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Cyanogen bromide (CAS 506-68-3)

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Alternate Names:
Bromine cyanide
Application:
Cyanogen bromide is a protein cleaving agent for immobilization procedures
CAS Number:
506-68-3
Molecular Weight:
105.92
Molecular Formula:
BrCN
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
Available in US only.
* Refer to Certificate of Analysis for lot specific data.

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Cyanogen bromide, a colorless crystalline compound with a pungent odor, is renowned for its reactive properties, particularly due to the presence of a cyano group and a bromine atom. This chemical is extensively used in biochemical research for its ability to specifically cleave peptide bonds at methionine residues in proteins. This mechanism is crucial for protein sequencing and structural analysis, as it allows for the precise fragmentation of complex proteins into smaller, more manageable peptides. The cleavage process involves the reaction of cyanogen bromide with the sulfur atom in the side chain of methionine, effectively breaking the peptide bond and aiding in the elucidation of protein structures. In addition to its biochemical applications, cyanogen bromide is utilized in organic synthesis, where it acts as a reagent to convert carboxylic acids into amides and to synthesize nitriles and imidates, demonstrating its versatility in facilitating a variety of chemical transformations. This compound′s utility in both the study of biological molecules and the synthesis of organic compounds underscores its significant role in scientific research, contributing to advancements in both biochemistry and organic chemistry.


Cyanogen bromide (CAS 506-68-3) References

  1. Cyanogen bromide activation and coupling of ligands to diol-containing silica for high-performance affinity chromatography optimization of conditions.  |  Jurado, LA., et al. 2002. J Chromatogr A. 971: 95-104. PMID: 12350129
  2. Quantification of aqueous cyanogen chloride and cyanogen bromide in environmental samples by MIMS.  |  Yang, X. and Shang, C. 2005. Water Res. 39: 1709-18. PMID: 15899269
  3. Cyanogen bromide peptides of the fibrillar collagens I, III, and V and their mass spectrometric characterization: detection of linear peptides, peptide glycosylation, and cross-linking peptides involved in formation of homo- and heterotypic fibrils.  |  Henkel, W. and Dreisewerd, K. 2007. J Proteome Res. 6: 4269-89. PMID: 17939700
  4. Two-dimensional gel electrophoretic analysis of cyanogen bromide fragments containing subdomain VIB of protein kinases using a Multi-PK antibody.  |  Sugiyama, Y., et al. 2008. Anal Biochem. 373: 173-5. PMID: 17963683
  5. Method for the affinity purification of covalently linked peptides following cyanogen bromide cleavage of proteins.  |  Shi, T., et al. 2009. Anal Chem. 81: 9885-95. PMID: 19924875
  6. Cyanogen bromide cleavage of proteins in salt and buffer solutions.  |  Andreev, YA., et al. 2010. Anal Biochem. 407: 144-6. PMID: 20670609
  7. Reactions of buffers in cyanogen bromide-induced ligations.  |  Vogel, H., et al. 2013. Nucleosides Nucleotides Nucleic Acids. 32: 17-27. PMID: 23360292
  8. Destruction of cyanogen bromide and inorganic cyanides.  |  Lunn, G. and Sansone, EB. 1985. Anal Biochem. 147: 245-50. PMID: 4025821
  9. The cyanogen bromide and maleyl peptides of the alpha and beta chains of human hemoglobin.  |  Moo-Penn, WF., et al. 1977. Hemoglobin. 1: 233-44. PMID: 893126
  10. Enhancement of cyanogen bromide cleavage yields for methionyl-serine and methionyl-threonine peptide bonds.  |  Kaiser, R. and Metzka, L. 1999. Anal Biochem. 266: 1-8. PMID: 9887207
  11. Characterization of the cyanogen bromide fragments of the beta chain of human haptoglobin.  |  Kurosky, A., et al. 1976. Biochemistry. 15: 5326-36. PMID: 999809

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Cyanogen bromide, 5 g

sc-203011
5 g
$33.00
US: Only available in the US

Cyanogen bromide, 25 g

sc-203011A
25 g
$56.00
US: Only available in the US

Cyanogen bromide, 100 g

sc-203011B
100 g
$138.00
US: Only available in the US