Related Experiment Video
Updated: Jul 6, 2025
08:25
Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
7.3K
Biomimetic chiral hydrogen-bonded organic-inorganic frameworks.
Jun Guo1, Yulong Duan2, Yunling Jia3
1State Key Laboratory of Separation Membranes and Membrane Processes, School of Chemistry, Tiangong University, 300387, Tianjin, P. R. China. junguo@tiangong.edu.cn.
Nature Communications
|January 3, 2024
Summary
Chiral hydrogen-bonded organic-inorganic frameworks (HOIFs) mimic natural assembly for biomaterials. These HOIFs show unique chiral fluorescence and can distinguish between chiral molecules, offering a reusable sensing platform.
Area of Science:
- Materials Science
- Supramolecular Chemistry
- Biomaterials Engineering
Background:
- Self-assembly is a fundamental process in nature, creating complex functional biomaterials and organisms.
- Amino acids assemble into proteins with specific structures like the alpha-helix, demonstrating inherent chirality.
- Developing synthetic materials that mimic these natural self-assembly processes is crucial for advanced applications.
Purpose of the Study:
- To synthesize chiral hydrogen-bonded organic-inorganic frameworks (HOIFs) by biomimicking natural self-assembly.
- To investigate the chiroptical properties and enantioselective recognition capabilities of the synthesized HOIFs.
- To explore the regeneration and self-purification potential of HOIFs for sustainable applications.
Main Methods:
- Synthesis of HOIFs using a biomimetic self-assembly approach inspired by amino acids and proteins.
- Characterization of HOIFs' homohelical configurations and chiroptical activity, including chiral fluorescence measurements.
- Enantioselective recognition of chiral aliphatic substrates using fluorescence changes and investigation of the recognition mechanism via isothermal titration calorimetry and theoretical simulations.
Main Results:
- Successfully synthesized HOIFs exhibiting homohelical configurations analogous to alpha-helix.
- Achieved remarkable chiroptical activity, including a novel chiral fluorescence with a luminescence dissymmetry factor (glum) of 1.7 × 10-3.
- Demonstrated efficient enantio-discrimination of chiral aliphatic substrates based on fluorescence response, with facile regeneration and purification over at least three cycles without loss of enantioselectivity.
Conclusions:
- The developed HOIFs represent a new class of chiral materials synthesized through biomimetic self-assembly.
- These HOIFs possess unique chiroptical properties and function as effective, reusable sensors for chiral molecules.
- The study provides insights into the mechanism of chirality bias in HOIFs, paving the way for advanced chiral material design.
More Related Videos
06:35Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
Published on: February 15, 2016
8.1K
08:42Microfluidic-based Synthesis of Covalent Organic Frameworks COFs: A Tool for Continuous Production of COF Fibers and Direct Printing on a Surface
Published on: July 10, 2017
13.4K
Related Concept Videos
02:05Prochirality
3.8K
The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...
3.8K
02:25Molecules with Multiple Chiral Centers
11.7K
Molecules that possess multiple chiral centers can afford a large number of stereoisomers. For instance, while some molecules like 2-butanol have one chiral center, defined as a tetrahedral carbon atom with four different substituents attached, several molecules like butane-2,3-diol have multiple chiral centers. A simple formula to predict the number of stereoisomers possible for a molecule with n chiral centers is 2n. However, there can be a lower number where some of the stereoisomers are...
11.7K
02:25Chirality
24.2K
Chirality is a term that describes the lack of mirror symmetry in an object. In other words, chiral objects cannot be superposed on their mirror images. For example, our feet are chiral, as the mirror image of the left foot, the right foot, cannot be superposed on the left foot.
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
24.2K
02:17Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
3.3K
Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
3.3K
02:52Stereoisomerism
11.9K
Isomerism in Complexes
Isomers are different chemical species that have the same chemical formula.
Transition metal complexes often exist as geometric isomers, in which the same atoms are connected through the same types of bonds but with differences in their orientation in space. Coordination complexes with two different ligands in the cis and trans positions from a ligand of interest form isomers. For example, the octahedral [Co(NH3)4Cl2]+ ion has two isomers (Figure 1) In the cis...
Isomers are different chemical species that have the same chemical formula.
Transition metal complexes often exist as geometric isomers, in which the same atoms are connected through the same types of bonds but with differences in their orientation in space. Coordination complexes with two different ligands in the cis and trans positions from a ligand of interest form isomers. For example, the octahedral [Co(NH3)4Cl2]+ ion has two isomers (Figure 1) In the cis...
11.9K
02:30Chirality at Nitrogen, Phosphorus, and Sulfur
5.7K
Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
5.7K