In:
Angewandte Chemie International Edition, Wiley, Vol. 60, No. 12 ( 2021-03-15), p. 6744-6751
Abstract:
Chiral framework materials have been developed for many applications including chiral recognition, chiral separation, asymmetric catalysis, and chiroptical materials. Herein, we report that an achiral cucurbit[8]uril‐based supramolecular organic framework ( SOF‐1 ) with the dynamic rotational conformation of tetraphenylethene units can exhibit adaptive chirality to produce M ‐ SOF‐1 or P ‐ SOF‐1 with mirror‐image circular dichroism (CD) with g abs ≈±10 −4 and circularly polarized luminescence (CPL) with g lum ≈±10 −4 induced by L ‐/ D ‐phenylalanine in water, respectively. The chirality induction in CD (g abs ≈−10 −4 ) and CPL (g lum ≈−10 −4 ) of P ‐ SOF‐1 from achiral SOF‐1 can be presented by using a small amount of adenosine‐5′‐triphosphate disodium (ATP) or adenosine‐5′‐diphosphate disodium (ADP) (only 0.4 equiv) in water. Furthermore, the adaptive chirality of SOF‐1 can be used to determine dipeptide sequences (e.g., Phe‐Ala and Ala‐Phe) and distinguish polypeptides/proteins (e.g., somatostatin and human insulin) with characteristic CD spectra. Therefore, achiral SOF‐1 as an ideal chiroptical platform with adaptive chirality may be applied to determine the enantiopurity of amino acids (e.g., L ‐/ D ‐phenylalanine), develop aqueous CPL materials, and distinguish biological chiral macromolecules (e.g., peptides/proteins) via chirality induction in water.
Type of Medium:
Online Resource
ISSN:
1433-7851
,
1521-3773
DOI:
10.1002/anie.202012681
Language:
English
Publisher:
Wiley
Publication Date:
2021
detail.hit.zdb_id:
2011836-3
detail.hit.zdb_id:
123227-7
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