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206865

Sigma-Aldrich

Primuline

Dye content 50 %

Synonym(s):

Direct Yellow 59, Primuline Yellow

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About This Item

Empirical Formula (Hill Notation):
C21H14N3NaO3S3
CAS Number:
8064-60-6
Molecular Weight:
475.54
Colour Index Number:
49000
MDL number:
MFCD00005798
UNSPSC Code:
12171500
PubChem Substance ID:
24852417
NACRES:
NA.47

form

powder or crystals

Quality Level

100

composition

Dye content, 50%

mp

>300 °C

λmax

229 nm (2nd)
340-355 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Na+].Cc1ccc2nc(sc2c1S([O-])(=O)=O)-c3ccc4nc(sc4c3)-c5ccc(N)cc5

InChI

1S/C21H15N3O3S3.Na/c1-11-2-8-16-18(19(11)30(25,26)27)29-21(24-16)13-5-9-15-17(10-13)28-20(23-15)12-3-6-14(22)7-4-12;/h2-10H,22H2,1H3,(H,25,26,27);/q;+1/p-1

InChI key

RSRNHSYYBLEMOI-UHFFFAOYSA-M

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Application

Primuline has been used as a reagent in the preparation of lipids for chloroplast lipid membrane. It has been used as a dye in preparative thin-layer chromatography (TLC).

Biochem/physiol Actions

Primuline, also known as direct yellow 59 or primuline yellow, is considered to be a more sensitive and non-destructive dye for lipids. It is widely used as a fluorescent dye in preparative thin-layer chromatography (TLC). Primuline is suitable for vital staining. It is used as a fluorochrome in plant tissues. Primuline is also used to stain pollen grains and lignified cell walls. In addition, it also helps in segregating intact and broken starch grains. At pH 8, primuline acts as a fluorochrome for mast 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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Certificates of Analysis (COA)

Lot/Batch Number
SHBM2490
MKCH8128
MKBT2168V
MKBN8303V
MKBP8518V

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T Taki et al.
Analytical biochemistry, 223(2), 232-238 (1994-12-01)
A new and simple method for purifying glycosphingolipids and phospholipids by using "TLC blotting" was established. Glycosphingolipids separated by two-dimensional thin-layer chromatography (TLC) were made visible with primuline reagent, and then bands were marked with a drawing colored pencil. The
[New data on the organization of descending hypothalamic pathways obtained by the method of double retrograde labeling of neurons with fluorochromes].
N Z Doroshenko et al.
Doklady Akademii nauk SSSR, 282(1), 232-236 (1985-05-01)
J H Duffus et al.
Stain technology, 59(2), 79-82 (1984-03-01)
Treatment of cells and purified cell walls of the fission yeast Schizosaccharomyces pombe with primuline reveals the septum as a bright fluorescent band. When polysaccharides containing (1----3)-beta-, (1----6)-beta- or (1----3)-alpha-glucosidic linkages are treated with primuline, only those molecules containing chains
V A Maisky et al.
Journal of the autonomic nervous system, 34(2-3), 119-128 (1991-06-15)
The organization of the neuroanatomical substrate which provides the supraspinal catecholaminergic innervation of the upper thoracic spinal cord in the rat was studied by means of retrograde labelling of neurons with primuline and other dyes, combined with simultaneous catecholamine fluorescence
K Imamoto
Archivum histologicum Japonicum = Nihon soshikigaku kiroku, 47(3), 271-277 (1984-08-01)
Scanning electron microscopy revealed numerous macrophagic ameboid cells on the ependymal surface of all brain ventricles in neonatal rats. Macrophagic ameboid cells aggregated in the sulcus medianus of the fossa rhomboidea, the recessus of the cerebral aqueduct and the recessus
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