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2-Acetyl-4-tetrahydroxybutylimidazole (CAS 94944-70-4)

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Alternate Names:
1-[5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl]ethanone
Application:
2-Acetyl-4-tetrahydroxybutylimidazole is an SP-lyase inhibitor
CAS Number:
94944-70-4
Purity:
≥95%
Molecular Weight:
230.22
Molecular Formula:
C9H14N2O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-Acetyl-4-tetrahydroxybutylimidazole, often abbreviated as THI, is a compound of interest in the field of food chemistry and toxicology research. This chemical has been explored for its potential impacts on health due to its presence as a byproduct in certain food processing methods. In research, 2-Acetyl-4-tetrahydroxybutylimidazole is used to study the chemical reactions that occur during the manufacturing of caramel coloring, where its formation as a result of the Maillard reaction is of particular concern. Researchers investigate the pathways through which 2-Acetyl-4-tetrahydroxybutylimidazole is generated to understand how to control its levels in food products. Additionally, studies involving 2-Acetyl-4-tetrahydroxybutylimidazole are focused on its biological interactions and metabolism, contributing to a more comprehensive understanding of its potential effects on cellular systems. This research is for the assessment of food safety and for the development of guidelines regarding the acceptable limits of 2-Acetyl-4-tetrahydroxybutylimidazole in foodstuffs.


2-Acetyl-4-tetrahydroxybutylimidazole (CAS 94944-70-4) References

  1. Prevention of spontaneous and cyclophosphamide-induced diabetes in non-obese diabetic (NOD) mice with oral 2-acetyl-4-tetrahydroxybutylimidazole (THI), a component of caramel colouring III.  |  Mandel, TE., et al. 1992. Clin Exp Immunol. 88: 414-9. PMID: 1606724
  2. Lymphocyte sequestration through S1P lyase inhibition and disruption of S1P gradients.  |  Schwab, SR., et al. 2005. Science. 309: 1735-9. PMID: 16151014
  3. Simultaneous quantitation of 2-acetyl-4-tetrahydroxybutylimidazole, 2- and 4-methylimidazoles, and 5-hydroxymethylfurfural in beverages by ultrahigh-performance liquid chromatography-tandem mass spectrometry.  |  Wang, J. and Schnute, WC. 2012. J Agric Food Chem. 60: 917-21. PMID: 22224586
  4. Determination of 4-Methylimidazole and 2-Acetyl-4()- tetrahydroxybutylimidazole in Caramel Color and Processed Foods by LC-MS/MS.  |  Kim, TR., et al. 2013. Prev Nutr Food Sci. 18: 263-8. PMID: 24551828
  5. The effect of 2-acetyl-4-tetrahydroxybutylimidazole on lymphocyte subsets in peripheral blood of the rat.  |  Gobin, SJ., et al. 1989. Int J Immunopharmacol. 11: 937-46. PMID: 2575604
  6. 2-acetyl-4-tetrahydroxybutylimidazole and 4-methylimidazole in caramel colours, vinegar and beverages in China.  |  Wang, L., et al. 2015. Food Addit Contam Part B Surveill. 8: 163-8. PMID: 25832559
  7. Determination of imidazole derivatives by micellar electrokinetic chromatography combined with solid-phase microextraction using activated carbon-polymer monolith as adsorbent.  |  Shih, YH., et al. 2016. J Chromatogr A. 1428: 336-45. PMID: 26363948
  8. Process-induced formation of imidazoles in selected foods.  |  Mottier, P., et al. 2017. Food Chem. 228: 381-387. PMID: 28317738
  9. Dietary intake assessment of caramel colours and their processing by-products 4-methylimidazole and 2-acetyl-4-tetrahydroxy-butylimidazole for the Chinese population.  |  Liang, J., et al. 2019. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 36: 1009-1019. PMID: 31100047
  10. Pyridoxine supplementation protects mice from suppression of contact hypersensitivity induced by 2-acetyl-4-tetrahydroxybutylimidazole (THI), ultraviolet B radiation (280-320 nm), or cis-urocanic acid.  |  Reeve, VE., et al. 1995. Am J Clin Nutr. 61: 571-6. PMID: 7872221
  11. Suppressive effect of 2-acetyl-4-tetrahydroxybutylimidazole on contact hypersensitivity in the Skh: HR hairless mouse.  |  Reeve, VE., et al. 1993. Int Arch Allergy Immunol. 102: 101-6. PMID: 8400881
  12. Prevention of splenic granuloma formation in adjuvant arthritis by 2-acetyl-4-tetrahydroxybutylimidazole (THI).  |  Gugasyan, R., et al. 1997. Immunol Lett. 58: 133-8. PMID: 9293393
  13. Emigration of mature T cells from the thymus is inhibited by the imidazole-based compound 2-acetyl-4-tetrahydroxybutylimidazole.  |  Gugasyan, R., et al. 1998. Immunology. 93: 398-404. PMID: 9640251

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Acetyl-4-tetrahydroxybutylimidazole, 1 mg

sc-280262
1 mg
$139.00