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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
SHBR3189
SHBP1887
SHBM2490
MKCH8128
MKBT2168V

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Ziad El-Rassi
Carbohydrate Analysis by Modern Chromatography and Electrophoresis (2002)
K Imamoto et al.
Archivum histologicum Japonicum = Nihon soshikigaku kiroku, 45(5), 505-518 (1982-12-01)
Following an intravenous injection of a fluorescent dye, primuline, into neonatal rats, the distribution of ameboid cells and their fate in the central nervous system were examined under incident fluorescence, light and electron microscopes. In the ameboid cells labeled with
V N Kazakov et al.
Neuroscience, 56(1), 157-164 (1993-09-01)
Retrograde axonal transport of fluorescent tracers (primuline, FluoroGold and Nuclear Yellow) from the spinal cord, frontal cortex, lateral hypothalamus to various neuronal groups of the midbrain periventricular gray substance (periaqueductal gray matter) and to the dorsolateral pontine tegmentum in the
J L Labandeira Garcia et al.
Journal of anatomy, 137 (Pt 2), 247-261 (1983-09-01)
This paper describes a qualitative and quantitative investigation into the location of the motoneurons innervating the extra-ocular muscles of the rat. Injections of horseradish peroxidase, bisbenzimide, propidium iodide and DAPI-primuline were made either in one or simultaneously in two muscles.
Sarah E Davis et al.
Infection and immunity, 86(8) (2018-06-06)
Candida albicans mutants for phosphatidylserine (PS) synthase (cho1ΔΔ) and PS decarboxylase (psd1ΔΔ psd2ΔΔ) are compromised for virulence in mouse models of systemic infection and oropharyngeal candidiasis (OPC). Both of these enzymes are necessary to synthesize phosphatidylethanolamine (PE) by the de
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