Redox-Driven Chiral Inversion of Water-Soluble Pillar[5]arene with L‑ Cystine Derivative in the Aqueous Medium
Redox-Driven Chiral Inversion of Water-Soluble Pillar[5]arene with L‑ Cystine Derivative in the Aqueous Medium
复制标题
水介质中 L-胱氨酸衍生物氧化还原驱动的水溶性柱[5]芳烃的手性反转
DOI：
10.1021/acs.orglett.1c02620
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发表时间：
2021
期刊：
影响因子：
5.2
通讯作者：
Leyong Wang
中科院分区：
文献类型：
--
作者：
Yuan Chen;Baobao Sun;Ranran Wang;Conghao Shi;Ming Cheng;Juli Jiang;Chen Lin;Leyong Wang
在水溶液中，l-CySS-OMe诱导外消旋WP5转化为pS-WP5。在上述体系中添加二硫苏糖醇作为还原剂后，由于l-CySS-OMe被还原为l-Cys-OMe，pS-WP5被转化为topR-WP5。随后加入H2O2作为氧化剂,pR-WP5又转化回S-WP5。通过读取CD信号可以方便、直观地观察pR-WP5和pS-WP5之间的手性构象转移过程。
In the aqueous solution,l-CySS-OMe inducedpS-WP5from racemicWP5. Upon the addition of dithiothreitol as a reducing reagent to the above system,pS-WP5was then converted topR-WP5for the reason thatl-CySS-OMe was reduced tol-Cys-OMe. Followed by the addition of H2O2as an oxidation reagent,pR-WP5was converted back topS-WP5. The chiral conformational transferring process betweenpR-WP5andpS-WP5can be easily and visually observed by reading the CD signal.