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L0259

Sigma-Aldrich

Lucifer Yellow CH dilithium salt

fluorescent stain

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Synonym(s):
6-Amino-2,3-dihydro-1,3-dioxo-2-hydrazinocarbonylamino-1H-benz[d,e]isoquinoline-5,8-disulfonic acid dilithium salt
Empirical Formula (Hill Notation):
C13H9Li2N5O9S2
CAS Number:
Molecular Weight:
457.25
Beilstein:
4644601
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Quality Level

form

powder

solubility

H2O: 1 mg/mL

fluorescence

λex 428 nm; λem 540 nm in H2O

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

[Li+].[Li+].NNC(=O)NN1C(=O)c2cc(cc3c(N)c(cc(C1=O)c23)S([O-])(=O)=O)S([O-])(=O)=O

InChI

1S/C13H11N5O9S2.2Li/c14-10-5-1-4(28(22,23)24)2-6-9(5)7(3-8(10)29(25,26)27)12(20)18(11(6)19)17-13(21)16-15;;/h1-3H,14-15H2,(H2,16,17,21)(H,22,23,24)(H,25,26,27);;/q;2*+1/p-2

InChI key

RPKCZJYDUKVMGF-UHFFFAOYSA-L

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This Item
L6882L950470540
D-Luciferin synthetic

Sigma-Aldrich

L9504

D-Luciferin

Naphthol Yellow S for microscopy (Hist.), for the precipitation (of amino acids and peptides)

Sigma-Aldrich

70540

Naphthol Yellow S

solubility

H2O: 1 mg/mL

solubility

H2O: soluble

solubility

DMSO: 10 mg/mL, clear, colorless to faintly yellow

solubility

methanol: water (1:1): 0.5 g/10 mL, clear

fluorescence

λex 428 nm; λem 540 nm in H2O

fluorescence

λex 328 nm; λem 532 nm in H2O

fluorescence

λex 328 nm; λem 532 nm in H2O

fluorescence

-

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

-

application(s)

-

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

room temp

General description

Lucifer Yellow CH is the hydrazine (-NH-CO-NH-NH2) form of the dye compared to Lucifer Yellow VS, which is the vinyl sulfone (-Ph-SO2-CH=CH2) form. Lucifer Yellow CH dilithium salt is a fluorescent dye(1) comprising of amino, sulfo and phenyl-N-hydrazinocarbonylamino substituents on the naphthalimide chromophore. The hydrophilic nature of Lucifer yellow CH underlies its numerous applications as a stain of living cells and tissues.

Application

Lucifer yellow CH has been used to stain nerve cells and to demonstrate electrical coupling between hamster oocytes and cumulous cells during meiotic maturation in vivo and in vitro.
Lucifer Yellow CH is mainly used as a tracer dye and useful in marking nerve cells.
A highly fluorescent dye, useful in marking nerve cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A nonradioactive and rapid method to systematically optimize conditions for electrotransfection is described here for a critical parameter, the initial voltage. This technique utilizes the electric field-dependent transfer of the fluorescent compound Lucifer Yellow CH into cells. Dye uptake can
Metabolic, fluorescent dye and electrical coupling between hamster oocytes and cumulus cells during meiotic maturation in vivo and in vitro.
Racowsky, C. and Satterlie, R.A.
Developmental Biology, 108, 191-202 (1985)
Functional connections between cells as revealed by dye-coupling with a highly fluorescent naphthalimide tracer.
W W Stewart
Cell, 14(3), 741-759 (1978-07-01)

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