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Related Concept Videos

Stereoisomerism02:52

Stereoisomerism

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...
Properties of Enantiomers and Optical Activity02:24

Properties of Enantiomers and Optical Activity

It is essential to understand the difference between chiral and achiral interactions and the implications thereof in optical activity and their applications. Just as our feet, which are chiral, interact uniquely with chiral objects, such as a pair of shoes, but identically with achiral socks, enantiomers of a molecule exhibit different properties only when they interact with other chiral media. An example of a significant implication from this facet is the phenomenon known as optical activity,...
UV–Vis Spectroscopy: Molecular Electronic Transitions01:16

UV–Vis Spectroscopy: Molecular Electronic Transitions

In Ultraviolet–Visible (UV–Vis) spectroscopy, the absorption of electromagnetic radiation is used to probe the electronic structure of molecules. This technique provides insights into molecular electronic transitions, particularly the movement of electrons between different molecular orbitals. Radiation is absorbed if the energy of the electromagnetic radiation passing through the molecule is precisely equal to the energy difference between the excited and ground states. During this process,...
Riboswitches01:56

Riboswitches

Riboswitches are non-coding mRNA domains that regulate the transcription and translation of downstream genes without the help of proteins. Riboswitches bind directly to a metabolite and can form unique stem-loop or hairpin structures in response to the amount of the metabolite present. They have two distinct regions – a metabolite-binding aptamer and an expression platform.
The aptamer has high specificity for a particular metabolite which allows riboswitches to specifically regulate...
Photochemical Electrocyclic Reactions: Stereochemistry01:26

Photochemical Electrocyclic Reactions: Stereochemistry

The absorption of UV–visible light by conjugated systems causes the promotion of an electron from the ground state to the excited state. Consequently, photochemical electrocyclic reactions proceed via the excited-state HOMO rather than the ground-state HOMO. Since the ground- and excited-state HOMOs have different symmetries, the stereochemical outcome of electrocyclic reactions depends on the mode of activation; i.e., thermal or photochemical.
Selection Rules: Photochemical Activation

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Related Experiment Video

Updated: Jun 16, 2026

Determination of the Photoisomerization Quantum Yield of a Hydrazone Photoswitch
09:33

Determination of the Photoisomerization Quantum Yield of a Hydrazone Photoswitch

Published on: February 7, 2022

Spiropyrans as molecular optical switches.

Britta Seefeldt1, Robert Kasper, Mirco Beining

  • 1Applied Laser Physics and Laser Spectroscopy and Bielefeld Institute for Biophysics and Nanoscience, Bielefeld University, Universitätsstrasse 25, 33615, Bielefeld, Germany.

Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology
|February 4, 2010
PubMed
Summary

Researchers developed novel spiropyran-fluorophore conjugates as molecular optical switches for super-resolution microscopy. These photoswitches enable precise control over fluorescence emission, advancing subdiffraction imaging capabilities.

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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
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Area of Science:

  • Biophysics
  • Optical Microscopy
  • Materials Science

Background:

  • Optical microscopy is limited by diffraction, hindering visualization of subcellular structures.
  • Super-resolution microscopy techniques overcome diffraction limits using temporal control of fluorophores.
  • Photochromic molecules acting as molecular switches are key for these advanced methods.

Purpose of the Study:

  • To develop and characterize spiropyran-fluorophore conjugates as efficient molecular optical switches (photoswitches).
  • To investigate the photoswitching behavior of these conjugates at ensemble and single-molecule levels.
  • To assess their utility in super-resolution fluorescence imaging.

Main Methods:

  • Synthesis of spiropyran-fluorophore conjugates.
  • Characterization of photoswitching properties using ensemble and single-molecule spectroscopy.
  • Immobilization of photoswitches in polymer matrices.
  • Investigation of photobleaching effects and development of water-soluble derivatives.

Main Results:

  • Spiropyran-fluorophore conjugates demonstrated reversible switching between fluorescent and non-fluorescent states.
  • Photoswitching was confirmed at the single-molecule level.
  • Immobilization in polymers is crucial for stabilizing the merocyanine form for super-resolution applications.
  • A water-soluble derivative and intermolecular photoswitching were successfully demonstrated.

Conclusions:

  • Spiropyran-fluorophore conjugates are effective molecular optical switches for super-resolution fluorescence imaging.
  • Precise control over fluorescence emission via photoswitching is achievable.
  • Further development, including water-soluble variants and immobilization strategies, is promising for advanced microscopy applications.