CAS: 5191-80-0; (R)-2-Amino-3-(Benzhydrylthio)Propanoic Acid

该化合物是一个含有硫磺的氨基酸衍生物,其特征是附于细胞骨柱的硫磺原子上的二苯基甲基组,该化合物的性能值得注意,因为它含有L-cysteine配置,是其生物活动必不可少的.它一般是白色到白色的晶体固体,在水和酒精等极地溶剂中可溶解,尽管其溶解性可因具体情况而不同.二苯甲基组增强了其疏水特性,可影响其在生物系统中的相互作用.S-(二苯甲基)-L-cysteine经常用于生物化学研究,特别是蛋白合成和酶抑制研究,因为它能够形成解冻结,并参与红氧化反应.它独特的结构使其能够作为各种药品合成和与细胞化学相关的生物化学途径研究的宝贵工具.

结构式图片

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247595-29-5 68524-30-1 63547-22-8

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CAS号91-01-0 二苯甲醇 | CAS号52-90-4 L-半胱氨酸 | CAS号52-89-1 L-半胱氨酸盐酸盐(无水物) | CAS号90-99-3 二苯基氯甲烷

合成工艺路线路线简述

  • 合成目标产物 H-Cys(Dpm)-Oh 主要起始原料 Benzhydrol And L-Cysteine
  • (文献来源)合成步骤主要原料 Benzhydrol 和 L-Cysteine
📜L-半胱氨酸盐酸盐无水物,二苯氯甲烷置于sodium Hydroxide体系中,化学反应生成 S-二苯甲基-L-半胱氨酸
参考文献:半胱氨酸的硫化物衍生物
标题:半胱氨酸的硫化物衍生物
摘要:通过半胱氨酸的烷基化制备了几种新的l-3-羧甲基硫代丙氨酸酰胺衍生物,作为可能的抗病毒药.然而,没有发现这些方法有效.与该组无关的但仍是半胱氨酸的硫化物是l-3-(2-羟乙硫基)-丙氨酸和l-3-苯甲酰基硫丙氨酸,它们也已制备和测试.前者在瑞士小鼠中显示出针对脊髓灰质炎病毒和针对肺炎克雷伯菌的轻微活性.发现后一种化合物有助于治疗仓鼠的滴虫感染.
DOI:10.1002/jps.2600500408

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-11440881-B2
优先权日:2019-05-09
标题 :Thiosemicarbazates and uses thereof
发明人:AL-ABED YOUSEF; ALTITI AHMAD
权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
摘要:Thioesters, thiocarbamates, thiocarbazates, semithiocarbazates, peptides, aza-amino acid conjugates, and azapeptides; and a chemoselective and site-specific functionalization protocol of protected thiocarbazates and semithiocarbazates are described. The protocol features the use of Mitsunobu reaction to alkylate specifically the nitrogen atom close to the acylthiol moiety with alcohols to produce protected mono-substituted thiocarbazates that can be stored for months, activated under mild conditions at low temperature using halonium reagents and integrated orthogonally to make substituted semicarbazides that can be used, e.g., as synthons in synthesis of aza-amino acid conjugates, azapeptides and other peptidomimetics. Methods for preparing and using ureases, carbazides, semicarbazides, beta-peptides, azapeptides, and other peptidomimetics and azapeptide conjugates, and uses of ureases, carbazides, semicarbazides, beta-peptides, azapeptides in drug discovery, diagnosis, inhibition, prevention and treatment of diseases are also described.

专利号:US-2022372022-A1
优先权日:2019-05-09
标 题:Compounds for use in synthesis of peptidomimetics

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合成参考文献


参考文献:10.1016/j.bmcl.2010.01.088
摘要:Shimizu M, Ishii H, Ogo N, Matsuno K, Asai A. Biochemical analysis of cellular target of S-trityl-l-cysteine derivatives using affinity matrix. Bioorganic & Medicinal Chemistry Letters. 2010 Mar;20(5):1578–80. doi: 10.1016/j.bmcl.2010.01.088.
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