Dibromobimane

Dibromobimane 3,5-Bis-bromomethyl-2,6-dimethyl-pyrazolo[1,2-a]pyrazole-1,7-dione CAS: 68654-25-1 MDL: MFCD00036952

Molecular weight: 350.01  g/mol

Molecular Formula: C₁₀H₁₀Br₂N₂O₂

CAS Number: 68654-25-1

Storage: Store at 2-8 C^o, under dry conditions.

Synonyms:  Dibromobimane, 68654-25-1, dBBr, bBBr, syn-(bromomethyl,methyl)bimane, CHEBI:62827, CHEMBL2158899

Uses: Nitrogen heterocycle, thiol reactive reagent, protein labelling, active site labels, thiol reactive, active site mapping

Dibromobimane, is a synthetic fine chemical useful for studying the biochemistry of macromolecules.

Selected References:

1.) Kosower, Nechama S., and Edward M. Kosower.   Thiol Labeling with Bromobimanes.   Methods in Enzymology 143,  (1987): 76–84.

2.) Kosower, Nechama S., Edward M. Kosower, Gerald L. Newton, and Helen M. Ranney.   Bimane Fluorescent Labels:  Labeling of Normal Human Red Cells under Physiological Conditions.   Proceedings of the National Academy of Sciences of the United States of America 76,  (1979): 3382–86. https://doi.org/10.1073/pnas.76.7.3382.

3.) Loo, Tip W., and David M. Clarke.   Identification of Residues in the Drug-Binding Domain of Human P-Glycoprotein. Analysis of Transmembrane Segment 11 by Cysteine-Scanning Mutagenesis and Inhibition by Dibromobimane.   Journal of Biological Chemistry 274,  (1999): 35388–92. https://doi.org/10.1074/jbc.274.50.35388.

4.) Identification of Residues in the Drug-Binding Site of Human P-Glycoprotein Using a Thiol-Reactive Substrate.   Journal of Biological Chemistry 272,  (1997): 31945–48. https://doi.org/10.1074/jbc.272.51.31945.

5.) Identification of Residues within the Drug-Binding Domain of the Human Multidrug Resistance P-Glycoprotein by Cysteine-Scanning Mutagenesis and Reaction with Dibromobimane.   Journal of Biological Chemistry 275,  (2000): 39272–78. https://doi.org/10.1074/jbc.M007741200.

6.) Location of the Rhodamine-Binding Site in the Human Multidrug Resistance P-Glycoprotein.   The Journal of Biological Chemistry 277, no. Copyright (C) 2021  U.S. National Library of Medicine. (2002): 44332–38

7.) Location of the Rhodamine-Binding Site in the Human Multidrug Resistance P-Glycoprotein.   Journal of Biological Chemistry 277,  (2002): 44332–38. https://doi.org/10.1074/jbc.M208433200.

8.) Sinz, Andrea, and Kuan. Wang.   Mapping Protein Interfaces with a Fluorogenic Cross-Linker and Mass Spectrometry: Application to Nebulin-Calmodulin Complexes.   Biochemistry 40,  (2001): 7903–13. https://doi.org/10.1021/bi010259+.