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Merck

D9542

DAPI

for nucleic acid staining

Synonym(s):

4′,6-Diamidino-2-phenylindole dihydrochloride, 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
UNSPSC Code:
12352200
NACRES:
NA.52
PubChem Substance ID:
24894305
EC Number:
249-186-7
Beilstein/REAXYS Number:
4894417
MDL number:
MFCD00012681

Key Documents

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Product Name

DAPI, for nucleic acid staining

InChI key

FPNZBYLXNYPRLR-UHFFFAOYSA-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

SMILES string

Cl.Cl.NC(=N)c1ccc(cc1)-c2cc3ccc(cc3[nH]2)C(N)=N

grade

Molecular Biology

assay

≥98% (HPLC)

form

powder

technique(s)

transfection: suitable

solubility

H2O: 20 mg/mL
PBS: insoluble

ε (extinction coefficient)

30 at 263 nm in H2O at 1 mM

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

Quality Level

300

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Application

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.
Suitable for
  • DNA staining in agarose gels
  • analysis of changes in DNA during apoptosis
  • detection of mycoplasma
  • photofootprinting of DNA
  • immunofluorescent staining of cells

DAPI has been used:-
  • in rapid monitoring of microbial contamination
  • in chromosomal banding technique
  • in detection of apoptotic cells
  • in fluorescence microscopy to track the DisA (DNA integritiy scanning protein) movement on Bacillus subtilis DNA
  • to stain mature pollen grains(0.5 mg/ml)

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.

Disclaimer

Protect from light.

General description

DAPI (4′,6-Diamidino-2-phenylindole dihydrochloride) is a cell permeable, fluorescent dye that binds to 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.

Other Notes

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

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Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000502555
0000502555
0000496874
0000496874
0000486019

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Christy A Itoga et al.
The Journal of comparative neurology, 527(15), 2474-2487 (2019-03-13)
Corticotropin-releasing hormone (CRH) is an essential, evolutionarily-conserved stress neuropeptide. In addition to hypothalamus, CRH is expressed in brain regions including amygdala and hippocampus where it plays crucial roles in modulating the function of circuits underlying emotion and cognition. CRH+ fibers
S Ituarte et al.
Genetica, 122(2), 199-206 (2004-12-22)
Male karyotype and meiosis of Tenagobia fuscata (Corixoidea, Micronectidae) are studied. The species possesses a male diploid chromosome number 2n = 28 + XY, holokinetic chromosomes, absence of m chromosomes and an achiasmatic male meiosis. Autosomes divide pre-reductionally while the
J Kapuscinski
Biotechnic & histochemistry : official publication of the Biological Stain Commission, 70(5), 220-233 (1995-09-01)
DAPI (4',6-diamidino-2-phenylindole) is a DNA-specific probe which forms a fluorescent complex by attaching in the minor grove of A-T rich sequences of DNA. It also forms nonfluorescent intercalative complexes with double-stranded nucleic acids. The physicochemical properties of the dye and
Michal Bejerano-Sagie et al.
Cell, 125(4), 679-690 (2006-05-23)
In response to DNA damage, cells activate checkpoint signaling cascades to control cell-cycle progression and elicit DNA repair in order to maintain genomic integrity. The sensing and repair of lesions is critical for Bacillus subtilis cells entering the developmental process
Yan Li et al.
Toxicology letters, 154(3), 225-233 (2004-10-27)
Excessive exposure to synthetic and endogenous estrogens has been associated with the development of cancer in several tissues including the breast. 4-Hydroxyequilenin (4-OHEN), a major catechol metabolite of equine estrogens present in Premarin, an estrogen replacement formulation, has been shown
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