propenoic acid 2-(tetradecaneyldisulfanyl)ethyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: propenoic acid 2-(tetradecaneyldisulfanyl)ethyl ester
• 英文别名: propenoic acid 2-(tetradecanyldisulfanyl)ethyl ester；2-(tetradecyldisulfanyl)ethyl acrylate；2-(Tetradecyldisulfanyl)ethyl prop-2-enoate；2-(tetradecyldisulfanyl)ethyl prop-2-enoate
• 化学式: C₁₉H₃₆O₂S₂
• 分子量: 360.626
• InChiKey: INAYOQWQUWFEJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  23
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  76.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  propenoic acid 2-(tetradecaneyldisulfanyl)ethyl ester 、 N-(3-氨基丙基)二乙醇胺 反应 48.0h， 生成 2-(Tetradecyldisulfanyl)ethyl 3-[3-[bis(2-hydroxyethyl)amino]propyl-[3-oxo-3-[2-(tetradecyldisulfanyl)ethoxy]propyl]amino]propanoate
  参考文献：
  名称：

  基于咪唑的合成脂质体，用于体内mRNA递送至原代T淋巴细胞。

  摘要：

  工程T淋巴细胞是各种生物医学应用中的新兴方法。然而，由于转染效率低，直接在体内将大量生物制剂直接递送至原代T淋巴细胞在技术上具有挑战性。本文中，我们研究了合成脂质样分子（类脂质）库在体外和体内将mRNA传递至原代T淋巴细胞的能力。最初，我们筛选了一个具有大量结构脂质的离体文库，并鉴定了在T淋巴细胞转染中特别有效的含咪唑的脂质。我们通过构建和筛选包含咪唑或咪唑类似物的详细类脂质库来进行结构-活性相关分析，从而进一步优化类脂质结构。

  DOI：

  10.1002/anie.202008082

文献信息

• [EN] DISULFIDE COMPOUNDS FOR DELIVERY OF PHARMACEUTICAL AGENTS<br/>[FR] COMPOSÉS À BASE DE DISULFURE POUR L'ADMINISTRATION D'AGENTS PHARMACEUTIQUES
  申请人：TUFTS UNVERSITY

  公开号：WO2014134445A1

  公开（公告）日：2014-09-04

  A compound of formula the following formula:(I). In this formula, moieties A, B, X, R1, R2, and R3 are defined herein. Also disclosed are a nanocomplex that is formed of such a compound and a pharmaceutical agent, and a nanocomplex that is formed of a protein and a bioreducible compound.

  下面是公式(I)的化合物：在这个公式中，定义了基团A、B、X、R1、R2和R3。还披露了由这种化合物和药物制成的纳米复合物，以及由蛋白质和生物还原化合物制成的纳米复合物。
• [EN] NANOCOMPLEXES FOR DELIVERY OF SAPORIN<br/>[FR] NANOCOMPLEXES DESTINÉES À L'ADMINISTRATION DE SAPORINE
  申请人：UNIV TUFTS

  公开号：WO2014186366A1

  公开（公告）日：2014-11-20

  A nanocomplex, of particle size 50 nm to 1000 nm, containing saporin and a lipid-like compound, in which saporin binds to the lipid-like compound via non-covalent interaction or covalent bonding. The lipid-like compound has a hydrophilic moiety, a hydrophobic moiety, and a linker joining the hydrophilic moiety and the hydrophobic moiety. The hydrophilic moiety is optionally charged and the hydrophobic moiety has 8 to 24 carbon atoms. Also disclosed is a pharmaceutical composition containing such a nanocomplex and a pharmaceutically acceptable carrier. The nanocomplex is useful in treating diseases, such as cancer.

  一种纳米复合物，粒径为50纳米至1000纳米，含有沙波林和类脂样化合物，其中沙波林通过非共价相互作用或共价键结合到类脂样化合物上。类脂样化合物具有亲水部分、疏水部分和连接亲水部分与疏水部分的连接物。亲水部分可选择性带电，疏水部分含有8至24个碳原子。还公开了含有这种纳米复合物和药用可接受载体的药物组合物。这种纳米复合物在治疗癌症等疾病方面具有用途。
• Nanocomplexes for delivery of saporin
  申请人：Trustees of Tufts College

  公开号：US10792328B2

  公开（公告）日：2020-10-06

  A nanocomplex, of particle size 50 nm to 1000 nm, containing saporin and a lipid-like compound, in which saporin binds to the lipid-like compound via non-covalent interaction or covalent bonding. The lipid-like compound has a hydrophilic moiety, a hydrophobic moiety, and a linker joining the hydrophilic moiety and the hydrophobic moiety. The hydrophilic moiety is optionally charged and the hydrophobic moiety has 8 to 24 carbon atoms. Also disclosed is a pharmaceutical composition containing such a nanocomplex and a pharmaceutically acceptable carrier. The nanocomplex is useful in treating diseases, such as cancer.

  一种粒径为 50 纳米至 1000 纳米的纳米复合物，含有沙波林和类脂化合物，其中沙波林通过非共价作用或共价键与类脂化合物结合。类脂化合物具有亲水性分子、疏水性分子以及连接亲水性分子和疏水性分子的连接体。亲水分子可选择带电，疏水分子有 8 至 24 个碳原子。还公开了一种药物组合物，其中含有这种纳米复合物和药学上可接受的载体。该纳米复合物可用于治疗癌症等疾病。
• Efficient Delivery of Antisense Oligonucleotides Using Bioreducible Lipid Nanoparticles In Vitro and In Vivo
  作者：Liu Yang、Feihe Ma、Fang Liu、Jinjin Chen、Xuewei Zhao、Qiaobing Xu

  DOI：10.1016/j.omtn.2020.01.018

  日期：2020.3

  The efficient delivery of antisense oligonucleotides (ASOs) to the targeted cells and organs remains a challenge, in particular, in vivo. Here, we investigated the ability of a library of biodegradable lipid nanoparticles (LNPs) in delivering ASO to both cultured human cells and animal models. We first identified three top-performing lipids through in vitro screening using GFP-expressing HEK293 cells. Next, we explored these three candidates for delivering ASO to target proprotein convertase subtilisin/kexin type 9 (PCSK9) mRNA in mice. We found that lipid 306-O12B-3 showed efficiency with the median effective dose (ED50) as low as 0.034 mg . kg(-1), which is a notable improvement over the efficiency reported in the literature. No liver or kidney toxicity was observed with a dose up to 5 mg . kg(-1) of this ASO/LNP formulation. The biodegradable LNPs are efficient and safe in the delivery of ASO and pave the way for clinical translation.
• DISULFIDE COMPOUNDS FOR DELIVERY OF PHARMACEUTICAL AGENTS
  申请人：Tufts University

  公开号：EP2961733B1

  公开（公告）日：2021-01-13