A fluorescent DNA probe
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Hoechst 33258

Item No. 16756

Technical Information
Formal Name
4-[6-(4-methyl-1-piperazinyl)[2,6'-bi-1H-benzimidazol]-2'-yl]-phenol, trihydrochloride
CAS Number
23491-45-4
Synonyms
  • Bisbenzimide
  • HOE 33258
  • NSC 322921
  • Pibenzimol
Molecular Formula
C25H24N6O • 3HCl
Formula Weight
Purity
≥95%
Emission
461 nm
Excitation
352 nm
A crystalline solid
DMSO: 20 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
236, 270, 351 nm
SMILES
CN1CCN(C2=CC(N=C(C3=CC(N=C(C4=CC=C(O)C=C4)N5)=C5C=C3)N6)=C6C=C2)CC1.Cl.Cl.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Hoechst 33258 is a cell-permeable, benzimidazole dye that binds to the minor groove of double stranded DNA with preference for adenine and thymine-rich sequences.1 It emits blue fluorescence (excitation 352 nm/emission maximum 461 nm) when bound to DNA in either live or fixed cells and is useful as a marker of nuclei for cell cycle studies and to distinguish nuclear morphology in apoptotic cells.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sabnis, R.W. Handbook of biological dyes and stains: Synthesis and industrial applications. (2010).

    2. Latt, S.A., and Stetten, G. Spectral studies on 33258 Hoechst and related bisbenzimidazole dyes useful for fluorescent detection of deoxyribonucleic acid synthesis. J. Histochem. Cytochem. 24(1), 24-33 (1976).

    3. Zurek-Biesiada, D., Waligórski, P., and Dobrucki, J.W. UV-induced Spectral Shift and Protonation of DNA Fluorescent Dye Hoechst 33258. J. Fluoresc. 24(6), 1791-1801 (2014).