Hoechst 33258 analog 5

Modify Date: 2024-01-03 00:25:26

Hoechst 33258 analog 5 Structure
Hoechst 33258 analog 5 structure
Common Name Hoechst 33258 analog 5
CAS Number 23491-55-6 Molecular Weight 458.55700
Density N/A Boiling Point N/A
Molecular Formula C29H26N6 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Hoechst 33258 analog 5


Hoechst 33258 analog 5 is a analog of Hoechst stains, which are part of a family of blue fluorescent dyes used to stain DNA.IC50 Value:Target: These Bis-benzimides were originally developed by Hoechst AG, which numbered all their compounds so that the dye Hoechst 33342 is the 33342nd compound made by the company. There are three related Hoechst stains: Hoechst 33258, Hoechst 33342, and Hoechst 34580. The dyes Hoechst 33258 and Hoechst 33342 are the ones most commonly used and they have similarexcitation/emission spectra. Both dyes are excited by ultraviolet light at around 350 nm, and both emit blue/cyan fluorescent light around anemission maximum at 461 nm. Unbound dye has its maximum fluorescence emission in the 510-540 nm range. Hoechst dyes are soluble in water and in organic solvents such as dimethyl formamide or dimethyl sulfoxide. Concentrations can be achieved of up to 10 mg/mL. Aqueous solutions are stable at 2-6 °C for at least six months when protected from light. For long-term storage the solutions are instead frozen at ≤-20 °C.The dyes bind to the minor groove of double-stranded DNA with a preference for sequences rich in adenine andthymine. Although the dyes can bind to all nucleic acids, AT-rich double-stranded DNA strands enhance fluorescence considerably.Hoechst dyes are cell-permeable and can bind to DNA in live or fixed cells. Therefore, these stains are often called supravital, which means that cells survive a treatment with these compounds. Cells that express specific ATP-binding cassette transporter proteins can also actively transport these stains out of their cytoplasm.

 Names

Name 6-(4-methylpiperazin-1-yl)-2-(2-naphthalen-2-yl-3H-benzimidazol-5-yl)-1H-benzimidazole
Synonym More Synonyms

 Hoechst 33258 analog 5 Biological Activity

Description Hoechst 33258 analog 5 is a analog of Hoechst stains, which are part of a family of blue fluorescent dyes used to stain DNA.IC50 Value:Target: These Bis-benzimides were originally developed by Hoechst AG, which numbered all their compounds so that the dye Hoechst 33342 is the 33342nd compound made by the company. There are three related Hoechst stains: Hoechst 33258, Hoechst 33342, and Hoechst 34580. The dyes Hoechst 33258 and Hoechst 33342 are the ones most commonly used and they have similarexcitation/emission spectra. Both dyes are excited by ultraviolet light at around 350 nm, and both emit blue/cyan fluorescent light around anemission maximum at 461 nm. Unbound dye has its maximum fluorescence emission in the 510-540 nm range. Hoechst dyes are soluble in water and in organic solvents such as dimethyl formamide or dimethyl sulfoxide. Concentrations can be achieved of up to 10 mg/mL. Aqueous solutions are stable at 2-6 °C for at least six months when protected from light. For long-term storage the solutions are instead frozen at ≤-20 °C.The dyes bind to the minor groove of double-stranded DNA with a preference for sequences rich in adenine andthymine. Although the dyes can bind to all nucleic acids, AT-rich double-stranded DNA strands enhance fluorescence considerably.Hoechst dyes are cell-permeable and can bind to DNA in live or fixed cells. Therefore, these stains are often called supravital, which means that cells survive a treatment with these compounds. Cells that express specific ATP-binding cassette transporter proteins can also actively transport these stains out of their cytoplasm.
Related Catalog
References

[1]. Latt SA, Stetten G, Juergens LA, Recent developments in the detection of deoxyribonucleic acid synthesis by 33258 Hoechst fluorescence. The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society 23 (7): 493-505.

[2]. a b c "Hoechst Stains". Invitrogren (Molecular Probes).

[3]. Portugal J, Waring MJ. Assignment of DNA binding sites for 4',6-diamidine-2-phenylindole and bisbenzimide (Hoechst 33258). A comparative footprinting study. Biochimica et Biophysica Acta 949 (2): 158-68.

 Chemical & Physical Properties

Molecular Formula C29H26N6
Molecular Weight 458.55700
Exact Mass 458.22200
PSA 63.84000
LogP 5.68110
Storage condition -20℃

 Synthetic Route

~%

Hoechst 33258 analog 5 Structure

Hoechst 33258 a...

CAS#:23491-55-6

Literature: Jung Sun Kim; Gatto; Yu; Liu; LaVoie Journal of Medicinal Chemistry, 1996 , vol. 39, # 4 p. 992 - 998

~%

Hoechst 33258 analog 5 Structure

Hoechst 33258 a...

CAS#:23491-55-6

Literature: Jung Sun Kim; Gatto; Yu; Liu; LaVoie Journal of Medicinal Chemistry, 1996 , vol. 39, # 4 p. 992 - 998

~%

Hoechst 33258 analog 5 Structure

Hoechst 33258 a...

CAS#:23491-55-6

Literature: Jung Sun Kim; Gatto; Yu; Liu; LaVoie Journal of Medicinal Chemistry, 1996 , vol. 39, # 4 p. 992 - 998

~%

Hoechst 33258 analog 5 Structure

Hoechst 33258 a...

CAS#:23491-55-6

Literature: Jung Sun Kim; Gatto; Yu; Liu; LaVoie Journal of Medicinal Chemistry, 1996 , vol. 39, # 4 p. 992 - 998

~%

Hoechst 33258 analog 5 Structure

Hoechst 33258 a...

CAS#:23491-55-6

Literature: Jung Sun Kim; Gatto; Yu; Liu; LaVoie Journal of Medicinal Chemistry, 1996 , vol. 39, # 4 p. 992 - 998

~%

Hoechst 33258 analog 5 Structure

Hoechst 33258 a...

CAS#:23491-55-6

Literature: Jung Sun Kim; Gatto; Yu; Liu; LaVoie Journal of Medicinal Chemistry, 1996 , vol. 39, # 4 p. 992 - 998

~17%

Hoechst 33258 analog 5 Structure

Hoechst 33258 a...

CAS#:23491-55-6

Literature: Jung Sun Kim; Gatto; Yu; Liu; LaVoie Journal of Medicinal Chemistry, 1996 , vol. 39, # 4 p. 992 - 998

 Synonyms

cs-1316
Hoechst 33258 analog 5