Bioreductive Markers for Hypoxic Cells: 2-Nitroimidazoles with Biotinylated 1-Substituents was written by Hodgkiss, Richard J.;Parrick, John;Porssa, Manuchehr;Stratford, Michael R. L.. And the article was included in Journal of Medicinal Chemistry in 1994.Recommanded Product: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid This article mentions the following:
The interference by oxygen with the bioreductive metabolism and binding within cells of 2-nitroimidazoles has been used to identify hypoxic cells. Three title novel compounds, e.g. I, were synthesized with a 1-substituent containing a biotin moiety. Bound adducts of these compounds could be identified in hypoxic cells in vitro by the biotin binding proteins, avidin or streptavidin, labeled with fluorescein. The metabolism and discrimination of these compounds between well-oxygenated and hypoxic cells was evaluated by flow cytometry. Ester or amide links between the 2-nitroimidazole and the biotin were degraded in the presence of mouse serum, but a compound with a C5 hydrocarbon link was stable, and this compound was suitable for evaluation in an in vivo tumor model. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Recommanded Product: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid).
2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Recommanded Product: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem