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4',6-Diamidino-2-phenylindole dihydrochloride, commonly known as DAPI, is a fluorescent probe that selectively binds to the minor groove of double-stranded DNA, particularly in adenine-thymine rich regions. It is a yellow solid that fluoresces brightly upon binding, with excitation and emission wavelengths of 360 nm and 460 nm, respectively. DAPI's high cell permeability and selectivity for DNA make it an efficient staining agent for nuclei with minimal background from the cytoplasm. It can be used on both fixed and live cells, although higher concentrations may be required for live cells due to its low permeability.

28718-90-3

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28718-90-3 Usage

Uses

Used in Biotechnology and Research Applications:
4',6-Diamidino-2-phenylindole dihydrochloride is used as a cell-permeable DNA-binding dye for various applications, including flow cytometry, photofootprinting of DNA, and as a fluorescent minor groove-binding probe for DNA.
Used in Flow Cytometry:
In flow cytometry, DAPI is used as a staining agent for measuring nuclear DNA content or for sorting isolated chromosomes. Its cell-permeable nature and DNA-binding properties make it suitable for these applications.
Used in DNA Analysis:
DAPI is used for staining DNA in agarose gels, analysis of changes in DNA during apoptosis, detection of mycoplasma, and photofootprinting of DNA. Its fluorescence properties allow for the visualization of double-stranded DNA complexes and the monitoring of DNA integrity.
Used in Microbiology:
DAPI has been employed in rapid monitoring of microbial contamination and in the chromosomal banding technique. Its ability to stain DNA makes it a useful tool for detecting and analyzing microbial DNA.
Used in Cell Biology:
In cell biology, DAPI is used for immunofluorescent staining of cells, detection of apoptotic cells, and fluorescence microscopy to track the movement of proteins like DisA (DNA integrity scanning protein) on Bacillus subtilis DNA.
Used in Plant Biology:
DAPI has been used to stain mature pollen grains, aiding in the study of plant reproduction and pollen viability.

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.

References

Russell et al. (1975), A simple cytochemical technique for demonstration of DNA in cells infected with mycoplasmas and viruses; Nature, 253 461 Tarnowski et al. (1991), DAPI as a useful stain for nuclear quantitation; Biotech Histochem., 66 297 Estandarte et al. (2016), The use of DAPI fluorescence lifetime imaging for investigating chromatin condensation in human chromosomes; Sci. Rep., 6 31417

Check Digit Verification of cas no

The CAS Registry Mumber 28718-90-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,7,1 and 8 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 28718-90:
(7*2)+(6*8)+(5*7)+(4*1)+(3*8)+(2*9)+(1*0)=143
143 % 10 = 3
So 28718-90-3 is a valid CAS Registry Number.

28718-90-3 Well-known Company Product Price

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  • TCI America

  • (A2412)  2-(4-Amidinophenyl)indole-6-carboxamidine Dihydrochloride [for Biochemical Research]  >98.0%(HPLC)

  • 28718-90-3

  • 5mg

  • 630.00CNY

  • Detail
  • Sigma

  • (32670)  4′,6-Diamidino-2-phenylindole dihydrochloride  BioReagent, suitable for fluorescence, ≥95.0% (HPLC)

  • 28718-90-3

  • 32670-5MG-F

  • 852.93CNY

  • Detail
  • Sigma

  • (32670)  4′,6-Diamidino-2-phenylindole dihydrochloride  BioReagent, suitable for fluorescence, ≥95.0% (HPLC)

  • 28718-90-3

  • 32670-25MG-F

  • 3,416.40CNY

  • Detail

28718-90-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(4-carbamimidoylphenyl)-1H-indole-6-carboximidamide,dihydrochloride

1.2 Other means of identification

Product number -
Other names 4‘,6-Diamidino-2-phenylindole dihydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:28718-90-3 SDS

28718-90-3Relevant academic research and scientific papers

Preparation method of 4', 6-diamidinyl-2-phenylindole dihydrochloride

-

, (2021/06/26)

The invention discloses a preparation method of 4', 6-diamidinyl-2-phenylindole dihydrochloride, which comprises the following steps: firstly, taking 6-substituted indole as a raw material, and reacting with formamide under the action of a reaction solvent and a first catalyst to prepare 6-cyano indole; then performing a reactionthe 6-cyanoindole and the 4-substituted cyanobenzene under the action of a second catalyst, and obtaining 6-cyano-2-(4 '-cyanophenyl) indole; using 6-cyano-2-(4'-cyanophenyl) indole as a raw material and reacting with alcohol containing a substituent group under the action of a third catalyst, and obtaining 4', 6-bis (substituent group-containing methyleneimic acid ester)-2-phenylindole dihydrochloride; finally, continuously reacting with ammonium chloride, and obtaining the 4', 6-diamidinyl-2-phenylindole dihydrochloride. The design route is reasonable in design, the process safety is high, the method is friendly to operators, the cost is low, and the requirement for industrial production of products can be fully met.

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