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MilliporeSigma

D8417

Sigma-Aldrich

4′,6-Diamidino-2-phenylindole dihydrochloride

powder, BioReagent, suitable for cell culture, ≥98% (HPLC and TLC), suitable for fluorescence

Sinónimos:

2-(4-Amidinophenyl)-6-indolecarbamidine dihydrochloride, DAPI dihydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C16H15N5 · 2HCl
Número de CAS:
Peso molecular:
350.25
Beilstein/REAXYS Number:
4894417
EC Number:
MDL number:
UNSPSC Code:
41116130
PubChem Substance ID:
NACRES:
NA.75

product line

BioReagent

Quality Level

assay

≥98% (HPLC and TLC)

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

H2O: 20 mg/mL
PBS: insoluble

ε (extinction coefficient)

30 at 263 nm in H2O

fluorescence

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

suitability

suitable for fluorescence

storage temp.

2-8°C

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

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Categorías relacionadas

General description

4′,6-Diamidino-2-phenylindole dihydrochloride is a fluorescent dye for staining DNA. It strongly interacts with the dAT-rich (deoxy adenine-thymine) regions of the DNA.
Heat or sonication may be required. Solutions stored in the dark at room temperature or 4 °C should be stable for 2 to 3 weeks.

Application

4′,6-Diamidino-2-phenylindole dihydrochloride has been used in staining of various cells in immunocytochemistry and cytochemistry, human subcutaneous adipose tissues for fluorescence imaging, embryo sections for immunofluorescence.
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.

Caution

Protect from light.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Skin Irrit. 2 - Skin Sens. 1A - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Interaction of 4?-6-diamidino-2-phenylindole to nucleic acids, and its implication to their template activity in RNA-polymerase reaction of E. coli bacteria and of friend-virus infected mouse spleen
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