D8417

4′,6-Diamidino-2-phenylindole dihydrochloride

Name: 4′,6-Diamidino-2-phenylindole dihydrochloride
Brand: SIGMA

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₅N₅ · 2HCl

CAS Number:

28718-90-3

Molecular Weight:

350.25

Beilstein:

4894417

EC Number:

249-186-7

MDL number:

MFCD00012681

UNSPSC Code:

41116130

PubChem Substance ID:

24894213

NACRES:

NA.75

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product line

BioReagent

Quality Level

200

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

λ_ex 340 nm; λ_em 488 nm (nur DAPI)
λ_ex 364 nm; λ_em 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

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.