S-Cis Diene 构造:近红外光可切换染料和成像应用的新色转移策略
Hsiang-Jung Chen, Chee Ying Chew, En-Hao Chang
1Institute of Biomedical Engineering and Nanomedicine , National Health Research Institutes , Miaoli 35053 , Taiwan (ROC).
Journal of the American Chemical Society
|March 29, 2018
概括
我们开发了一种新型无电荷近红外 (NIR) 染料, 这种染料提供可切换的光,用于高灵敏度的细胞和生物中的特定蛋白质成像.
科学领域:
- 有机化学
- 生物医学成像
- 光光谱学
背景情况:
- 由于自身光和光散射的减少,开发近红外 (NIR) 光染料对于深层组织成像至关重要.
- 传统的NIR染料通常依赖于扩展的π-结合,这可能导致聚合和有限的光稳定性.
- 对于先进的生物成像应用,需要实现NIR发射和光切换的新机制.
研究的目的:
- 设计和合成一种具有近红外 (NIR) 光的新型无色素染料.
- 通过使用一种不寻常的S-cis diene 调整器来研究一种新型的色转移机制.
- 开发具有光可切换性质的蛋白质特异探测器,用于定位生物成像.
主要方法:
- 用S-cis二烯对NIR发射的新型色素的合成.
- 染料的光物理特性,包括对极性和粘度的光切换.
- 染料与特定蛋白质配体 (SNAP标签和hCAII) 的结合,以创建目标探针.
- 在活细胞和生物体中进行体外和体内成像实验,以评估探针的性能.
主要成果:
- 一种具有NIR吸收和发射的新型无电荷墨素染料已成功合成.
- NIR转移是通过前所未有的稳定S-cis diene构造而不是π-结合扩展而实现的.
- 这种染料表现出可以根据环境极性和粘度进行光切换的行为.
- 蛋白质特异性探针在与标蛋白结合时显示出高达300倍的光增强 (SNAP标签,hCAII).
- 在活细胞和体内实现了对目标蛋白的无洗,特定部位的成像.
结论:
- 一种非常规的S-cis二烯构造为NIR光染料提供了一条新途径.
- 开发的无电荷,可光切换的NIR染料可实现高度敏感,特异性和无背景的生物成像.
- 这项工作为设计各种生物应用的先进NIR光探测器提供了新的策略.
相关概念视频
02:02Cis-regulatory Sequences
11.9K
Cis-regulatory sequences are short fragments of non-coding DNA that are present on the same chromosomes as the genes that they regulate. These fragments serve as binding sites for transcriptional regulators, proteins that are responsible for controlling gene transcription and differential gene expression across cell types in eukaryotes. Cis-regulatory sequences can be close to the gene of interest or thousands of bases away in the DNA sequence; however, those sequences that are further away are...
11.9K
02:02Cis-regulatory Sequences
4.2K
4.2K
01:20Conformity
48.2K
Conformity is the change in a person’s behavior to go along with the group, even if that person does not agree with the group.
48.2K
01:29Diels–Alder Reaction: Characteristics of Dienes
5.5K
The Diels–Alder reaction brings together a diene and a dienophile to form a six-membered ring. Both components have unique characteristics that influence the rate of the reaction.
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable,...
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable,...
5.5K
02:20Conformations of Butane
18.3K
Unlike ethane and propane that have only two major conformations, butane has more than two conformers. The staggered form of butane in which the bulky methyl groups on the two carbons are placed on opposite sides, that is, at a dihedral angle of 180°, is the lowest energy, most stable form — called the anti conformer. This conformation is stabilized due to the absence of steric repulsion between the largely spaced out methyl groups. The other two staggered conformations are...
18.3K
01:16Structure of Conjugated Dienes
7.6K
Introduction
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
7.6K