Lucifer yellow

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
CAS Number	77944-88-8;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:52104;
ChEMBL	ChEMBL1650069;
ChemSpider	20137740;
PubChemCID	20835957;
UNII	9654F8OVKE;
CompTox Dashboard(EPA)	DTXSID70999134;
	InChI 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 Key: DLBFLQKQABVKGT-UHFFFAOYSA-L;
	SMILES c1c(cc2c3c1c(c(cc3c(=O)n(c2=O)C(=O)NN)S(=O)(=O)[O-])N)S(=O)(=O)[O-].[Li+].[Li+];
Properties
Chemical formula	C13H10Li2N4O9S2
Molar mass	444.24g·mol−1
	Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa). verify(what is?) Infobox references

Lucifer yellowis afluorescent dyeused 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 Healthand patented in 1978.^[2]

Preparations

For common usage it is compounded withcarbohydrazide(CH) and prepared as alithium salt.The CH group allows it to becovalentlylinked to surrounding biomolecules duringaldehyde fixation.^[3]

Othercationssuch asammoniumorpotassiumcan be used when lithium is undesirable, but the resulting salts are less soluble in water.

Lucifer yellow can also be compounded as avinyl sulfone,withethylenediamine,or withcadaverine.^{[clarification needed]}