通过过氧化物介导的α-乙烯碎片化释放酒精,和
Ramsey D Hanna1, Yuta Naro1, Alexander Deiters1
1Department of Chemistry, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
Journal of the American Chemical Society
|September 17, 2016
概括
新的化合物与过氧化反应释放有价值的分子. 这种方法可以在细胞中向药物激活,为目前的治疗提供更安全的替代方案.
科学领域:
- 有机化学
- 化学生物学
背景情况:
- α-乙烯,碳酸盐和乙是由通过二氧化物获得的酒精合成的.
- 这些化合物作为释放各种有机分子的前体.
研究的目的:
- 研究α-化合物与过氧化的反应性.
- 证明这些化合物在生物系统中具有可控货物释放和药物激活的潜力.
主要方法:
- 制备α-乙烯,碳酸盐和乙.
- 这些化合物的反应与过氧化.
- 使用隐藏光体的α-乙的细胞实验.
主要成果:
- 在与过氧化反应时,α-化合物通过半乙烯中间体崩迅速释放酒精,和.
- 在过氧化的存在下,通过α-乙醇成功地释放了潜伏的.
- 该方案表明在氧化环境中有效激活药物,而不会产生有毒副产品.
结论:
- α-化合物为控制释放的应用提供了多功能平台.
- 这种方法为氧化环境中的向药物激活提供了有希望的策略.
- 没有有毒的副产品凸显了这种方法的潜在安全益处.
相关概念视频
Preparation of Aldehydes and Ketones from Alcohols, Alkenes, and Alkynes
5.7K
Aldehydes and ketones are prepared from alcohols, alkenes, and alkynes via different reaction pathways. Alcohols are the most commonly used substrates for synthesizing aldehydes and ketones. The conversion of alcohol to aldehyde, which involves the oxidation process, depends on the class of the alcohol used and the strength of the oxidizing agent. For instance, primary alcohol will form an aldehyde when treated with a weak oxidizing agent; however, it gets over-oxidized to a carboxylic acid in...
5.7K
Aldehydes and Ketones with Alcohols: Hemiacetal Formation
10.5K
Similar to water, alcohols can add to the carbonyl carbon of the aldehydes and ketones. The addition of one molecule of alcohol to the carbonyl compound forms the hemiacetal or half acetal. As depicted below, in a hemiacetal, the carbon is directly linked to an OH and OR group.
10.5K
Mass Spectrometry: Aldehyde and Ketone Fragmentation
5.1K
In mass spectrometry, the fragmentation of aliphatic aldehydes and ketones generally occurs through three key mechanisms: α-cleavage, inductive cleavage, and the McLafferty rearrangement.
5.1K
Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation
5.2K
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 activated by...
The carbonyl center is activated by...
5.2K
Alkynes to Carboxylic Acids: Oxidative Cleavage
7.0K
Alkynes undergo oxidative cleavage in the presence of oxidizing reagents like potassium permanganate and ozone. The triple bond — one σ bond and two π bonds — is completely cleaved, and the alkyne is oxidized to carboxylic acids. When warm and basic aqueous potassium permanganate is used as an oxidizing agent, alkynes are first converted to carboxylate salts via an unstable α-diketone intermediate. Further, a mild acid treatment protonates the carboxylate anions...
7.0K
Mass Spectrometry: Alcohol Fragmentation
4.7K
Alcohols (R-OH) ionize to lose one non-bonded electron from the oxygen atom, forming molecular ions. Due to their tendency to fragment rapidly, the intensity of the molecular ion peak in the mass spectrum is weak or sometimes absent. The fragmentation patterns for alcohols occur in two ways, i.e. ⍺-cleavage and dehydration. During ⍺-cleavage, the bond at the ⍺-position adjacent to the hydroxyl group cleaves to give a resonance-stabilized cation and a radical. However, intramolecular...
4.7K


