3,3’-((2-(6,8-dimercaptooctanamindo)ethyl)azanediyl)-di propionic acid | 1309826-05-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3,3’-((2-(6,8-dimercaptooctanamindo)ethyl)azanediyl)-di propionic acid
• 英文别名: 3-[2-[6,8-Bis(sulfanyl)octanoylamino]ethyl-(2-carboxyethyl)amino]propanoic acid；3-[2-[6,8-bis(sulfanyl)octanoylamino]ethyl-(2-carboxyethyl)amino]propanoic acid
• CAS: 1309826-05-8
• 化学式: C₁₆H₃₀N₂O₅S₂
• 分子量: 394.557
• InChiKey: NZRWTKBTHOXXLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  25
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  109
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  硫辛酸杂质9 在 sodium tetrahydroborate 、 lithium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 48.0h， 生成 3,3’-((2-(6,8-dimercaptooctanamindo)ethyl)azanediyl)-di propionic acid
  参考文献：
  名称：

  [EN] COMPACT MULTIFUNCTIONAL LIGAND TO ENHANCE COLLOIDAL STABILITY OF NANOPARTICLES
  [FR] LIGAND MULTIFONCTIONNEL COMPACT PERMETTANT D'AMPLIFIER LA STABILITÉ COLLOÏDALE DE NANOPARTICULES

  摘要：

  配体设计允许紧凑的纳米颗粒材料，如量子点（QDs），在广泛的pH范围和高盐浓度下具有良好的胶体稳定性。可以获得与QDs稳定在生物环境中的自组装生物分子共轭物。通过将直接附加到配体或组装在其表面上的给体/受体与QDs/纳米颗粒之间的距离最小化，最大化这些配体的能量转移。

  公开号：

  WO2013025347A1

文献信息

• Transcription Factor Based Small‐Molecule Sensing with a Rapid Cell Phone Enabled Fluorescent Bead Assay
  作者：Margaret Chern、Padric M. Garden、R C. Baer、James E. Galagan、Allison M. Dennis

  DOI：10.1002/ange.202007575

  日期：2020.11.23

  allosteric transcription factors (TFs) were identified as a novel class of biorecognition elements for in vitro sensing, whereby an indicator of the differential binding affinity between a TF and its cognate DNA exhibits dose‐dependent responsivity to an analyte. Described is a modular bead‐based biosensor design that can be applied to such TF‐DNA‐analyte systems. DNA‐functionalized beads enable efficient

  摘要最近，变构转录因子 (TF) 被确定为一类用于体外传感的新型生物识别元件，其中 TF 与其同源 DNA 之间的差异结合亲和力指标对分析物表现出剂量依赖性响应性。所描述的是一种基于微珠的模块化生物传感器设计，可应用于此类 TF-DNA 分析物系统。DNA 功能化珠子可实现有效混合和空间分离，而 TF 标记的半导体量子点可作为 TF-DNA 结合（珠子上）和未结合状态的明亮荧光指示剂。抗生素四环素衍生物的原型传感器通过视觉检测珠荧光表现出纳摩尔级灵敏度。对传感器的轻松更改可以实现传感器响应调整，而无需更改生物分子亲和力。分析组件可自行组装，并可在添加分析物后 5 分钟内通过肉眼或数码相机读出，从而使传感器的使用变得方便、快速且无需仪器。
• Multifunctional Compact Zwitterionic Ligands for Preparing Robust Biocompatible Semiconductor Quantum Dots and Gold Nanoparticles
  作者：Kimihiro Susumu、Eunkeu Oh、James B. Delehanty、Juan B. Blanco-Canosa、Brandy J. Johnson、Vaibhav Jain、William Judson Hervey、W. Russ Algar、Kelly Boeneman、Philip E. Dawson、Igor L. Medintz

  DOI：10.1021/ja201919s

  日期：2011.6.22

  We describe the synthesis of a series of four different ligands which are used to prepare hydrophilic, biocompatible luminescent quantum dots (QDs) and gold nanoparticles (AuNPs). Overall, the ligands are designed to be compact while still imparting a zwitterionic character to the NPs. Ligands are synthesized appended to a bidentate dihydrolipoic acid- (DHLA) anchor group, allowing for high-affinity NP attachment, and simultaneously incorporate tertiary amines along with carboxyl and/or hydroxyl groups. These are placed in close proximity within the ligand structure and their capacity for joint ionization imparts the requisite zwitterionic nature to the nanocrystal. QDs functionalized with the four different compact ligands were subjected to extensive physical characterization including surface charge, wettability, hydrodynamic size, and tolerance to a wide pH range or high salt concentration over time. The utility of the compact ligand coated QDs was further examined by testing of direct conjugation to polyhistidine-appended protein and peptides, aqueous covalent-coupling chemistry, and the ability to engage in Forster resonance energy transfer (FRET). Conjugating cell penetrating peptides to the compact ligand coated QD series facilitated their rapid and efficient cellular uptake, while subsequent cytotoxicity tests showed no apparent decreases in cell viability. In vivo biocompatibility was also demonstrated by microinjecting the compact ligand coated QDs into cells and monitoring their stability over time. Inherent benefits of the ligand design could be extended beyond QDs as AuNPs functionalized with the same compact ligand series showed similar colloidal properties. The strong potential of these ligands to expand NP capabilities in many biological applications is highlighted.
• US8512755B2
  申请人：——

  公开号：US8512755B2

  公开（公告）日：2013-08-20