Hoechst 33342 trihydrochloride CAS: 23491-52-3
MF: C27H28N6O•3HCl
MW: 561.93
An A:T-specific DNA minor groove ligand used for visualizing cellular DNA.

Hoechst 33342 trihydrochloride (CAS 23491-52-3)

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Synonyme: Bisbenzimide
Application: An A:T-specific DNA minor groove ligand used for visualizing cellular DNA
Numéro CAS: 23491-52-3
Pureté: ≥95%
Masse Moléculaire: 561.93
Formule Moléculaire: C27H28N6O•3HCl
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Hoechst 33342 trihydrochloride is an A:T-specific DNA minor groove ligand that is a widely used fluorochrome for visualizing cellular DNA. Excitation of the dye occurs around 350 nm with an emission maxima around 461 nm. Hoechst-33342, unlike other Hoechst dyes, is more lipophillic due to an additional ethyl group. The compound has been observed to displace several known DNA intercalators. Adriamycin (sc-200923) has been shown to disrupt the DNA dye update.

The compound can be used in sorting living cells based on DNA content by FACS, in the visualization of chromatin distribution in living cells, to detect BrdU incorporation into cells, the visualization of fixed cells by microscopy, and to study the initial stages of apoptosis and cell-cycle distribution. In addition to Hoechst-33342's fluorescent capability, the chemical has also had varying effects on differing cell types. The stain has been shown to induce cell differentiation, bind reversibly to Friend erythroleukemia cells, inhibit Topo I (topoisomerase I), induce apoptosis in HL-60 cells, and in junctional sarcoplasmic reticulum cells regulate Ca2+ efflux and affect cell differentiation.


Références

1. Latt, S.A., et al. 1976. J. Histochem. Cytochem. 24: 24-33. PMID: 943439
2. Arndt-Jovin, D.J., et al. 1977. J. Histochem. Cytochem. 25: 585-589. PMID: 70450
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4. Lalande, M.E., et al. 1981. Proc. Natl. Acad. Sci. U.S.A. 78: 363-367. PMID: 6941251
5. Gregoire, M., et al. 1984. Exp. Cell Res. 152: 38-46. PMID: 6201374
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8. Steuer, B., et al. 1990. Exp. Cell Res. 186: 149-157. PMID: 2298232
9. Crissman, H.A., et al. 1990. Methods Cell Biol. 33: 97-103. PMID: 1707496
10. Ormerod, M.G., et al. 1993. Cytometry. 14: 595-602. PMID: 8404365
11. Wong, S.S., et al. 1994. Biochem. Pharmacol. 47: 827-837. PMID: 7510966
12. Belloc, F., et al. 1994. Cytometry. 17: 59-65. PMID: 7528124
13. Zhang, X. and Kiechle, F. 2001. Ann. Clin. Lab. Sci. 31: 187-198. PMID: 11337909

État Physique :
Solid
Solubilité :
Soluble in water (20 mg/ml). Precipitates in phosphate buffered solutions
STOCKAGE :
Store at -20° C
Fluoresence :
λex 346 nm, λem 460 nm
Pour la Recherche Uniquement. Non conforme pour le Diagnostic ou pour une Utilisation Thérapeutique.
RTECS :
DT4200000
PubChem CID :
16760503
Index Merck :
14: 10367
Numéro MDL :
MFCD00012678
SMILES :
CCOC1=CC=C(C=C1)C2=NCC3=C(N2)C=CC(=C3)C4=NCC5=C(N4)C=CC(=C5)N6CCN(CC6)C.Cl.Cl.Cl

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Hoechst 33342 trihydrochloride  Références bibliographiques

Consultez les publications faisant référence à l' utilisation de Hoechst 33342 trihydrochloride. Cliquez sur le lien pour afficher lentrée PubMed .

Citations 1 à 5 sur un total de 5

PMID: # 26432900  Garbati, MR. et al. 2016. Journal of leukocyte biology. 99: 455-65.

PMID: # 22846576  Luo, Y. et al. 2012. Biochem. Biophys. Res. Commun. 425: 473-7.

PMID: # 31545406  Int. J. Mol. Med. 44: 1677-1686.

PMID: # 31758463  Methods Mol. Biol. 2071: 371-409.

PMID: # 31971826  DNA Cell Biol. 39: 310-320.

Citations 1 à 5 sur un total de 5
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