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Merck

94403

Sigma-Aldrich

Hoechst 33258 solution

1 mg/mL in H2O, ≥98.0% (HPLC)

Synonym(s):

bisBenzimide H 33258 solution

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About This Item

Empirical Formula (Hill Notation):
C25H24N6O · 3HCl
CAS Number:
23491-45-4
Molecular Weight:
533.88
MDL number:
MFCD29074011
UNSPSC Code:
12171500
PubChem Substance ID:
329770334
NACRES:
NA.32

Key Documents

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Quality Level

100

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 Code

10 - Combustible liquids

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK6782
BCCH3038
BCCH1899
BCCG8111
BCCG4764

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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
Rajam S Mani et al.
The Journal of biological chemistry, 294(2), 520-530 (2018-11-18)
Polynucleotide kinase/phosphatase (PNKP) and X-ray repair cross-complementing 1 (XRCC1) are key proteins in the single-strand DNA break repair pathway. Phosphorylated XRCC1 stimulates PNKP by binding to its forkhead-associated (FHA) domain, whereas nonphosphorylated XRCC1 stimulates PNKP by interacting with the PNKP
Hansruedi Mathys et al.
Nature, 570(7761), 332-337 (2019-05-03)
Alzheimer's disease is a pervasive neurodegenerative disorder, the molecular complexity of which remains poorly understood. Here, we analysed 80,660 single-nucleus transcriptomes from the prefrontal cortex of 48 individuals with varying degrees of Alzheimer's disease pathology. Across six major brain cell
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
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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