物化学研究和药物应用,特别是用作酶类试验中的基质或石化合成中的建筑块,其结构允许与各种生物系统互动,使其与蛋白合成和酶活动有关的研究感兴趣.此外,由于丙酸的存在,它可能具有具体的光学活动,而这在需要接受立体化学因素的应用中可能很重要.总的来说,苯并会成为研究和工业环境中的宝贵化合物.

结构式图片

上下游产品

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合成工艺路线路线简述

    📜L-苯丙氨酸乙酯盐酸盐置于水,1-羟基苯并三唑,N,N-二异丙基乙胺,Lithium Hydroxide,O‐(1H‐benzotriazol‐1‐yl)‐n,N,N',N'‐tetramethyluronium Tetrafluoroborate体系中,用 四氢呋喃,二氯甲烷 用作溶剂,化学反应 0.33H,反应生成N-苯甲酰-L-苯丙氨酸
    参考文献:Subnanomolar Cathepsin S Inhibitors With High Selectivity: Optimizing Covalent Reversible α‐fluorovinylsulfones And α‐sulfonates As Potential Immunomodulators In Cancer
    标题:Subnanomolar Cathepsin S Inhibitors With High Selectivity: Optimizing Covalent Reversible α‐fluorovinylsulfones And α‐sulfonates As Potential Immunomodulators In Cancer
    摘要:摘要半胱氨酸蛋白酶 Cathepsin S(cats)在许多肿瘤中过度表达.众所周知,它参与了肿瘤的进展以及抗原递呈细胞(apc)的抗原处理.最近的证据表明,沉默 Cats 可以改善几种癌症的抗肿瘤免疫反应.因此,Cats 是调节这些疾病免疫反应的一个有趣靶点.在此,我们介绍了一系列基于α-氟乙烯砜和-磺酸盐弹头的共价可逆 Cats 抑制剂.我们通过分子对接方法优化了两种先导结构,最终得到了 22 种化合物,并在荧光酶测定法中评估了它们对 Cats 的抑制作用以及对非靶标 Catb 和 Catl 的选择性.该系列中最有效的抑制剂具有亚摩尔亲和力(ki=0.08 Nm),对cathepsins B和l的选择性超过100,000倍.
    Doi:10.1002/cmdc.202300160

    海关参考信息

    专利信息


    专利号:US-10676423-B2
    优先权日:2017-02-21
    标题 :Structure and synthesis of highly fluorinated amino acid derivatives
    发明人:WEAVER JIMMIE DEAN; TEEGARDIN KIP ALLEN; ARORA AMANDEEP
    权利人:UNIV OKLAHOMA STATE
    摘要:Methods of synthesizing polyfluorinated amino acid derivatives are disclosed, along with polyfluorinated amino acid derivatives produced from said methods, as well as compositions containing same. The synthesis methods utilize an oxazolone and a perfluoroarene to produce the polyfluorinated amino acid derivatives.

    专利号:US-10947231-B2
    优先权日:2009-05-27
    标题:Processes for the preparation of substituted tetrahydro beta-carbolines
    发明人:HWANG PETER SEONGWOO; MOON YOUNG-CHOON; TAMIL ARASU; QI HONGYAN; ALMSTEAD NEIL
    权利人:PTC THERAPEUTICS INC
    摘要:Provided herein are improved processes for the synthesis of substituted tetrahydro beta-carboline derivatives. In particular, provided herein are improved processes useful for the preparation of (S)-4-chlorophenyl 6-chloro-1-(4-methoxyphenyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate. Formula (I):

    专利号:US-7763734-B2
    优先权日:2006-04-19
    标题 :Synthesis, structure and use of bisoxazolidines for asymmetric catalysis and synthesis
    发明人:WOLF CHRISTIAN; LIU SHUANGLONG
    权利人:UNIV GEORGETOWN
    摘要:One aspect of the invention relates to chiral bisoxazolidines and their use in asymmetric catalysis. The chiral bisoxazolidines are a novel class of compounds that is expected to find multiple applications, for example, in asymmetric synthesis. For example, a bisoxazolidine ligand enabled the catalytic enantioselective alkynylation and alkylation of a range of aromatic and aliphatic aldehydes, generating chiral propargylic alcohols and secondary alcohols in high yields and enantiomeric excess.

    专利号:US-3798241-A
    优先权日:1970-12-10
    标 题:Bidentate coordinates,their manufacture and application
    发明人:KAGAN H; DANG T
    权利人:INST FRANCAIS DU PETROLE
    摘要:BIDENTATE COORDINATES OF THE FORMULA R2X-R''-YR2, IN WHICH X AND Y ARE PHOSPHORUS, ARSENIC, ANTIMONY OR NITROGEN, R'' IS A HYDROCARBON GROUP CONTAINING AN ASYMMETRIC CARBON ATOM AND THE R GROUPS ARE HYDROCARBON RADICALS, MAY BE ASSOCIATED WITH RHODIUM COMPLEXES TO YIELD HYDROGENATION CATALYSTS USEFUL IN ASYMMETRIC SYNTHESIS. THE SYNTHESIS OF OPTICALLY ACTIVE AMINOACIDS OR AMINES IS CONCERNED.

    专利号:US-2020123099-A1
    优先权日:2017-02-21
    标题 :Structure and Synthesis of Highly Fluorinated Amino Acid Derivatives

    专利号:WO-2018156500-A1
    优先权日:2017-02-21
    标题 :Structure and synthesis of highly fluorinated amino acid derivatives

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Cooley RB, Sondermann H. Probing Protein-Protein Interactions with Genetically Encoded Photoactivatable Cross-Linkers. Methods Mol Biol. 2017;1657:331-345. doi: 10.1007/978-1-4939-7240-1_26. doi: 10.1016/j.bpj.2017.06.005.
    3: Brofelth M, Städe LW, Ekstrand AI, Edfeldt LP, Kovačič R, Nielsen TT, Larsen KL, Duroux L, Wingren C. Site-specific photocoupling of pBpa mutated scFv antibodies for use in affinity proteomics. Biochim Biophys Acta. 2017 Aug;1865(8):985-996. doi: 10.1016/j.bbapap.2017.03.007. Epub 2017 Mar 22. doi: 10.1074/jbc.M117.775429. Epub 2017 Feb 17.
    5: Yang HM, Bao RM, Yu CM, Lv YN, Zhang WF, Tang JB. Fc-specific biotinylation of antibody using an engineered photoactivatable Z-Biotin and its biosensing application. Anal Chim Acta. 2017 Jan 1;949:76-82. doi: 10.1016/j.aca.2016.10.039. Epub 2016 Nov 2. doi: 10.1111/mmi.13567. Epub 2016 Dec 7.

    合成参考文献


    摘要:Boyd, G. V., Science of Synthesis, (2002) 11, 420.
    摘要:Boyd, G. V., Science of Synthesis, (2002) 11, 425.
    摘要:Hemming, K., Science of Synthesis, (2004) 13, 135.
    摘要:Luzzio, F. A., Science of Synthesis, (2005) 21, 272.
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