DAPI dihydrochloride

Chemodex
Product Code: CDX-D0025
Supplier: Chemodex
CodeSizePrice
CDX-D0025-M01010 mg£72.00
Quantity:
CDX-D0025-M05050 mg£255.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
2-(4-Amidinophenyl)-6-indolecarbamidine dihydrochloride; 4',6-Diamidino-2-phenylindole dihydrochloride; FxCycle Violet
Appearance:
Yellow powder.
CAS:
28718-90-3
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H315, H319, H335
InChi:
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
InChiKey:
FPNZBYLXNYPRLR-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 28718-90-3. Formula: C16H15N5 . 2HCl. MW: 277.3 . 72.9. Synthetic. DAPI (4,6-Diamidino-2-phenylindole dihydrochloride) is a cell permeable, fluorescent dye that is a 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. 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. Spectral Data: Excitation: lambdaex 340 nm; Emission: lambdaem 488 nm (only DAPI). Excitation: lambdaex 360nm; Emission: lambdaem 460nm (DAPI-DNA complex).
MDL:
MFCD00012681
Molecular Formula:
C16H15N5 . 2HCl
Molecular Weight:
277.3 . 72.9
Package Type:
Vial
Precautions:
P261, P271, P280
Product Description:
DAPI (4,6-Diamidino-2-phenylindole dihydrochloride) is a cell permeable, fluorescent dye that is a 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. 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. Spectral Data: Excitation: lambdaex 340 nm; Emission: lambdaem 488 nm (only DAPI). Excitation: lambdaex 360nm; Emission: lambdaem 460nm (DAPI-DNA complex).
Purity:
>95% (HPLC)
Signal word:
Warning
SMILES:
NC(C1=CC=C2C(NC(C3=CC=C(C(N)=N)C=C3)=C2)=C1)=N.Cl.Cl
Solubility Chemicals:
Soluble in water (10 mg/ml,warming) or DMSO. Slightly soluble in methanol or ethanol.
Source / Host:
Synthetic
Transportation:
Non-hazardous
UNSPSC Category:
Fluorescent Reagents
UNSPSC Number:
41105331
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

(1) W.C. Russell, et al.; Nature 253, 461 (1975) | (2) I.W. Taylor & B.K. Milthorpe; J. Histochem. Cytochem. 28, 1224 (1980) | (3) F. Otto & K.C. Tsou; Stain Technol. 60, 7 (1985) | (4) C. Cubria, et al.; Comp. Biochem. Physiol. C. 105, 251 (1994) | (5) M.A. Hotz, et al.; Cytometry 15, 237 (1994) | (6) J. Kapuscinski; Biotech. Histochem. 70, 220 (1995) | (7) E. Buel & M. Schwartz; J. Forensic Sci. 40, 275 (1995) | (8) D. Zink, et al.; Methods: A Companion to Methods in Enzymology 29, 42 (2003) | (9) L. Rodgers; CSH Protoc. 2006, pdb.prot4438 (2006) | (10) B. Chazotte; CSH Protoc. 2011, pdb.prot5556 (2011) | (11) A. Biancardi, et al.; Phys. Chem. Chem. Phys. 15, 4596 (2013) | (12) M. Jez, et al.; Histochem. Cell Biol. 139, 195 (2013) | (13) G. Yahav, et al.; Cytometry A 89, 644 (2016)