Hoechst 33342 trihydrochlorideAn A:T-specific DNA minor groove ligand used for visualizing cellular DNA

Hoechst 33342 trihydrochloride (CAS 23491-52-3)

Hoechst 33342 trihydrochloride | CAS 23491-52-3 is rated 5.0 out of 5 by 1.
  • y_2019, m_8, d_22, h_22
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_200908, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getAggregateRating, 93ms
  • REVIEWS, PRODUCT
Synonym: Bisbenzimide
Application: An A:T-specific DNA minor groove ligand used for visualizing cellular DNA
CAS Number: 23491-52-3
Purity: ≥95%
Molecular Weight: 561.93
Molecular Formula: C27H28N6O•3HCl
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

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.


References

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
3. Lydon, M.J., et al. 1980. J. Cell. Physiol. 102: 175-181. PMID: 6154714
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
6. Crissman, H.A., et al. 1987. Exp. Cell Res. 173: 256-261. PMID: 2960553
7. Loontiens, F.G., et al. 1990. Biochemistry. 29: 9029-9039. PMID: 1702995
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

Physical State :
Solid
Solubility :
Soluble in water (20 mg/ml). Precipitates in phosphate buffered solutions
Storage :
Store at -20° C
Fluoresence :
λex 346 nm, λem 460 nm
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
RTECS :
DT4200000
PubChem CID :
16760503
Merck Index :
14: 10367
MDL Number :
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

Download SDS (MSDS)

Certificate of Analysis

Adobe Acrobat Reader is required to reliably view,
print and comment on PDF documents

Hoechst 33342 trihydrochloride  Product Citations

See how others have used Hoechst 33342 trihydrochloride. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

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.

Citations 1 to 2 of 2 total
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getContent, 100ms
  • QUESTIONS, PRODUCT
  • bvseo-msg: The resource to the URL or file is currently unavailable.;
Rated 5 out of 5 by from Various publications cite the use of Hoechst Various publications cite the use of Hoechst 33342 trihydrochloride (Bisbenzimide) as a fluorochrome for visualizing cellular DNA. Hoechst 33342 trihydrochloride is an A:T-specific DNA minor groove ligand with an excitation around 350nm and an emission maxima around 461 nm. -SCBT Publication Review
Date published: 2015-04-26
  • y_2019, m_8, d_22, h_22
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_200908, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getReviews, 40ms
  • REVIEWS, PRODUCT

Santa Cruz Biotechnology, Inc. is a world leader in the development of products for the biomedical research market. Call us Toll Free at 1-800-457-3801.
Copyright © 2007-2019 Santa Cruz Biotechnology, Inc. All Rights Reserved. "Santa Cruz Biotechnology", and the Santa Cruz Biotechnology, Inc. logo, "Santa Cruz Animal Health", "San Juan Ranch", "Supplement of Champions", the San Juan Ranch logo, "Ultracruz", "Chemcruz", "Immunocruz", "Exactacruz", and "EZ Touch" are registered trademarks of Santa Cruz Biotechnology, Inc.
All trademarks are the property of their respective owners.