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D9542

Sigma-Aldrich

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
Beilstein/REAXYS Number:
4894417
EC Number:
249-186-7
MDL number:
MFCD00012681
UNSPSC Code:
12352200
PubChem Substance ID:
24894305
NACRES:
NA.52

grade

for molecular biology

Quality Level

300

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

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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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.

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.

Other Notes

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

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Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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Certificates of Analysis (COA)

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Brain and behavior, 4(2), 187-200 (2014-04-01)
A major impediment for recovery after mammalian spinal cord injury (SCI) is the glial scar formed by proliferating reactive astrocytes. Finding factors that may reduce glial scarring, increase neuronal survival, and promote neurite outgrowth are of major importance for improving
K Nakajima et al.
Letters in applied microbiology, 40(2), 128-132 (2005-01-13)
To apply fluorescent staining method for fast assessment of microbial quality of herbal medicines. The number of total bacteria and esterase-active bacteria on powdered traditional Chinese medicines were enumerated by fluorescent staining method using 6-carboxyfluorescein diacetate (6CFDA) and 4',6-diamidino-2-phenylindole (DAPI)
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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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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
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