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Merck
CN

10236276001

Roche

DAPI

4′,6-Diamidine-2′-phenylindole dihydrochloride

Synonym(s):

4′,6-Diamidino-2-phenylindole dihydrochloride, 2-(4-Amidinophenyl)-6-indolecarbamidine dihydrochloride, DAPI dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H15N5 · 2HCl
CAS Number:
Molecular Weight:
350.25
PubChem Substance ID:
UNSPSC Code:
41116100
Beilstein/REAXYS Number:
4894417
MDL number:
NACRES:
NA.54
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assay

>90%

form

powder

packaging

pkg of 10 mg

manufacturer/tradename

Roche

λmax

340 nm in aq. suspension

fluorescence

λex 340 nm; λem 488 nm (nur DAPI), λex 364 nm; λem 454 nm (DAPI-DNA-Komplex)

storage temp.

room temp

SMILES string

Cl.Cl.NC(=N)c1ccc(cc1)-c2cc3ccc(cc3[nH]2)C(N)=N

InChI

1S/C16H15N5.2ClH/c17-15(18)10-3-1-9(2-4-10)13-7-11-5-6-12(16(19)20)8-14(11)21-13;;/h1-8,21H,(H3,17,18)(H3,19,20);2*1H

InChI key

FPNZBYLXNYPRLR-UHFFFAOYSA-N

Application

DAPI is a fluorescent dye that binds selectively to double-stranded DNA and forms strongly fluorescent DNA-DAPI complexes with high specificity. It is commonly used to detect mycoplasma in cell culture via fluorescence microscopy.
DAPI is several times more sensitive than ethidium bromide for staining DNA in agarose gels.
DAPI is several times more sensitive than ethidium bromide for staining DNA in agarose gels. It may be used for photofootprinting of DNA, to detect annealed probes in blotting applications by specifically visualizing the double-stranded complex, and to study the changes in DNA and analyze DNA content during apoptosis using flow cytometry. DAPI staining has also been shown to be a sensitive and specific detection method for mycoplasma.

Biochem/physiol Actions

Cell permeable fluorescent minor groove-binding probe for DNA. Binds to the minor groove of double-stranded DNA (preferentially to AT rich DNA), forming a stable complex which fluoresces approximately 20 times greater than DAPI alone.
The fluorescent dye DAPI binds selectively to DNA and forms strongly fluorescent DNA-DAPI complexes with high specificity. DAPI, once added to tissue culture cells, is rapidly taken up into cellular DNA, yielding highly fluorescent nuclei and no detectable cytoplasmic fluorescence. When the cells are contaminated with Mycoplasmas, characteristic discrete fluorescent foci are readily detected over the cytoplasm and sometimes in intercellular spaces.

Preparation Note

Working solution: Solubility: 25 mg/ml in water


Preparation of stock solution


Dissolve in double-dist. water to a final concentration of 1 to 5 mg/ml.
Note: Do not use any buffers.


Preparation of working solution


Dilute the stock solution with methanol to a final concentration of 1 μg/ml. The working solution is stable at 2 to 8 °C for about 6 months.
Storage conditions (working solution): Stock solution (1 to 5 mg/ml) at -15 to -25 °C for 12 months.
Working solution (1μg/ml) at 2 to 8 °C for about 6 months.
In 2 to 10 ml double-dist. water; 1 to 5 mg/ml final concentration.
Note: Prepare aliquots and store at -15 to -25 °C.

Analysis Note

Purity: >90% (from N)


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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable



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H Zou et al.
European review for medical and pharmacological sciences, 17(2), 152-160 (2013-02-05)
Intense nanosecond pulsed electric fields (nsPEFs) have been known to promote apoptosis without physically changing membrane structure or damaging morphology of tumor cells. To determine the contribution of centrosome to the progression of apoptosis by nsPEFs, HeLa cells were exposed
Sabyasachi Sen et al.
Human gene therapy, 21(10), 1327-1334 (2010-05-26)
The regenerative potential of bone marrow-derived endothelial progenitor cells (EPCs) has been adapted for the treatment of myocardial and limb ischemia via ex vivo expansion. We sought to enhance EPC function by the efficient genetic modification of EPCs in a
Marta Ferreira-Gomes et al.
Nature communications, 12(1), 1961-1961 (2021-04-01)
The pathogenesis of severe COVID-19 reflects an inefficient immune reaction to SARS-CoV-2. Here we analyze, at the single cell level, plasmablasts egressed into the blood to study the dynamics of adaptive immune response in COVID-19 patients requiring intensive care. Before



Global Trade Item Number

SKUGTIN
1023627600104061838669421