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Related Concept Videos

Chemical Reactions in Aqueous Solutions03:03

Chemical Reactions in Aqueous Solutions

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Chemical substances interact in many different ways. Certain chemical reactions exhibit common patterns of reactivity. Due to the vast number of chemical reactions, it becomes necessary to classify them based on the observed patterns of interaction.
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Aqueous Solutions and Heats of Hydration02:42

Aqueous Solutions and Heats of Hydration

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Water and other polar molecules are attracted to ions. The electrostatic attraction between an ion and a molecule with a dipole is called an ion-dipole attraction. These attractions play an important role in the dissolution of ionic compounds in water.
When ionic compounds dissolve in water, the ions in the solid separate and disperse uniformly throughout the solution because water molecules surround and solvate the ions, reducing the strong electrostatic forces between them. This process...
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Light as Energy01:35

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The energy required to carry out photosynthesis is light— typically electromagnetic radiation from the sun. The range of all possible wavelengths is known as the electromagnetic spectrum.
Photons
A photon is a discrete electromagnetic particle or bundle of energy. Photons are characterized by their frequency, wavelength, and amplitude, similar to the properties of a wave. Waves with higher frequencies transmit more energy and have shorter wavelengths than longer wavelengths that transmit...
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Red algae, also known as rhodophytes, are primarily found in marine environments, though some species inhabit freshwater and terrestrial ecosystems. These organisms exist in both unicellular and multicellular forms, with some multicellular varieties reaching macroscopic sizes.As phototrophic organisms, red algae contain chlorophyll a; however, their chloroplasts lack chlorophyll b. Instead, they possess phycobiliproteins, which serve as major light-harvesting pigments, similar to those found in...
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Light plays a significant role in regulating the growth and development of plants. In addition to providing energy for photosynthesis, light provides other important cues to regulate a range of developmental and physiological responses in plants.
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The Wave Nature of Light

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The nature of light has been a subject of inquiry since antiquity. In the seventeenth century, Isaac Newton performed experiments with lenses and prisms and was able to demonstrate that white light consists of the individual colors of the rainbow combined together. Newton explained his optics findings in terms of a "corpuscular" view of light, in which light was composed of streams of extremely tiny particles traveling at high speeds according to Newton's laws of motion.
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Related Experiment Video

Updated: Feb 12, 2026

Rapid One-step Enzymatic Synthesis and All-aqueous Purification of Trehalose Analogues
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Rapid One-step Enzymatic Synthesis and All-aqueous Purification of Trehalose Analogues

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Rapid Aqueous Photouncaging by Red Light.

Xiaodi Wang1, Julia A Kalow1

  • 1Department of Chemistry , Northwestern University , Evanston , Illinois 60208 , United States.

Organic Letters
|March 23, 2018
PubMed
Summary

Researchers developed three novel red-photocleavable dyes for uncaging applications. The top dye shows high efficiency and photo-orthogonality, enabling deeper tissue penetration for biological research.

Area of Science:

  • Organic Chemistry
  • Photochemistry
  • Chemical Biology

Background:

  • Photocleavable protecting groups (photolabile groups) are essential tools in chemical biology for spatiotemporal control of molecular release.
  • Red light offers advantages for biological applications due to deeper tissue penetration compared to UV light.
  • Development of efficient red-photocleavable dyes remains a challenge.

Purpose of the Study:

  • To synthesize and characterize novel red-photocleavable dyes.
  • To evaluate the performance of the best dye in terms of quantum yield and uncaging efficiency.
  • To demonstrate photo-orthogonality with UV-activated systems and assess penetration depth in a gel matrix.

Main Methods:

  • Synthesis of three new red-photocleavable dyes.

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  • Photophysical characterization including quantum yield determination.
  • Photocleavage experiments using a 626 nm LED to release benzoic acid.
  • Photo-orthogonality assessment with a UV-activated photolabile group.
  • Qualitative evaluation of dye penetration in a gel.
  • Main Results:

    • Three new red-photocleavable dyes were successfully synthesized.
    • The lead dye demonstrated a quantum yield of 5.7% in a 30:70 water/acetonitrile mixture.
    • Approximately 80% release of benzoic acid was achieved with 626 nm LED irradiation.
    • Photo-orthogonality was confirmed between the red-photocleavable dye and a UV-activated group.
    • The red-photocleavable dye exhibited superior penetration depth in a gel compared to the UV-activated dye.

    Conclusions:

    • The developed red-photocleavable dyes are promising tools for phototriggered molecular release.
    • The best-performing dye offers high efficiency and photo-orthogonality, suitable for biological applications.
    • The superior penetration depth of the red-light activated dye facilitates applications requiring deeper light access, such as in vivo studies.