Non-established photoswitchable organic systems DOI
Zbigniew Pianowski

Royal Society of Chemistry eBooks, Journal Year: 2023, Volume and Issue: unknown, P. 436 - 454

Published: Dec. 20, 2023

The collection of photochromic systems demonstrated here gives an illustrative overview over recent progress in the concepts and development molecular photoswitches. These are represented by indigoids (ITI, ITOs, PIOs), dihydropyrenes, nature-inspired 5-membered heterocyclic switches, hemipiperazines, as well based on novel electrocyclic photoswitching radical-involved mechanisms.

Language: Английский

Visible Light‐Triggered Supramolecular Hydrogel Based on Cyclic Dipeptides Stabilized with Coulomb Interactions DOI Creative Commons
Angelika Seliwjorstow, M. Ross Bach, Susanne Kirchner

et al.

Macromolecular Materials and Engineering, Journal Year: 2024, Volume and Issue: 309(5)

Published: March 15, 2024

Abstract Amphiphilic cyclic dipeptides are efficient supramolecular hydrogelators. They can be combined with molecular photoswitches to produce light‐responsive soft materials, which applied in controlled drug delivery. Here it is reported that an arginine‐containing dipeptide decorated ortho‐fluorinated azobenzene forms hydrogels under physiological conditions reversibly liquefied upon exposure visible light frequencies (green and violet, respectively). The addition of sodium alginate results composite increased gelating capacity supported Coulombic interactions, also dissipate irradiation.

Language: Английский

Citations

6
Reversible Influence of Hemipiperazine Photochromism on the Early Development of Zebrafish Embryo DOI Creative Commons
Angelika Seliwjorstow, Masanari Takamiya, Sepand Rastegar

et al.

ChemBioChem, Journal Year: 2024, Volume and Issue: 25(8)

Published: March 5, 2024

This study explores the potential of controlling organismal development with light by using reversible photomodulation activity in bioactive compounds. Specifically, our research focuses on plinabulin 1, an inhibitor tubulin dynamics that contains a photochromic motif called hemipiperazine. The two isomeric forms, Z-1 and E-1, can partially interconvert light, yet show remarkable thermal stability darkness. Z-isomer exhibits higher cytotoxicity due to stronger binding α-tubulin's colchicine site. less toxic E-1 form, considered "pro-drug", be isolated vitro stored. Upon activation blue or cyan it predominantly generates more form. Here we demonstrate 1 effectively photomodulate epiboly, critical microtubule-dependent cell movement during gastrulation zebrafish embryos. highlights for precise control cellular activities development.

Language: Английский

Citations

4
Heterocyclic Hemipiperazines: Multistimuli‐responsive Switches and Sensors for Zinc or Cadmium Ions DOI Creative Commons

V Schäfer,

Zbigniew Pianowski

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: July 9, 2024

Advance in the design of molecular photoswitches - adapters that convert light into changes at level opens up exciting possibilities preparing smart polymers, drugs photoactivated inside humans, or light-fueled nanomachines might future operate our bloodstream. Hemipiperazines are recently reported biocompatible based on cyclic dipeptides. Here we report a multistimuli-responsive hemipiperazine-based switch reacts light, solvents, acidity, metal ions. Its photoequilibration is controlled by intramolecular hydrogen bonding pattern. The compound can be used as mid-nanomolar photoswitchable fluorescent sensor for zinc and cadmium ions, applicable to monitor environmental pollution real time.

Language: Английский

Citations

3
Cargo Encapsulation in Photochromic Supramolecular Hydrogels Depends on Specific Guest‐Gelator Supramolecular Interactions DOI Creative Commons
F. Hoffmann, Anna‐Lena Leistner, Susanne Kirchner

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(20)

Published: April 24, 2023

Abstract Photochromic supramolecular hydrogels are prospective materials for light‐triggered drug release and bionanotechnology. Here we present a structural analysis of peptide‐derived photochromic hydrogels, which were physically loaded with selection biologically related compounds, using advanced techniques nuclear magnetic resonance. The results enable detailed correct understanding the loading process will allow design pharmacologically relevant systems phototriggered delivery.

Language: Английский

Citations

4
Cyclization of the l-alanyl-l-isoleucine dipeptide in the solid state: effect of the amino acid sequence on the reaction kinetics DOI

E. R. Mirgazieva,

Radik A. Larionov, S. A. Ziganshina

et al.

Russian Chemical Bulletin, Journal Year: 2024, Volume and Issue: 73(3), P. 514 - 522

Published: March 1, 2024

Language: Английский

Citations

1
Strategy For Solid-State Synthesis of the Cyclic Dipeptide from Phenylalanyl-Alanine and Alanyl-Phenylalanine DOI
Radik A. Larionov,

E. R. Mirgazieva,

Khasan R. Khayarov

et al.

Russian Journal of General Chemistry, Journal Year: 2024, Volume and Issue: 94(11), P. 3113 - 3125

Published: Nov. 1, 2024

Language: Английский

Citations

0
Non-established photoswitchable organic systems DOI
Zbigniew Pianowski

Royal Society of Chemistry eBooks, Journal Year: 2023, Volume and Issue: unknown, P. 436 - 454

Published: Dec. 20, 2023

The collection of photochromic systems demonstrated here gives an illustrative overview over recent progress in the concepts and development molecular photoswitches. These are represented by indigoids (ITI, ITOs, PIOs), dihydropyrenes, nature-inspired 5-membered heterocyclic switches, hemipiperazines, as well based on novel electrocyclic photoswitching radical-involved mechanisms.

Language: Английский

Citations

1