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94403

Sigma-Aldrich

Hoechst 33258 solution

1 mg/mL in H2O, ≥98.0% (HPLC)

Sinónimos:

bisBenzimide H 33258 solution

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About This Item

Fórmula empírica (notación de Hill):
C25H24N6O · 3HCl
Número de CAS:
23491-45-4
Peso molecular:
533.88
UNSPSC Code:
12171500
PubChem Substance ID:
329770334
NACRES:
NA.32

Quality Level

100

assay

≥98.0% (HPLC)

form

liquid

concentration

1 mg/mL in H2O

solubility

DMF: soluble
H2O: soluble

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
Natalia Busto et al.
The journal of physical chemistry. B, 119(13), 4575-4581 (2015-03-12)
The functionality of the bisbenzimide Hoechst 33258 in solution has been largely exploited in the quantification of DNA. Understanding of its behavior is essential to promote its widespread application and learning of biological processes. A detailed study of the dimerization
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
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
Ismail Abdou et al.
Nucleic acids research, 43(2), 875-892 (2014-12-30)
In the current model of DNA SSBR, PARP1 is regarded as the sensor of single-strand breaks (SSBs). However, biochemical studies have implicated LIG3 as another possible SSB sensor. Using a laser micro-irradiation protocol that predominantly generates SSBs, we were able
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