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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:
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 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

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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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
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)
Raf Ponsaerts et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 24(11), 4378-4395 (2010-07-17)
Connexin-assembled gap junctions (GJs) and hemichannels coordinate intercellular signaling processes. Although the regulation of connexins in GJs has been well characterized, the molecular determinants controlling connexin-hemichannel activity are unresolved. Here we investigated the regulation of Cx43-hemichannel activity by actomyosin contractility
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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