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Key Documents

A8126

Sigma-Aldrich

Acriflavine

Powder

Sinonimo/i:

3,6-Diamino-10-methylacridinium chloride mixt. with 3,6-diaminoacridine (proflavine), Euflavine, Trypaflavine Neutral

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About This Item

Formula empirica (notazione di Hill):
C14H14ClN3
Numero CAS:
Peso molecolare:
259.73
Numero MDL:
Codice UNSPSC:
12171500
ID PubChem:
NACRES:
NA.47

product name

Acriflavine, fluorescent label

Livello qualitativo

Forma fisica

powder

Punto di fusione

179-181 °C

Solubilità

H2O: 0.33 g/mL (lit.)(lit.)

εmax

≥48000 at 459-465 nm in methanol at 0.004 g/L
≥50000 at 259-265 nm in methanol at 0.004 g/L

applicazioni

diagnostic assay manufacturing
hematology
histology

Temperatura di conservazione

room temp

Stringa SMILE

[Cl-].Nc1ccc2cc3ccc(N)cc3nc2c1.C[n+]4c5cc(N)ccc5cc6ccc(N)cc46

InChI

1S/C14H13N3.C13H11N3.ClH/c1-17-13-7-11(15)4-2-9(13)6-10-3-5-12(16)8-14(10)17;14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10;/h2-8H,1H3,(H3,15,16);1-7H,14-15H2;1H
PEJLNXHANOHNSU-UHFFFAOYSA-N

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Applicazioni

Acriflavine is used to fluorescently label high molecular weight RNA molecules .
Excitation and emission wavelengths in various solvents :
  • Methanol: λex = 424 nm; λem = 518 nm
  • Ethanol: λex = 426 nm; λem = 524 nm
  • Propanol: λex = 430 nm; λem = 512 nm
  • Butanol: λex = 430 nm; λem = 526 nm
  • Formamide: λex = 434 nm; λem = 524 nm
  • Glycerol: λex = 432 nm; λem = 540 nm
  • Water: λex = 416 nm; λem = 514 nm

Insoluble in ether, chloroform, and fixed oils. Utilized in fluorescence steady state measurements as a donor molecule (when paired with rhodamine 6G as the acceptor) to function as a pH sensor .
  • Acriflavine has been used in the agglutination test to distinguish between smooth and rough colony formation of Brucella melitensis.
  • It has been used as an Ago2 (argonaute 2) inhibitor.
  • It has been used as an inhibitor of HIF-ARNT (hypoxia-inducible factor - aryl hydrocarbon receptor nuclear translocator) complex formation.
  • It has been used to study the bacteriocin production by Carnobacterium piscicola.

Azioni biochim/fisiol

Acriflavine also interacts with HIF-1α (hypoxia-inducible factor 1 α) and HIF-2α, and thereby suppresses dimer formation of HIF-1 and transcriptional function. It also has negative effect on tumor growth and vascularization. Acriflavine also exhibits trypanocidal, antibacterial and antiviral activities.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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The contribution of bacteriocin to inhibition of Listeria monocytogenes by Carnobacterium piscicola strains in cold-smoked salmon systems.
Nilsson L, et al.
Journal of Applied Microbiology, 96, 133-133 (2004)
Isolation and biotyping of Brucella melitensis from aborted sheep and goat fetuses.
Buyukcangaz E, et al.
Turkish Journal of Veterinary and Animal Sciences, 33, 311-316 (2009)
Zheqing Cai et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(43), 17462-17467 (2013-10-09)
Both preclinical and clinical studies suggest that brief cycles of ischemia and reperfusion in the arm or leg may protect the heart against injury following prolonged coronary artery occlusion and reperfusion, a phenomenon known as remote ischemic preconditioning. Recent studies
Ivan Gusarov et al.
Science (New York, N.Y.), 325(5946), 1380-1384 (2009-09-12)
Bacterial nitric oxide synthases (bNOS) are present in many Gram-positive species and have been demonstrated to synthesize NO from arginine in vitro and in vivo. However, the physiological role of bNOS remains largely unknown. We show that NO generated by
Nadine Fischer et al.
Biochimica et biophysica acta, 1828(2), 632-641 (2012-10-24)
Acriflavine resistance protein B acts as the active transporter in the multi-drug efflux pump Acriflavine resistance proteins A / B - Tolerance to colicins protein in Escherichia coli. Within the same reaction cycle intermediate all Acriflavine resistance protein B X-ray

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