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D9542

Sigma-Aldrich

DAPI

for nucleic acid staining

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Synonym(s):
4′,6-Diamidino-2-phenylindole dihydrochloride, 2-(4-Amidinophenyl)-6-indolecarbamidine dihydrochloride, DAPI dihydrochloride
Empirical Formula (Hill Notation):
C16H15N5 · 2HCl
CAS Number:
Molecular Weight:
350.25
Beilstein:
4894417
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.52

grade

for molecular biology

Assay

≥98% (HPLC)

form

powder

technique(s)

transfection: suitable

solubility

H2O: 20 mg/mL (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.)
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

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

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This Item
D8417MBD0015D23602
DAPI for nucleic acid staining

Sigma-Aldrich

D9542

DAPI

-
1,3-Diaminopropane ≥99%

Sigma-Aldrich

D23602

1,3-Diaminopropane

-
assay

≥98% (HPLC)

assay

≥98% (HPLC and TLC)

assay

-

assay

≥99%

form

powder

form

powder

form

liquid

form

liquid

technique(s)

transfection: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

transfection: suitable

technique(s)

-

solubility

H2O: 20 mg/mL (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.), PBS: insoluble

solubility

H2O: 20 mg/mL (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.), PBS: insoluble

solubility

water: soluble

solubility

-

ε (extinction coefficient)

30 at 263 nm in H2O at 1 mM

ε (extinction coefficient)

30 at 263 nm in H2O

ε (extinction coefficient)

-

ε (extinction coefficient)

-

General description

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

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.
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.

Caution

Protect from light.

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Pricing

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

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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
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
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

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