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About This Item
Empirical Formula (Hill Notation):
C25H24N6O · 3HCl
CAS Number:
Molecular Weight:
533.88
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.32
Quality Level
assay
≥98.0% (HPLC)
form
liquid
mol wt
533.88 g/mol
concentration
1 mg/mL in H2O
color
colorless, very light green-yellow to dark green-yellow, very light yellow to dark yellow
pH
6.0-8.0 (25 °C)
solubility
DMF: soluble, H2O: soluble
density
1.00 g/cm3
fluorescence
λex 355 nm; λem 465 nm in TE buffer; DNA
storage temp.
2-8°C
SMILES string
Cl.Cl.Cl.CN1CCN(CC1)c2ccc3[nH]c(nc3c2)-c4ccc5nc([nH]c5c4)-c6ccc(O)cc6
InChI
1S/C25H24N6O.3ClH/c1-30-10-12-31(13-11-30)18-5-9-21-23(15-18)29-25(27-21)17-4-8-20-22(14-17)28-24(26-20)16-2-6-19(32)7-3-16;;;/h2-9,14-15,32H,10-13H2,1H3,(H,26,28)(H,27,29);3*1H
InChI key
SMNPLAKEGAEPJD-UHFFFAOYSA-N
General description
Hoechst 33258, also known as bisbenzimide, is a fluorescent blue dye. It is categorized as a chromosomal stain that binds to the minor groove of the DNA double helix recognizing a run of four A-T base pairs.
Application
Hoechst 33258 is used to estimate DNA concentration in samples by fluorometry which is better than spectrophotometry, allowing the determination of nanogram quantities of DNA. Also, Hoechst 33258 is suitable to detect mycoplasma contamination in cell cultures due to its high fluorescence ability.
Storage Class
10 - Combustible liquids
flash_point_f
Not applicable
flash_point_c
Not applicable
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Michael R Green et al.
Cold Spring Harbor protocols, 2017(5) (2017-05-04)
Measuring the concentration of DNA using fluorometry is more sensitive than spectrophotometry, allowing the detection of nanogram quantities of DNA. In this assay, DNA preparations of known and unknown concentrations are incubated with the fluorochrome Hoechst 33258. Absorption values for
A Fede et al.
Structure (London, England : 1993), 1(3), 177-186 (1993-11-15)
The chromosomal stain, Hoechst 33258, binds to the minor groove of the DNA double helix and specifically recognizes a run of four A-T base pairs. Extensive biochemical and biophysical studies have been aimed at understanding the binding of the dye
Cornelia Fritsch et al.
PLoS genetics, 15(7), e1008269-e1008269 (2019-07-13)
Development of eye tissue is initiated by a conserved set of transcription factors termed retinal determination network (RDN). In the fruit fly Drosophila melanogaster, the zinc-finger transcription factor Glass acts directly downstream of the RDN to control identity of photoreceptor