表面含l-半胱氨酸和n -乙酰-l-半胱氨酸的手性碳硅烷树状大分子的合成及其在毛细管电泳对映体分离中的应用

Q2 Chemistry Tetrahedron, asymmetry Pub Date : 2017-12-15 DOI:10.1016/j.tetasy.2017.10.028
Sara Quintana , María Ángeles García , María Luisa Marina , Rafael Gómez , F. Javier de la Mata , Paula Ortega
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引用次数: 11

摘要

介绍了半胱氨酸和n -乙酰半胱氨酸官能团手性碳硅烷树状大分子的合成。这些树状大分子是通过巯基加成反应得到的,并研究了它们作为手性选择剂在毛细管电泳中的应用。在不同的实验条件下分析了四种作为模型化合物的药物,观察到使用含有4个末端n -乙酰-l-半胱氨酸基团的第一代树状大分子可以识别razoxane的对映体,其识别能力与其他强大的手性选择器(如环糊精)相似。
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Synthesis of chiral carbosilane dendrimers with l-cysteine and N-acetyl-l-cysteine on their surface and their application as chiral selectors for enantiomer separation by capillary electrophoresis

The synthesis of chiral carbosilane dendrimers functionalized with cysteine and N-acetylcysteine groups is presented. These dendrimers were obtained through thiol–ene addition reactions and their application as chiral selectors in capillary electrophoresis was investigated. Four drugs used as model compounds were analyzed under different experimental conditions observing that the use of a first generation dendrimer containing 4 terminal N-acetyl-l-cysteine groups enabled the enantiomeric discrimination of razoxane with a discrimination power similar to that obtained with other powerful chiral selectors such as cyclodextrins.

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来源期刊
Tetrahedron, asymmetry
Tetrahedron, asymmetry 化学-无机化学与核化学
CiteScore
4.70
自引率
0.00%
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0
审稿时长
1 months
期刊介绍: Cessation. Tetrahedron: Asymmetry presents experimental or theoretical research results of outstanding significance and timeliness on asymmetry in organic, inorganic, organometallic and physical chemistry, as well as its application to related disciplines, especially bio-organic chemistry. The journal publishes critical reviews, original research articles and preliminary communications dealing with all aspects of the chemical, physical and theoretical properties of non-racemic organic and inorganic materials and processes. Topics relevant to the journal include: the physico-chemical and biological properties of enantiomers; strategies and methodologies of asymmetric synthesis; resolution; chirality recognition and enhancement; analytical techniques for assessing enantiomeric purity and the unambiguous determination of absolute configuration; and molecular graphics and modelling methods for interpreting and predicting asymmetric phenomena. Papers describing the synthesis or properties of non-racemic molecules will be required to include a separate statement in the form of a Stereochemistry Abstract, for publication in the same issue, of the criteria used for the assignment of configuration and enantiomeric purity.
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