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23555-00-2

23555-00-2 Structure

23555-00-2 Structure
IdentificationBack Directory
[Name]

HOECHST 34580
[CAS]

23555-00-2
[Synonyms]

ProaMine
HOE 34580
HOECHST 34580
2,50-bibenzimidazole, 20-[p-(dimethylamino)phenyl]-5-(4-methyl-1-piperazinyl)-
Benzenamine, N,N-dimethyl-4-[5-(4-methyl-1-piperazinyl)[2,5'-bi-1H-benzimidazol]-2'-yl]-
[Molecular Formula]

C27H29N7
[MDL Number]

MFCD03457087
[MOL File]

23555-00-2.mol
[Molecular Weight]

451.57
Chemical PropertiesBack Directory
[Melting point ]

>300℃
[Boiling point ]

733.2±70.0 °C(Predicted)
[density ]

1.280±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[solubility ]

Soluble in dimethyl sulfoxide, water
[form ]

powder
[pka]

10.97±0.10, most acidic, temperature: 25 °C; 7.66 ± 0.42, most basic(at 25℃)
[color ]

Yellow to green
[Appearance]

Yellow Solid
[λmax]

392nm
[Biological Applications]

Detecting malaria infected red blood cells,polynucleotides; nucleic acid amplification; nucleic acid sequencing
Hazard InformationBack Directory
[Description]

Hoechst 34580 is one of Hoechst stains which are Bis-benzimides used as blue fluorescent dyes to stain DNA.

[Uses]

Hoechst 34580 is a marker dye in Hoechst series. Hoechst is A live nuclear marker dye. Hoechst binds to the grooves in the DNA double strand, which tends to be A/ T-rich DNA strand. Although it binds to all nucleic acids, the A/ T-rich double strand DNA significantly enhances fluorescence intensity Therefore,Hoechst dye can be used for living cell labeling. The fluorescence intensity of Hoechst dye increases with the increase of pH of solution[1].
[Biological Activity]

Hoechst 34580 (HOE 34580) is a cell-permeable blue fluorescent dye used to stain DNA and cell nuclei. It is also a good candidate for the treatment of Alzheimer's disease by inhibiting the formation of amyloid beta (Aβ) with an IC50 value of 0.86 μM.
[in vitro]

Hoechst 34580 prefers to locate near hydrophobic regions with binding affinity with the inhibition constant IC 50 of 0.86±0.05 μM for Hoechst 34580. It is a good candidate for treating the Alzheimer's disease by inhibiting Aβ formation. 50 μM Aβ42 solutions co-incubated with 100, 25, 12.5, 3.125, 0.78, and 0.1, 0.01 μM Hoechst 34580 at 37 °C for 70 h. Hoechst 34580 can inhibit the aggregation of Aβ42 in a dose- dependent manner. And the half-maximal concentration (IC 50 ) is examined. The IC 50 is obtained by measuring the concentration of Hoechst 34580 while maintaining the Aβ42 concentration which gave 0.86 ±0.05 μM for Hoechst 34580.

[target]

TargetValue

(Cell-free assay)
0.86 μM
[References]

[1] Thai NQ, et al. Discovery of DNA dyes Hoechst 34580 and 33342 as good candidates for inhibiting amyloid beta formation: in silico and in vitro study. J Comput Aided Mol Des. 2016 Aug;30(8):639-50. DOI:10.1007/s10822-016-9932-1
Spectrum DetailBack Directory
[Spectrum Detail]

HOECHST 34580(23555-00-2)1HNMR
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