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L0259

Sigma-Aldrich

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:
Molecular Weight:
457.25
Beilstein/REAXYS Number:
4644601
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

product name

Lucifer Yellow CH dilithium salt, fluorescent stain

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

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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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
Qi-You Li et al.
Experimental eye research, 202, 108305-108305 (2020-10-21)
The biosafety and efficiency of transplanting retinal pigment epithelial (RPE) cells derived from both human embryonic stem cells (hESCs) and induced pluripotent stem cells (iPSCs) have been evaluated in phase I and phase II clinical trials. For further large-scale application
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)
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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