甘基酸作为糖合成酶的新型基质
Sabrina de Lorenzo1, Lauriane Pillet1, David Lim1
1Department of Chemistry, Biochemistry, and Pharmaceutical Sciences, University of Bern, Freiestrasse 3, CH-3012, Bern, Switzerland. francesca.paradisi@unibe.ch.
Organic & biomolecular chemistry
|July 24, 2023
概括
一种新的一合成方法可以从水中的未受保护的糖中产生甘酸. 这些化合物是酶合成的优质甘氨基基捐赠体,在甘氨基化反应中表现出色的转化.
科学领域:
- 碳水化合物化学 碳水化合物化学
- 酶合成酶的合成
- 有机合成 有机合成
背景情况:
- 对碳水化合物化学和糖生物学来说,高效合成甘氨基基捐赠体至关重要.
- 传统方法往往需要保护群体和恶劣的条件,限制了它们的适用性.
研究的目的:
- 开发一种新,简单的合成甘基酸的方法.
- 为了评估这些合成的甘基酸作为酶激酶化反应中的捐赠者的实用性.
主要方法:
- 在水性介质中从未受保护的糖中合成甘基酸盐的一合成.
- 使用了2-chloro-1,3-dimethylimidazolium化物 (DMC),硫酸和三乙烯.
- 使用野生型和突变型甘氨酸酶的酶性水解和硫酶介导的糖化.
主要成果:
- 在温和的水性条件下,成功地从未受保护的糖直接合成甘基酸.
- 证明,与p-nitrophenol衍生物相比,甘氨基佐酸是优越的甘氨基基捐赠剂.
- 在 thioligase-mediated glycosylation 中与各种 arene 核爱素实现了优异的转化 (高达 94%).
结论:
- 报道的一手术提供了一种高效和绿色的方法来合成甘基酸.
- 甘氨基佐酸是野生型和突变型甘氨基酶的高效基质.
- 这种方法为合成复杂的硫糖化物和其他糖化化合物提供了有价值的工具.
相关概念视频
Biosynthesis of Polysaccharides
40
Polysaccharides such as glycogen and starch are synthesized from nucleoside diphosphate sugars, primarily uridine diphosphate glucose (UDPG) and adenosine diphosphate glucose (ADPG). These activated glucose donors act as key intermediates in carbohydrate metabolism and biosynthesis. UDPG primarily involves glycogen synthesis in animals and many bacteria, while ADPG plays a fundamental role in starch synthesis in plants and certain bacteria.UDPG is formed when glucose-1-phosphate reacts with...
40
Oligosaccharide Assembly
2.9K
Protein glycosylation starts in the ER lumen and continues in the Golgi apparatus. Glycosyltransferases catalyze the addition of sugar molecules or glycosylation of proteins. Usually, these enzymes add sugars to the hydroxyl groups of selected serine or threonine residues to form O-linked glycans or the amino groups of asparagine residues to form N-linked glycans. Different positions on the same polypeptide chain can contain differently linked glycans.
Multiple sugar molecules that may or may...
Multiple sugar molecules that may or may...
2.9K
Glycolysis: Preparatory Phase
13.7K
In cellular metabolism (the complete breakdown of glucose to extract energy), glycolysis is the first step. Glycolysis takes place in the cytoplasm of both prokaryotic and eukaryotic cells. Glucose enters heterotrophic cells in two ways. One method is through secondary active transport, where the transport takes place against the glucose concentration gradient. The other mechanism uses a group of integral proteins called GLUT proteins, also known as glucose transporter proteins. These...
13.7K
Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation
4.2K
Baeyer–Villiger oxidation converts aldehydes to carboxylic acids and ketones to esters. The reaction uses peroxy acids or peracids and is often catalyzed by acid. The reaction is named after its pioneers, Adolf von Baeyer and Victor Villiger. The reaction is achieved by a wide range of peracids such as m-chloroperoxybenzoic acid (mCPBA), perbenzoic acid (C6H5COOOH), peracetic acid (CH3COOOH), hydrogen peroxide (H2O2), and tert-butyl hydroperoxide (t-BuOOH).
The carbonyl center is...
The carbonyl center is...
4.2K
Ketones with Nonenolizable Aromatic Aldehydes: Claisen–Schmidt Condensation
3.7K
Benzaldehyde, like formaldehyde, lacks an α hydrogen and cannot enolize to form an enolate. Hence, the reaction of benzaldehyde with a ketone in the presence of an aqueous base forms a single crossed product. This reaction is referred to as Claisen–Schmidt condensation.
As the self-condensation of ketones is generally not favored in basic conditions, the self-condensed products do not form in the reaction between ketones and benzaldehyde. The general reaction of Claisen–Schmidt...
As the self-condensation of ketones is generally not favored in basic conditions, the self-condensed products do not form in the reaction between ketones and benzaldehyde. The general reaction of Claisen–Schmidt...
3.7K
Protein Glycosylation
7.0K
Glycosylation, the most common post-translational modification for proteins, serves diverse functions. Adding sugars to proteins makes the proteins more resistant to proteolytic digestion. Glycosylated proteins can act as markers and receptors to promote cell-cell adhesion. Additionally, they have many essential quality control functions in the cell, such as correct protein folding and facilitating transport of misfolded proteins to the cytosol, which can be degraded.
Glycosylation occurs in...
Glycosylation occurs in...
7.0K


