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Lucifer yellow

From Wikipedia, the free encyclopedia
Lucifer yellow
Names
Preferred IUPAC name
Dilithium 6-amino-2-(hydrazinecarbonyl)-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinoline-5,8-disulfonate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • InChI=1S/C13H10N4O9S2.2Li/c14-10-5-1-4(27(21,22)23)2-6-9(5)7(3-8(10)28(24,25)26)12(19)17(11(6)18)13(20)16-15;;/h1-3H,14-15H2,(H,16,20)(H,21,22,23)(H,24,25,26);;/q;2*+1/p-2 ☒N
    Key: DLBFLQKQABVKGT-UHFFFAOYSA-L ☒N
  • c1c(cc2c3c1c(c(cc3c(=O)n(c2=O)C(=O)NN)S(=O)(=O)[O-])N)S(=O)(=O)[O-].[Li+].[Li+]
Properties
C13H10Li2N4O9S2
Molar mass444.24 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound

Lucifer yellow is afluorescent dye used incell biology.[1] The key property of Lucifer yellow is that it can be readily visualized in both living and fixed cells using afluorescence microscope. Lucifer yellow was invented by Walter W. Stewart at theNational Institutes of Health and patented in 1978.[2]

Preparations

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For common usage it is compounded withcarbohydrazide (CH) and prepared as alithiumsalt. The CH group allows it to becovalently linked to surrounding biomolecules duringaldehydefixation.[3]

Othercations such asammonium orpotassium can be used when lithium is undesirable, but the resulting salts are less soluble in water.

Lucifer yellow can also be compounded as avinylsulfone, withethylenediamine, or withcadaverine.[clarification needed]

References

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  1. ^Hanani, Menachem (January 2012)."Lucifer yellow – an angel rather than the devil".Journal of Cellular and Molecular Medicine.16 (2):22–31.doi:10.1111/j.1582-4934.2011.01378.x.PMC 3823090.PMID 21740513.
  2. ^Patent description
  3. ^"Lucifer Yellow CH, Lithium Salt".Molecular Probes. Retrieved17 March 2014.

External links

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Retrieved from "https://en.wikipedia.org/w/index.php?title=Lucifer_yellow&oldid=1254694297"
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