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217085 Aldrich

4′,6-Diamidino-2-phenylindole dihydrochloride

98%

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

  • CAS Number 28718-90-3

  • Empirical Formula (Hill Notation) C16H15N5 · 2HCl

  • Molecular Weight 350.25

  •  Beilstein Registry Number 4894417

  •  EC Number 249-186-7

  •  MDL number MFCD00012681

  •  PubChem Substance ID 329752196

  • Popular Documents:  FTIR (PDF)  

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Properties

InChI Key   FPNZBYLXNYPRLR-UHFFFAOYSA-N
assay   98%
fluorescence   λex 340 nm; λem 488 nm (nur DAPI)
  λex 364 nm; λem 454 nm (DAPI-DNA-Komplex)

Description

Application

Forms highly fluorescent complexes with DNA from various sources.

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.

Price and Availability

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Related Content

Indoles, Purines, and Their Isosteres

Substituted indoles and purines have frequently been referred to as “privileged structures” since they are capable of binding to multiple receptors with high affinity, and thus have applications acro...
Keywords: Building blocks, Medicinal chemistry

Peer-Reviewed Papers
15

References

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