Supramolecular chemistry, Год журнала: 2023, Номер 34(7-8), С. 257 - 259
Опубликована: Авг. 1, 2023
Язык: Английский
Journal of the American Chemical Society, Год журнала: 2025, Номер unknown
Опубликована: Янв. 2, 2025
SNAr reactions were remarkably accelerated using a pretargeting and activating unit based on dynamic covalent chemistry (DCvC). A Cys attack at the C–F bond aromatic ring of salicylaldehyde derivatives was only observed upon iminium formation with neighboring Lys residue model small peptides. Such self-activation ascribed to stronger electron-withdrawing capability respect that parent aldehyde stabilized transition state reaction, together higher preorganization reactive groups in cationic aldiminium species. This approach further applied for functionalization two antibodies. In both cases, presence group close proximity resulted noteworthy increase bioconjugation yields, excellent chemo-selectivity. Whereas modification an IgG1 antibody led stochastic product distributions, microenvironment selectivity noted when employing IgG4, line lower number residues hinge region latter. Additionally, postfunctionalization modified antibodies attained through exchange tethered derivative hydrazides, representing unprecedented "tag modify" selective strategy DCvC.
Язык: Английский
Процитировано
2
Journal of the American Chemical Society, Год журнала: 2024, Номер 146(30), С. 20720 - 20727
Опубликована: Июль 18, 2024
Coupling a photochemical reaction to thermal exchange process can drive the latter nonequilibrium steady state (NESS) under photoirradiation. Typically, systems use separate motifs for photoresponse and equilibrium-related processes. Here, we show that photoswitchable imines fulfill both roles simultaneously, autonomously driving dynamic covalent system into NESS continuous light irradiation. We demonstrate this using transimination reactions, where
Язык: Английский
Процитировано
11
Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(31)
Опубликована: Май 9, 2024
Natural photoactive systems have evolved to harness broad-spectrum light from solar radiation for critical functions such as perception and photosynthetic energy conversion. Molecular photoswitches, which undergo structural changes upon absorption, are artificial tools widely used developing photoresponsive converting energy. However, photoswitches generally need be activated by of specific narrow wavelength ranges effective photoconversion, limits their ability directly work under sunlight efficiently harvest Here, focusing on azo-switches-the most extensively studied we demonstrate E→Z photoisomerization with photoconversions exceeding 80 % unfiltered sunlight. These sunlight-driven azo-switches developed rendering the absorption E isomers overwhelmingly stronger than that Z across a broad ultraviolet visible spectrum. This unusual type spectral profile is realized simple yet highly adjustable molecular design strategy, enabling fine-tuning window extends beyond 600 nm. Notably, back-photoconversion can achieved without impairing forward isomerization, resulting in unique light-reversible switches. Such exceptional chemistry provides unprecedented opportunities sustainable light-driven efficient technologies.
Язык: Английский
Процитировано
6
Nature Communications, Год журнала: 2024, Номер 15(1)
Опубликована: Июль 31, 2024
Abstract Light-driven rotary molecular motors are among the most promising classes of responsive machines and take advantage their intrinsic chirality which governs unidirectional rotation. As a consequence dynamic function, they receive considerable interest in areas supramolecular chemistry, asymmetric catalysis materials. Among emerging photochromic molecules, multistate first-generation driven by benign visible light remain unexplored, limits exploitation full potential these mechanical light-powered systems. Herein, we describe series all-visible-light-driven based on salicylidene Schiff base functionality. Remarkable redshifts up to 100 nm absorption achieved compared conventional motor structures. Taking scaffolds, adaptive behaviour is found as well, application photoluminescence demonstrated. These functional visible-light-responsive will likely stimulate design synthesis more sophisticated nanomachinery with myriad future applications powering
Язык: Английский
Процитировано
5
Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(51)
Опубликована: Авг. 29, 2024
Exploring novel molecular photoswitches plays a crucial role in the field of photo-functional materials chemistry. In this study, we synthesized aza-diarylethenes with benzothiophene-S,S-dioxide as part hexatriene structure and investigated their photochromic properties. Unlike previously reported aza-diarylethenes, which exhibit fast thermally reversible photochromism, compounds here exhibited pseudo-photochemically photochromism. Due to thermal stability, successfully isolated colored isomer. X-ray crystallographic analysis revealed for first time that isomer adopts closed-ring bond between carbon nitrogen atoms. Remarkably, these not only photochemical ring-closing ring-opening reactions but also reactions, driven by equilibrium open- isomers. This behavior, unprecedented common diarylethenes, was elucidated through kinetic analysis, revealing an energy-level diagram Furthermore,
Язык: Английский
Процитировано
4
Chemical Science, Год журнала: 2025, Номер unknown
Опубликована: Янв. 1, 2025
Using photoswitchable molecules to manipulate supramolecular interactions under light illumination has driven advancements in numerous fields, allowing for the strategic alteration of molecular systems. However, integrating moiety responsible these into photochromic scaffold can be complex and may hamper switching efficiency. We thus explored a simple class organic molecules, namely thiosemicarbazones, featuring both photoisomerizable C[double bond, length as m-dash]N double bond thiourea capable hydrogen bonding. The scalable two-step synthesis allowed us prepare 23 thiosemicarbazones systematically elucidate their optical properties. Attaching various functional groups, extended π-systems, heterocycles enabled fine-tuning absorption profiles. UV converts from stable E-isomer metastable Z-isomer, exhibiting negative positive T-type photochromism, wide range thermal half-lives, PSS values up 92%, high fatigue resistance. Substituting with pyridinyl group stabilizes Z-isomer via intramolecular bonding, confirmed by single-crystal X-ray analysis, transforms bistable P-type photoswitches. Additionally, dimerize or form aggregates through bonding-a process that turned off on light. Overall, offer tunable properties, rendering them promising photoswitch creating stimuli-responsive
Язык: Английский
Процитировано
0
Опубликована: Янв. 1, 2025
Язык: Английский
Процитировано
0
Chemistry - A European Journal, Год журнала: 2024, Номер 30(37)
Опубликована: Апрель 8, 2024
A well-behaved dynamic library composed of two imines and corresponding amines was subjected to the action an activated carboxylic acid (ACA), whose decarboxylation is known be base promoted, in different solvents, namely CD
Язык: Английский
Процитировано
2
Polymer Journal, Год журнала: 2024, Номер unknown
Опубликована: Сен. 5, 2024
Язык: Английский
Процитировано
1
Chemical Communications, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
We recently demonstrated that suitably functionalised aryliminopyrazoles can exhibit useful photoswitching properties. This study investigates the potential of iminobispyrazoles (IBPs). find regiochemistry IBPs strongly dictates their properties, most notably,
Язык: Английский
Процитировано
1