V-shaped chiral hosts based on π-extended hematoxylin.

Chem Commun (Camb)

School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China.

Published: September 2023

AI Article Synopsis

  • Hematoxylin features a V-shaped chiral structure, but its use in creating chiroptical materials hasn't been fully explored.* -
  • The study synthesized three new V-shaped chiral derivatives of hematoxylin, revealing interesting properties related to their structure and light interactions.* -
  • The research also examined how these derivatives interact with a guest molecule, which could lead to new designs for chiral materials derived from natural sources.*

Article Abstract

Hematoxylin has a V-shaped chiral geometry, but its potential in chiroptical self-assembled materials is underdeveloped. Herein, three novel V-shaped chiral hematoxylin derivatives were synthesized, and they showed extended skeletons as well as photophysical and chiroptical behaviors. Moreover, their host-guest interactions with C were investigated. Our findings could aid in the design and synthesis of novel chiral host molecules from natural products.

Download full-text PDF

Source
http://dx.doi.org/10.1039/d3cc03631fDOI Listing

Publication Analysis

Top Keywords

v-shaped chiral
12
chiral hosts
4
hosts based
4
based π-extended
4
π-extended hematoxylin
4
hematoxylin hematoxylin
4
hematoxylin v-shaped
4
chiral geometry
4
geometry potential
4
potential chiroptical
4

Similar Publications

Enantiopure Macrocycles Based on Tröger's Base and Diphenyl Maleimide Exhibiting Strong Chiral Emission and Host-Guest Properties.

Chemistry

December 2024

College of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, Nankai University, Tianjin, 300071, China.

Article Synopsis
  • Researchers developed new macrocyclic compounds that are both chiral and luminescent, which are rare in supramolecular chemistry.
  • These macrocycles were created using a specific chemical reaction (Suzuki-Miyaura [2+2] cyclization) involving Tröger's base and diphenyl maleimide.
  • The resulting structures exhibit strong fluorescence, with quantum yields of up to 100% in nonpolar solvents, and possess the ability to selectively host positively charged guest molecules.
View Article and Find Full Text PDF

Anion Recognition-Directed Supramolecular Catalysis with Functional Macrocycles and Molecular Cages.

Acc Chem Res

November 2024

Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.

Article Synopsis
  • The text discusses the advancements in supramolecular chemistry, particularly focusing on how host molecules and noncovalent interactions can enhance catalytic processes through supramolecular catalysis.
  • It highlights the significance of macrocyclic and cage-like compounds which mimic enzymes and possess unique recognition features, emphasizing the underutilization of directional binding sites in traditional host molecules.
  • The study introduces a novel approach using tailor-made functionalized macrocycles and cages specifically designed for anion recognition, which enhances catalytic efficiency and stereocontrol in reactions by leveraging strong anion binding and cooperative interactions.
View Article and Find Full Text PDF

A photoactivated chiral molecular clamp rotated by selective anion binding.

Chem Sci

August 2024

Key Laboratory of Colloid and Interface Chemistry of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University Jinan 250100 People's Republic of China

Developing chiral molecular platforms that respond to external fields provides opportunities for designing smart chiroptical materials. Herein, we introduce a molecular clamp whose chiral properties can be turned on by photoactivation. Selective anion binding achieves rational tuning of the conformations and chiroptical properties of the clamp, including circular dichroism and circularly polarized luminescence.

View Article and Find Full Text PDF

We designed V-shaped ionic liquid crystals with two sterically congested ionic parts at the vertex. Depending on the degree of steric hindrance, atropisomerisation occurred in solution. All compounds formed bicontinuous cubic phases with double-gyroid structures in the bulk state, partially owing to the co-existence of atropisomers with opposite chirality.

View Article and Find Full Text PDF

Thermostability and activity improvement in l-threonine aldolase through targeted mutations in V-shaped subunit.

Int J Biol Macromol

October 2024

Institute of Bioengineering, College of Chemical and Biological Engineering, Zhejiang University, Hangzhou 310058, China; ZJU-Hangzhou Global Scientific and Technological Innovation Centre, Zhejiang University, Hangzhou 311215, China. Electronic address:

Article Synopsis
  • l-threonine aldolase (LTA) is essential for creating important β-hydroxy-α-amino acids used in pharmaceuticals and pesticides, but its limited heat stability restricts industrial use.
  • The study focuses on a method to enhance LTA's stability by adjusting its V-shaped subunit's rigidity through modifications far from the active center, overcoming the problem of balancing stability and activity.
  • The researchers successfully created a mutant enzyme (G85A/M207L/A12C) that shows a 20°C increase in thermostability and improved enzyme activity, demonstrating the potential for engineering other enzymes with similar structures.
View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!

A PHP Error was encountered

Severity: Notice

Message: fwrite(): Write of 34 bytes failed with errno=28 No space left on device

Filename: drivers/Session_files_driver.php

Line Number: 272

Backtrace:

A PHP Error was encountered

Severity: Warning

Message: session_write_close(): Failed to write session data using user defined save handler. (session.save_path: /var/lib/php/sessions)

Filename: Unknown

Line Number: 0

Backtrace: