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Carborane-Cluster-Wrapped Copper Cluster with Cyclodextrin-like Cavities for Chiral Recognition.
Huang, Jia-Hong; Liu, Ya-Jie; Si, Yubing; Cui, Yao; Dong, Xi-Yan; Zang, Shuang-Quan.
Afiliación
  • Huang JH; College of Chemistry, Zhengzhou University, Zhengzhou 450001, China.
  • Liu YJ; College of Chemistry, Zhengzhou University, Zhengzhou 450001, China.
  • Si Y; College of Chemistry, Zhengzhou University, Zhengzhou 450001, China.
  • Cui Y; College of Chemistry, Zhengzhou University, Zhengzhou 450001, China.
  • Dong XY; College of Chemistry, Zhengzhou University, Zhengzhou 450001, China.
  • Zang SQ; College of Chemistry and Chemical Engineering, Henan Polytechnic University, Jiaozuo 454000, China.
J Am Chem Soc ; 2024 Jun 05.
Article en En | MEDLINE | ID: mdl-38838264
ABSTRACT
Chiral atomically precise metal clusters, known for their remarkable chiroptical properties, hold great potential for applications in chirality recognition. However, advancements in this field have been constrained by the limited exploration of host-guest chemistry, involving metal clusters. This study reports the synthesis of a chiral Cu16(C2B10H10S2)8 (denoted as Cu16@CB8, where C2B10H12S2H2 = 9,12-(HS)2-1,2-closo-carborane) cluster by an achiral carboranylthiolate ligand. The chiral R-/S-Cu16@CB8 cluster features chiral cavities reminiscent of cyclodextrins, which are surrounded by carborane clusters, yet they crystallize in a racemate. These cyclodextrin-like cavities demonstrated the specific recognition of amino acids, as indicated by the responsive output of circular dichroism and circularly polarized luminescence signals of Cu16 moieties of the Cu16@CB8 cluster. Notably, a quantitative chiroptical analysis of amino acids in a short time and a concomitant deracemization of Cu16@CB8 were achieved. Density functional tight-binding molecular dynamics simulation and noncovalent interaction analysis further unraveled the great importance of the cavities and binding sites for chiral recognition. Dipeptide, tripeptide, and polypeptide containing the corresponding amino acids (Cys, Arg, or His residues) display the same chiral recognition, showing the generality of this approach. The functional synergy of dual clusters, comprising carborane and metal clusters, is for the first time demonstrated in the Cu16@CB8 cluster, resulting in the valuable quantification of the enantiomeric excess (ee) value of amino acids. This work opens a new avenue for chirality sensors based on chiral metal clusters with unique chiroptical properties and inspires the development of carborane clusters in host-guest chemistry.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Am Chem Soc Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos
Texto completo
Añadir a Mi BVS
Imprimir
XML
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Am Chem Soc Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos