原生糖的直接基因功能化
Yi Jiang1,2,3, Yi Wei1, Qian-Yi Zhou1
1Department of Chemistry, National University of Singapore, Singapore, Singapore.
Nature
|June 19, 2024
概括
化学家开发了一种使用原生糖直接糖化的新光诱导方法. 这种无保护组的方法简化了复杂的碳水化合物合成,并使蛋白质直接糖化.
科学领域:
- 碳水化合物化学
- 有机合成
- 生物化学
背景情况:
- 自然存在的糖类具有众多的活性基,使直接化学修饰复杂化.
- 传统的复杂碳水化合物 (甘油) 合成需要艰苦的保护组策略.
- 直接,选择性地将原生糖转化为有价值的试剂仍然是化学中的一个重大挑战.
研究的目的:
- 开发一种新的,无保护组的方法,用于位点和立体选择性化学糖化.
- 允许从易于获得的原生糖构建块中直接合成复杂的糖类.
- 探索这种方法在蛋白质糖化中的应用.
主要方法:
- 使用同解 (单电子) 化学的光诱导方法.
- 这种方法涉及从原生糖中产生过渡性甘氨酸供体.
- 基于基的电友交叉合被光激活,绕过基保护.
主要成果:
- "盖和糖酸盐"策略提供了直接访问多种糖酸盐化合物.
- 实现了单糖和寡糖的选择性异构功能化.
- 开发的方法证明了生物相容性,并成功地扩展到直接的翻译后蛋白质糖化.
结论:
- 这种光诱导,无保护组的方法提供了从原生糖中获得复杂的糖基化合物的简化途径.
- 这种方法模仿了其区域控制的供体生成和基于基因的合的自然过程.
- 蛋白质的直接糖化代表了生物结合和糖生物学上的重大进步.
更多相关视频
08:46Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides
Published on: July 26, 2018
8.7K
11:08Chemo-enzymatic Synthesis of N-glycans for Array Development and HIV Antibody Profiling
Published on: February 5, 2018
8.7K
相关概念视频
Radical Formation: Addition
1.7K
Radicals can be formed by adding a radical to a spin-paired molecule. This is typically observed with unsaturated species, where the addition of a radical across the π bond leads to the production of a new radical by dissolving the π bond. For example, the addition of a Br radical to an alkene yields a carbon-centered radical.
Similar to charge conservation in chemical reactions, spin conservation is implicit for radical reactions. Accordingly, the product formed must possess an...
Similar to charge conservation in chemical reactions, spin conservation is implicit for radical reactions. Accordingly, the product formed must possess an...
1.7K
Radical Reactivity: Overview
2.1K
Radicals, the highly reactive species, gain stability by undergoing three different reactions. The first reaction involves a radical-radical coupling, in which a radical combines with another radical, forming a spin‐paired molecule. The second reaction is between a radical and a spin‐paired molecule, generating a new radical and a new spin‐paired molecule. The third reaction is radical decomposition in a unimolecular reaction, forming a new radical and a spin‐paired...
2.1K
Radical Formation: Elimination
1.7K
Another method of radical formation is the elimination process. It is the opposite of the addition route and is driven by the instability of the radical. For example, as depicted in Figure 1, dibenzoyl peroxide yields a pair of unstable radicals upon homolysis. Given its instability, this radical spontaneously undergoes elimination via a C–C bond cleavage to form a relatively more stable phenyl radical. The mechanism involves cleavage of the bond between the α and β positions...
1.7K
Radical Substitution: Allylic Bromination
5.1K
In organic synthesis, the formation of products can be altered by changing the reaction conditions. For example, a dibromo addition product is formed when propene is treated with bromine at room temperature. In contrast, propene undergoes allylic substitution in non-polar solvents at high temperatures to give 3-bromopropene. In order to avoid the addition reaction, the bromine concentration must be kept as low as possible throughout the reaction. This can be achieved using N-bromosuccinimide...
5.1K
Radical Substitution: Halogenation of Alkanes and Alkyl Substituents
8.1K
In the presence of heat or light, alkanes react with molecular halogens to form alkyl halides by a substitution reaction called radical halogenation. This reaction has three steps: initiation, propagation, and termination, as seen in the radical chlorination of methane to produce methyl chloride.
In the initiation step of the reaction, the chlorine molecule undergoes homolytic cleavage in the presence of light or heat, forming two highly reactive chlorine radicals. Propagation occurs in two...
In the initiation step of the reaction, the chlorine molecule undergoes homolytic cleavage in the presence of light or heat, forming two highly reactive chlorine radicals. Propagation occurs in two...
8.1K
Radical Chain-Growth Polymerization: Mechanism
2.5K
The radical chain-growth polymerization mechanism consists of three steps: initiation, propagation, and termination of polymerization. The polymerization initiates when a free radical generated from the radical initiator adds to the unsaturated bond in the monomer. The unpaired electron of the free radical and one π electron in the unsaturated bond creates a σ bond between the free radical and the monomer. As a result, the other π electron in the unsaturated bond converts this...
2.5K
