Date published: 2025-11-15

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Lumichrome (CAS 1086-80-2)

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Alternate Names:
7,8-dimethylalloxazine
Application:
Lumichrome is a radiation product of riboflavin
CAS Number:
1086-80-2
Molecular Weight:
242.23
Molecular Formula:
C12H10N4O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Lumichrome is a derivative of riboflavin (vitamin B2) and is known for its distinctive structural and photophysical properties. It is a non-fluorescent compound that absorbs in the UV-A and blue light regions, making it an interesting subject in the study of photochemistry and photobiology. Lumichrome is characterized by the removal of the ribityl side chain from riboflavin, which significantly alters its chemical behavior compared to its parent compound. The primary mechanism of action of lumichrome involves its role as a photosensitizer. It can absorb light and transfer energy to other molecules, leading to the generation of reactive oxygen species (ROS) or singlet oxygen under specific conditions. This property is used in research to understand the effects of light-induced oxidative stress on biological systems and the role of singlet oxygen in various photochemical processes. In scientific research, lumichrome has been used to study the interactions between light and living organisms, particularly in understanding how light influences cellular and molecular processes. Its ability to absorb light and participate in energy transfer makes it a useful probe in studies of photoreceptor behavior and the mechanisms underlying phototaxis and phototropism in plants and microorganisms. Furthermore, lumichrome has been investigated for its effects on metabolic processes. Studies have shown that lumichrome can influence the cellular respiration rate and mitochondrial function. By modulating the activity of certain key enzymes in the respiratory chain, lumichrome can alter the production of ATP, providing insights into how cells manage energy production and consumption in response to environmental changes.


Lumichrome (CAS 1086-80-2) References

  1. Lumichrome. A larval metamorphosis-inducing substance in the ascidian Hhalocynthia roretzi.  |  Tsukamoto, S., et al. 1999. Eur J Biochem. 264: 785-9. PMID: 10491124
  2. The vitamin riboflavin and its derivative lumichrome activate the LasR bacterial quorum-sensing receptor.  |  Rajamani, S., et al. 2008. Mol Plant Microbe Interact. 21: 1184-92. PMID: 18700823
  3. Lumichrome and phenyllactic acid as chemical markers of thistle (Galactites tomentosa Moench) honey.  |  Tuberoso, CI., et al. 2011. J Agric Food Chem. 59: 364-9. PMID: 21126007
  4. Efficient production of lumichrome by Microbacterium sp. strain TPU 3598.  |  Yamamoto, K. and Asano, Y. 2015. Appl Environ Microbiol. 81: 7360-7. PMID: 26253661
  5. Rhizosphere ecology of lumichrome and riboflavin, two bacterial signal molecules eliciting developmental changes in plants.  |  Dakora, FD., et al. 2015. Front Plant Sci. 6: 700. PMID: 26442016
  6. Influence of formulation on photoinactivation of bacteria by lumichrome.  |  Bergh, VJ., et al. 2015. Pharmazie. 70: 574-80. PMID: 26492641
  7. Lumichrome Inhibits Human Lung Cancer Cell Growth and Induces Apoptosis via a p53-Dependent Mechanism.  |  Chantarawong, W., et al. 2019. Nutr Cancer. 71: 1390-1402. PMID: 31074646
  8. Stark Spectroscopy of Lumichrome: A Possible Candidate for Stand-Off Detection of Bacterial Quorum Sensing.  |  van Galen, C., et al. 2020. J Phys Chem B. 124: 11835-11842. PMID: 33325706
  9. Initial Excited State Dynamics of Lumichrome upon Ultraviolet Excitation.  |  Ghosh, S. and Puranik, M. 2022. Photochem Photobiol. 98: 1270-1283. PMID: 35380739
  10. Lumichrome from the photolytic riboflavin acts as an electron shuttle in microbial photoelectrochemical systems.  |  Li, X., et al. 2023. Bioelectrochemistry. 152: 108439. PMID: 37060705

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Lumichrome, 1 g

sc-215272
1 g
$175.00

Lumichrome, 5 g

sc-215272A
5 g
$620.00