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Cyanogen bromide is also widely used in organic synthesis.
Cyanogen bromide is volatile, and readily absorbed through the skin or gastrointestinal tract.
The racemic synthesis involves addition/cyclization reaction of 2-amino-1-phenylethanol with cyanogen bromide.
Cyanogen bromide is moisture-sensitive but can be stored under dry conditions at 2 to 8 C for extended periods of time.
For example, cyanogen bromide cleaves the peptide bond after a methionine.
Treatment of that with cyanogen bromide under von Braun reaction conditions leads to the isolable aminocyanide.
The disadvantages of this approach include the toxicity of cyanogen bromide and its sensitivity to oxidation.
Cyanogen bromide is a pseudohalogen compound with the formula C(Br)N.
Cyanogen bromide hydrolyzes peptide bonds at the C-terminus of methionine residues.
For example cyanogen bromide has the formula NCBr.
Cyanogen bromide cleavages have been performed on the three major haptoglobin types in order to study the interchain disulfide linkages.
Determination of the effect of cyanogen bromide modification upon two receptor orientated epitopes in thyrotropin.
The use of cyanogen bromide for pyridine activation was independently reported by W. König:
Cyanuric bromide is analogously prepared from cyclotrimerization of cyanogen bromide:
Because of its simplicity and mild pH conditions, cyanogen bromide activation is the most common method for preparing affinity gels.
Cyanogen bromide can be cyclotrimerized to yield cyanuric bromide:
Halogenation of these compounds with bromine, NBS, cyanogen bromide, and iodine is described.
Cyanogen bromide is often used to immobilize proteins by coupling them to reagents such as agarose for affinity chromatography.
Cyanogen bromide is also often used because it reacts with the hydroxyl groups on agarose to form cyanate esters and imidocarbonates.
Cyanogen bromide can be used to prepare aryl nitriles, nitriles, anhydrides, and cyanates.
Reduction of the nitro group leads to the aniline and reaction of this with cyanogen bromide possibly gives cyanamide 3 as the initial intermediate.
These derivatives included a 27-amino-acid fragment made by cleavage of the native molecule with cyanogen bromide and a 23-amino-acid fragment made synthetically.
Homoserine, or its lactone form, is the product of a cyanogen bromide cleavage of a peptide by degradation of methionine.
More commonly encountered in the laboratory is the related compound cyanogen bromide, a room-temperature solid that is widely used in biochemical analysis and preparation.
The amino acid sequence of staphylococcal protease has been determined by analysis of tryptic peptides obtained from cyanogen bromide fragments.