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Merck

L0259

Lucifer Yellow CH dilithium salt

Powder

Synonym(s):

6-Amino-2,3-dihydro-1,3-dioxo-2-hydrazinocarbonylamino-1H-benz[d,e]isoquinoline-5,8-disulfonic acid dilithium salt

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About This Item

Empirical Formula (Hill Notation):
C13H9Li2N5O9S2
CAS Number:
67769-47-5
Molecular Weight:
457.25
NACRES:
NA.47
PubChem Substance ID:
24896250
UNSPSC Code:
12171500
EC Number:
267-047-9
MDL number:
MFCD00006922
Beilstein/REAXYS Number:
4644601

Product Name

Lucifer Yellow CH dilithium salt, fluorescent stain

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

SMILES string

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

form

powder

color

faint orange to very dark orange

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

Quality Level

100

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Application

A highly fluorescent dye, useful in marking nerve cells.
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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000353660
SHBS0824
SHBR6726
SHBR0968
0000353660

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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)
Mariane C Vicente et al.
Experimental neurology, 328, 113250-113250 (2020-02-24)
The locus coeruleus (LC) is a pontine nucleus important for respiratory control and central chemoreception. It is affected in Alzheimer's disease (AD) and alteration of LC cell function may account for respiratory problems observed in AD patients. In the current
Ryota Fukushima et al.
The Journal of comparative neurology, 513(3), 315-330 (2009-01-17)
In insects, olfactory information in the glomeruli of the antennal lobe, the first olfactory center, is transmitted to the lateral protocerebrum and the calyx of the mushroom body via projection neurons. In male silkmoths (Bombyx mori), arborization patterns in the
G Sczakiel et al.
Analytical biochemistry, 181(2), 309-314 (1989-09-01)
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
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