Product Name :
2-Acetyl-4-tetrahydroxybutylimidazole (CAS 94944-70-4)

Synonym :
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:
94944-70-4

Purity:
≥95%

Molecular Weight:
230.22

Formula :
C9H14N2O5

Physical state:
Solid

solubility :
Soluble in DI water, DMSO (>5 mg/ml), and PBS pH 7.2 (~0.15 mg/ml).

Shipping Condition :
Store at -20° C

Melting point:
211.02° C (Predicted)

SMILES:
CC(=O)C1=NC=C(N1)[C@H]([C@@H]([C@@H](CO)O)O)O

References:
: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. Fmoc-Pen(Trt)-OH Chemical name Ir[dF(F)ppy]2(dtbbpy)PF6 Price | Mandel, TE., et al. 1992. Clin Exp Immunol. 88: 414-9. PMID: 1606724Lymphocyte sequestration through S1P lyase inhibition and disruption of S1P gradients. | Schwab, SR., et al. 2005. Science. 309: 1735-9. PMID: 16151014Simultaneous 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: 22224586Determination 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: 24551828The 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: 25756042-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: 25832559Determination 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: 26363948Process-induced formation of imidazoles in selected foods. | Mottier, P., et al. 2017. Food Chem. 228: 381-387. PMID: 28317738Dietary 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: 31100047Pyridoxine 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: 7872221Suppressive 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: 8400881Prevention of splenic granuloma formation in adjuvant arthritis by 2-acetyl-4-tetrahydroxybutylimidazole (THI). | Gugasyan, R., et al. 1997. Immunol Lett. 58: 133-8. PMID: 9293393Emigration 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

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