Dibromobimane

Names

[ Name ]:
Dibromobimane

[Synonym ]:
Dibromobimane
1,7-bis(bromomethyl)-2,6-dimethylpyrazolo[1,2-a]pyrazole-3,5-dione

Biological Activity

[Description]:

Dibromobimane is a thiol-selective fluorescent imaging agent. Dibromobimane is used to crosslink cysteine- and homocysteine-containing peptides[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Aimee J Horsfall, et al. A Bimane-Based Peptide Staple for Combined Helical Induction and Fluorescent Imaging. Chembiochem. 2020 Dec 1;21(23):3423-3432.

Chemical & Physical Properties

[ Density]:
1.98g/cm3

[ Boiling Point ]:
371.8ºC at 760mmHg

[ Melting Point ]:
170-172ºC(lit.)

[ Molecular Formula ]:
C₁₀H₁₀Br₂N₂O₂

[ Molecular Weight ]:
350.00700

[ Flash Point ]:
178.6ºC

[ Exact Mass ]:
347.91100

[ PSA ]:
42.96000

[ LogP ]:
1.60360

[ Index of Refraction ]:
1.677

[ Storage condition ]:
2~8°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Thiol labeling with bromobimanes.

Meth. Enzymol. 143 , 76, (1987)

Bromobimanes--fluorescent labeling agents for histochemical detection of sulfur containing neuropeptides in semithin sections.

Histochemistry 86 , 281, (1987)

Sulfur containing neuropeptides could be demonstrated in semithin sections of invertebrate nervous tissue, especially of gastropods, by using the bromobimanes as fluorescent labeling agents for thiol ...

Physicochemical changes in phosphorylase kinase induced by its cationic activator Mg(2+).

Protein Sci. 22(4) , 444-54, (2013)

For over four decades free Mg(2+) ions, that is, those in excess of MgATP, have been reported to affect a wide variety of properties of phosphorylase kinase (PhK), including its affinity for other mol...

Related Compounds

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