32670

4′,6-Diamidino-2-phenylindole dihydrochloride

suitable for fluorescence, BioReagent, ≥95.0% (HPLC)

• 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: 4894417
• EC Number: 249-186-7
• MDL number: MFCD00012681
• UNSPSC Code: 12171500
• PubChem Substance ID: 57648699
• NACRES: NA.32

Properties

• product line: BioReagent
• Assay: ≥95.0% (HPLC)
• form: powder
• solubility: DMF: soluble; H₂O: soluble
• fluorescence: λ_ex 340 nm; λ_em 488 nm (nur DAPI); λ_ex 364 nm; λ_em 454 nm (DAPI-DNA-Komplex); λ_ex 374 nm; λ_em 461 nm in 10 mM Tris; 1 mM EDTA; pH 8.0; DNA
• suitability: suitable for fluorescence
• 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

Description

Application

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H317,H335
• Precautionary Statements: P261 - P264 - P271 - P272 - P280 - P302 + P352
• Hazard Classifications: Skin Irrit. 2 - Skin Sens. 1A - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves