Chiral-Controlled Cyclic Chemiluminescence Reactions for the Analysis of Enantiomer Amino Acids

Zhong, Yanhui; Chen, Yanlong; Chen, Linyuan; Hu, Yufei; Xiao, Xiaohua; Xia, Ling; Li, Gongke

doi:10.1021/acs.analchem.3c00362

Cited by 6 publications

(2 citation statements)

References 60 publications

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“…Zhong et al modified CoZn bimetallic MOF-74 with d -tartaric acid to prepare a chiral catalyst. 185 The metal species as catalytic sites afford the luminol oxidation with the help of H 2 O 2 . The H-bond interaction between the d -tartaric acid and chiral amino acids enables control of the catalytic reaction rate for amplification of the signal difference.…”

Section: Applicationsmentioning

confidence: 99%

Atomic-level design of metalloenzyme-like active pockets in metal–organic frameworks for bioinspired catalysis

Xu,

Wu,

et al. 2024

Chem. Soc. Rev.

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Section: Applicationsmentioning

confidence: 99%

Atomic-level design of metalloenzyme-like active pockets in metal–organic frameworks for bioinspired catalysis

Xu,

Wu,

et al. 2024

Chem. Soc. Rev.

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“…We subsequently demonstrated that the decay coefficient of liquid-phase CCL relates to the rate constant . Recently, we synthesized a chiral metal–organic framework of D-Co 0.75 Zn 0.25 -MOF-74 that possesses double functions of a chiral host and sensitizer for the cyclic luminol–H 2 O 2 reaction, which was successfully used to differentiate 19 pairs of chiral amino acids …”

Section: Introductionmentioning

confidence: 99%

Liquid-Phase Cyclic Chemiluminescence for the Identification of Cobalt Speciation

Zhang,

Zhong,

et al. 2024

Anal. Chem.

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Accurate discrimination of metal species is a significant analytical challenge. Herein, we propose a novel methodology based on liquid-phase cyclic chemiluminescence (CCL) for the identification of cobalt speciation. The CCL multistage signals (I n ) of the luminol−H 2 O 2 reaction catalyzed by different cobalt species have different decay coefficients k. Thereby, we can facilely identify various cobalt species according to the distinguishable k values, including the complicated and structurally similar cobalt complexes, such as analogues of [Co(NH 3 ) 5 X] n+ (X = Cl − , H 2 O, and NH 3 ), Co(II) porphyrins, and bis(2,4-pentanedione) cobalt(II) derivatives. Especially, the number of substituent atoms also influences the k value greatly, which allows excellent discrimination between complexes that only have a subtle difference in the substituent group. In addition, linear discriminant analysis based on I n provides a complementary solution to improve the differentiating ability. We performed density functional theory calculations to investigate the interaction mode of H 2 O 2 over cobalt species. A close negative correlation between the adsorption energy and the k value is observed. Moreover, the calculation of energy evolutions of H 2 O 2 decomposition into a double hydroxide radical shows that a high level of consistency exists between the activation energy barrier and the k value. The results further demonstrate that the decay coefficient of the CCL multistage signal is associated with the catalytic reactivity of the cobalt species. Our work not only broadens the application of chemiluminescence but also provides a complementary technology for speciation analysis.

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Regulating Catalytic Oxidation Enantiomers Behavior by Imparting Chiral Microenvironment in Zr‐Based Metal–Organic Frameworks

Niu,

Liu,

Zhao

et al. 2024

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Chiral inversions of enantiomers have significantly different biological activities, so it is important to develop simple and effective methods to efficiently identify optically pure compounds. Inspired by enzyme catalysis, the construction of chiral microenvironments resembling enzyme pockets in the pore space structure of metal–organic frameworks (MOFs) to achieve asymmetric enantioselective recognition and catalysis has become a new research hotspot. Here, a super‐stable porphyrin‐containing material PCN‐224 is constructed by solvothermal method and a chiral microenvironment around the existing catalytic site of the material is created by post‐synthesis modifications of the histidine (His) enantiomers. Experimental and theoretical calculations results show that the modulation of chiral ligands around Zr oxide clusters produces different spatial site resistances, which can greatly affect the adsorption and catalytic level of the enantiomeric molecules of tryptophan guests, resulting in a good enantioselective property of the material. It provides new ideas and possibilities for future chiral recognition and asymmetric catalysis.

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Chiral-Controlled Cyclic Chemiluminescence Reactions for the Analysis of Enantiomer Amino Acids

Cited by 6 publications

References 60 publications

Atomic-level design of metalloenzyme-like active pockets in metal–organic frameworks for bioinspired catalysis

Atomic-level design of metalloenzyme-like active pockets in metal–organic frameworks for bioinspired catalysis

Liquid-Phase Cyclic Chemiluminescence for the Identification of Cobalt Speciation

Regulating Catalytic Oxidation Enantiomers Behavior by Imparting Chiral Microenvironment in Zr‐Based Metal–Organic Frameworks

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