对 (+) - 二 - - 氨酸的选择性总合成
Sebastian Clementson1,2, Mikkel Jessing2, Henrik Pedersen3
1Department of Drug Design and Pharmacology, Faculty of Health and Medical Sciences , University of Copenhagen , Universitetsparken 2 , 2100 Copenhagen , Denmark.
Journal of the American Chemical Society
|May 25, 2019
概括
研究人员首次合成了 (+) - 二 - - 氨酸 (DHβE),它是一种强大的尼古丁乙胆受体对抗剂. 这种复杂的Erythrina类化合物是从易于获得的材料中通过13个步骤合成的.
科学领域:
- 自然产品化学
- 医学化学
- 合成化学
背景情况:
- 红类化合物是具有显著生物活性的复杂多环天然产物.
- 这些类药物具有镇静剂,低血压剂和类似于curare的作用.
- 它们独特的结构使得它们成为合成和药物化学的目标.
研究的目的:
- 实现第一个 (+) - 二 - - 氨酸 (DHβE) 的全合成.
- 探索强大的尼古丁乙胆受体对手的合成途径.
主要方法:
- 一个13个步骤的合成路径被设计和执行.
- 合成是从商业上可用的原材料开始的.
主要成果:
- 已成功完成 (+) - 二 - 乙氨酸的总合成.
- 合成提供了这种强大的nAChR抗剂的可行途径.
结论:
- 首次合成 (+) - 二-β-氨酸证明了获得复杂氨酸的可行性.
- 这一合成成果为进一步研究nAChR抗剂的药物化学开辟了道路.
相关概念视频
Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis
4.5K
Acetoacetic ester synthesis is a method to obtain ketones from alkyl halides and β-keto esters. The reaction occurs in the presence of an alkoxide base that abstracts the acidic proton of the β-keto esters. The step results in an enolate ion which is doubly stabilized. The enolate then reacts with an alkyl halide via the SN2 process to produce an alkylated ester intermediate with a new C–C bond. The hydrolysis of the intermediate, followed by acidification, results in an...
4.5K
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
4.1K
Malonic ester synthesis is a method to obtain α substituted carboxylic acids from ꞵ-diesters such as diethyl malonate and alkyl halides.
4.1K
Dehydration Synthesis
149.1K
Overview
Dehydration synthesis (also called a condensation reaction) is the chemical process in which two molecules covalently link together to form a new molecule, along with the release of a water molecule. Many physiologically important compounds form by dehydration synthesis reactions, such as complex carbohydrates, proteins, DNA, and RNA.
Synthesis of carbohydrates
Sugar molecules are covalently linked together by dehydration synthesis. During the reaction, the hydroxyl (-OH) group from...
Dehydration synthesis (also called a condensation reaction) is the chemical process in which two molecules covalently link together to form a new molecule, along with the release of a water molecule. Many physiologically important compounds form by dehydration synthesis reactions, such as complex carbohydrates, proteins, DNA, and RNA.
Synthesis of carbohydrates
Sugar molecules are covalently linked together by dehydration synthesis. During the reaction, the hydroxyl (-OH) group from...
149.1K
Synthesis and Decomposition Reactions
38.1K
Synthesis and decomposition are two types of redox reactions. Synthesis means to make something, whereas decomposition means to break something. The reactions are accompanied by chemical and energy changes.
38.1K
Lagging Strand Synthesis
61.0K
During replication, the complementary strands in double-stranded DNA are synthesized at different rates. Replication first begins on the leading strand. Replication starts later, occurs more slowly, and proceeds discontinuously on the lagging strand.
There are several major differences between synthesis of the leading strand and synthesis of the lagging strand. 1) Leading strand synthesis happens in the direction of replication fork opening, whereas lagging strand synthesis happens in the...
There are several major differences between synthesis of the leading strand and synthesis of the lagging strand. 1) Leading strand synthesis happens in the direction of replication fork opening, whereas lagging strand synthesis happens in the...
61.0K
Transfer RNA Synthesis
13.3K
One of the unique features of tRNA is the presence of modified bases. In some tRNAs, modified bases account for nearly 20% of the total bases in the molecule. Altogether, these unusual bases protect the tRNA from enzymatic degradation by RNases.
Each of these chemical modifications is carried by a specific enzyme, post-transcription. All of these enzymes have unique base and site-specificity. Methylation, the most common chemical modification, is carried by at least nine different enzymes, with...
Each of these chemical modifications is carried by a specific enzyme, post-transcription. All of these enzymes have unique base and site-specificity. Methylation, the most common chemical modification, is carried by at least nine different enzymes, with...
13.3K


