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resazurin
EntityQ409628· pop 17· linked from 21 articles

Resazurin (7-Hydroxy-3H-phenoxazin-3-one 10-oxide) is a phenoxazine dye that is weakly fluorescent, nontoxic, cell-permeable, and redox‐sensitive. Resazurin has a blue to purple color above pH 6.5 and an orange color below pH 3.8. It is used in microbiological, cellular, and enzymatic assays because it can be irreversibly reduced to the pink-colored and highly fluorescent resorufin (7-Hydroxy-3H-phenoxazin-3-one). At circum-neutral pH, resorufin can be detected by visual observation of its pink color or by fluorimetry, with an excitation maximum at 530-570 nm and an emission maximum at 58

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Within Vinony's link graph, resazurin is referenced by 21 other articles, and connects out to cellular respiration, fluorescence and reduction potential.

Vinony files it under Amine oxides, Cell culture reagents and Chembox having GHS data.

Its subject is documented across 16 Wikipedia language editions.

Wikidata facts

Mass
229.038
Show 3 more facts
canonical SMILES
C1=CC2=C(C=C1O)OC3=CC(=O)C=CC3=[N+]2[O-]
chemical formula
C₁₂H₇NO₄
Commons category
Resazurin
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Encyclopedic overview

6 sections
Contents
  • Cell viability applications
  • Resazurin reduction test
  • Other applications
  • Synthesis
  • Related dyes
  • References

Resazurin (7-Hydroxy-3H-phenoxazin-3-one 10-oxide) is a phenoxazine dye that is weakly fluorescent, nontoxic, cell-permeable, and redox‐sensitive. Resazurin has a blue to purple color above pH 6.5 and an orange color below pH 3.8. It is used in microbiological, cellular, and enzymatic assays because it can be irreversibly reduced to the pink-colored and highly fluorescent resorufin (7-Hydroxy-3H-phenoxazin-3-one). At circum-neutral pH, resorufin can be detected by visual observation of its pink color or by fluorimetry, with an excitation maximum at 530-570 nm and an emission maximum at 580-590 nm.

When a solution containing resorufin is submitted to reducing conditions (Eh h of this same solution is increased, dihydroresorufin is oxidized back to resorufin, and this reversible reaction can be used to monitor if the redox potential of a culture medium remains at a sufficiently low level for anaerobic organisms.

Excerpted from Wikipedia’s “resazurin” article, available under the CC BY-SA 4.0 licence.

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