CAS: 135304-07-3; (R)-2-Acetamido-3-(((2E,6E)-3,7,11-Trimethyldodeca-2,6,10-Trien-1-yl)Thio)Propanoic Acid

该化合物是一种合成化合物,属于Farnesyld cysteine衍生物类别;它具有一种franesyl 组,即一种疏水性异质类,附于细胞残留物的硫磺原子,加强其亲脂性和潜在的生物活动;N-etheryl 修改有助于分子的稳定性和溶解性;该化合物对生物化学研究具有兴趣,尤其是蛋白质预感方面的研究,这是一种转基因变异,在各种蛋白质的本地化和功能方面,包括在细胞信号和癌症进展方面起着关键作用;其结构使其能够与特定的酶和受体进行互动,使其有可能成为治疗用途的候选物;此外,该元素残留物的存在可能促进与金属离子或其他生物分子的相互作用,进一步扩大其在生物化学环境中的效用.

结构式图片

上下游产品

CAS号135304-08-4 N-乙酰基-S-法呢基-L-半胱氨酸甲酯 | CAS号68000-92-0 FARNESYL CYSTEINE | CAS号108-24-7 乙酸酐 | CAS号616-91-1 N-乙酰半胱氨酸 | CAS号24163-93-7 (E,E)-3,7,11-tr... | CAS号106-28-5 金合欢醇

合成工艺路线路线简述

  • 合成目标产物 Afc 主要起始原料 (E,E)-Farnesol
  • (文献来源)合成步骤主要原料 (E,E)-Farnesol
📜反,反-法呢基溴置于lithium Hydroxide,Zinc Diacetate,三氟乙酸体系中,用 甲醇,水,N,N-二甲基甲酰胺,乙腈 用作溶剂,化学反应 48.0H,反应生成N-乙酰基-S-法呢基-L-半胱氨酸
参考文献:A Photoactivatable Prenylated Cysteine Designed To Study Isoprenoid Recognition
标题:A Photoactivatable Prenylated Cysteine Designed To Study Isoprenoid Recognition
摘要:Protein Prenylation,Involving The Alkylation Of A Specific C-Terminal Cysteine With A C-15 Or C-20 Isoprenoid Unit,Is An Essential Posttranslational Modification Required By Most Gtp-Binding Proteins For Normal Biological Activity. Despite The Ubiquitous Nature Of This Modification And Numerous Efforts Aimed At Inhibiting Prenylating Enzymes For Therapeutic Purposes,The Function Of Prenylation Remains Unclear. To Explore The Role The Isoprenoid Plays In Mediating Protein-Protein Recognition,We Have Synthesized A Photoactivatable,Isoprenoid-Containing Cysteine Analogue (2) Designed To Act As A Mimic Of The C-Terminus Of Prenylated Proteins. Photolysis Experiments With 2 And Rhocdi (Gdi),A Protein Which Interacts With Prenylated Rho Proteins,Suggest That The Gdi Is In Direct Contact With The Isoprenoid Moiety. These Results,Obtained Using Purified Gdi As Well As Escherichia Coli (E. Coli) Crude Extract Containing Gdi,Suggest That This Analogue Will Be An Effective And Versatile Tool For The Investigation Of Putative Isoprenoid Binding Sites In A Variety Of Systems. Incorporation Of This Analogue Into Peptides Or Proteins Should Allow For Even More Specific Interactions Between The Photoactivatable Isoprenoid And Any Number Of Isoprenoid Binding Proteins.
Doi:10.1021/ja0012016

海关参考信息

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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:10.1016/s0076-6879(05)07013-8
摘要:Svensson AW, Casey PJ, Young SG, Bergo MO. Genetic and pharmacologic analyses of the role of Icmt in Ras membrane association and function. Methods Enzymol. 2006;407():144–59. doi: 10.1016/s0076-6879(05)07013-8.
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