D8417

4′,6-Diamidino-2-phenylindole dihydrochloride

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

• Synonym(s): 2-(4-Amidinophenyl)-6-indolecarbamidine dihydrochloride, DAPI dihydrochloride
• Empirical Formula (Hill Notation): C₁₆H₁₅N₅ · 2HCl
• CAS Number: 28718-90-3
• Molecular Weight: 350.25
• Beilstein/REAXYS Number: 4894417
• EC Number: 249-186-7
• MDL number: MFCD00012681
• UNSPSC Code: 41116130
• PubChem Substance ID: 24894213
• NACRES: NA.75

Properties

• 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

Description

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. 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.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H317,H335
• pcodes: P261 - P264 - P271 - P272 - P280 - P302 + P352
• 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)