Primulin
Based on 1 Customer Validation
Primulin is a versatile fluorescent dye and bioactive compound widely used in analytical, biological, botanical and virological studies. Primulin acts as a versatile stain that labels plant cell walls and differentiates live and dead spermatozoa via distinct fluorescence patterns. Primulin exhibits strong albumin‑binding capacity. Primulin acts as a retrograde axonal tracer in neurobiological investigations. Primulin and its derivatives inhibit HCV NS3, block dengue virus NS3-mediated ATP hydrolysis, and disrupt HCV replicase assembly.
For research use only. We do not sell to patients.
- CAS No.: 8064-60-6
- Formula: C21H14N3NaO3S3
- Molecular Weight:475.54
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Storage:
Store at room temperature 3 years.
In solvent -80°C, 2 years , -20°C, 1 year
Biological Activity
Primulin is a versatile fluorescent stain that labels plant cell walls[1][2][3].
Primulin (10 μM, 72 h) neither reduces HCV replication complex numbers nor inhibits cellular NS3 protease activity in Huh7.5/HCV Con1sg Rluc replicon cells[1].
Primulin is an acid thiazole dye with stable fluorescence that binds to bovine albumin, is excluded by intact dorsal root ganglion neurons, and diffuses into neurons after freezing and thawing[2].
Primulin binds non‑covalently to lipids and enables phospholipid visualization on TLC plates without interfering with mass spectrometry analysis[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:Huh7.5/HCV Con1sg Rluc replicon stable cells
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Concentration:10 μM
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Incubation Time:72 h
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Result:Did not influence the number of HCV replication complexes.
Primulin (5%; intramuscular into vibrissae muscles; single dose; bilateral) accumulation in regenerating facial neurons is significantly increased by ~200% of control levels at 11 days post-crush during mouse facial nerve regeneration[2].
Primulin (5-10%; bilateral intramuscular injection into vibrissae muscles)reduces accumulation in facial neurons after botulinum toxin paralysis. Low-dose tetanus toxin increases primulin accumulation, while high-dose decreases it by 17%[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Swiss albino mice (2-month-old, unspecified gender)[2]
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Dosage:2%, 5%, 10%, 20% (50 μl)
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Administration:intramuscular into vibrissae muscles; single dose
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Result:Labeled approximately 30% of facial neurons with 2% primuline.
Labeled nearly all facial neurons with 5% primuline.
Enhanced fluorescence intensity in facial neurons in a concentration‑dependent manner.
Elevated fluorescence intensity in facial neurons in a time‑dependent manner after 5% primuline injection.
Produced no ultrastructural alterations in motor endplates at 5-20% concentrations.
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Animal Model:Swiss albino mice (2-month-old, unspecified gender, facial nerve crushed at exit from stylomastoid foramen)[2]
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Dosage:5% (50 μl)
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Administration:intramuscular into vibrissae muscles; single dose; bilateral
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Result:Blocked primulin transport to facial neurons immediately and 3 days after nerve crush.
Increased primulin accumulation on the crushed side to ~200% of controls at 11 days.
Elevated primulin accumulation to ~135% and ~125% of controls at 18 and 34 days.
Showed no significant difference in primulin accumulation between groups at 92 days.
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Animal Model:Swiss albino mice (2-month-old, unspecified gender, botulinum toxin type A injected into left vibrissae muscles)[2]
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Dosage:5%, 10% (5 μl)
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Administration:intramuscular into vibrissae muscles; single dose; bilateral
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Result:Reduced primulin fluorescence intensity by 7-19% on the toxin‑treated side in mice with ipsilateral vibrissae paralysis.
Showed no significant difference in primulin fluorescence intensity between both sides in mice with bilateral paralysis.
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Animal Model:Swiss albino mice (2-month-old, unspecified gender, tetanus toxin injected into left vibrissae muscles)[2]
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Dosage:5%, 10% (5 μl)
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Administration:intramuscular into vibrissae muscles; single dose; bilateral
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Result:Increased primulin fluorescence intensity by 11-23% on the treated side in mice with low‑dose tetanus toxin.
Reduced primulin fluorescence intensity by 17% on the treated side in mice with high‑dose tetanus toxin‑induced paralysis.
Chemical Information
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CAS No. 8064-60-6
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Appearance Solid
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Molecular Weight 475.54
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Formula C21H14N3NaO3S3
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Color Yellow to brown
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SMILES
O=S(C1=C(C)C=CC2=C1SC(C3=CC(SC(C4=CC=C(N)C=C4)=N5)=C5C=C3)=N2)(O[Na])=O
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Synonyms
Primuline
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Store at room temperature 3 years
In solvent -80°C 2 years -20°C 1 year
Purity & Documentation
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Data Sheet (277 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. Ndjomou J, et al. Fluorescent primuline derivatives inhibit hepatitis C virus NS3-catalyzed RNA unwinding, peptide hydrolysis and viral replicase formation. Antiviral Res. 2012;96(2):245-255. [Content Brief]
[2]. Enerbäck L, et al. Cytophotometric quantification of retrograde axonal transport of a fluorescent tracer (primuline) in mouse facial neurons. Brain Res. 1980;186(1):21-32. [Content Brief]
[3]. Richter G, et al. The reaction between phosphatidylethanolamines and HOCl investigated by TLC: fading of the dye primuline is induced by dichloramines. J Chromatogr B Analyt Technol Biomed Life Sci. 2008 May 15;867(2):233-7. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)