Bromophenacylate Reagent

Thermo Scientific Pierce p-Bromophenacylate Reagent (formerly Phenacyl-8) reacts with carboxylic acids to provide quantitative detection of peptides and amino acids with few or no side reactions.

Bromophenacyl bromide is an excellent derivatization reagent for analysis of carboxylic acids. The reagent is useful for preparation of phenacyl esters, which are used to separate many saturated and unsaturated fatty acids for UV detection in HPLC applications with low nanomole sensitivity. The compound is also useful for studying acid composition of bacterial cell walls. Our p-Bromophenacylate Reagent is a ready-to-use solution of the chemical with crown ether in acetonitrile.

Highlights:

• Ready-to-use reagent solution eliminates the need to premix of phenacylbromide and crown ether
• Derivatization is rapid and quantitative, with yields greater than 95% in 15 to 20 minutes at 80°C
• Excess reactants do not interfere with detection
• Large excess of alkylating reagent is not necessary
• Small amounts of water or alcohol do not interfere
• If isolation is desired, products are usually crystalline

Reagent Properties:

• Formulation: 0.1mmol/mL p-bromophenacyl bromide and 0.005mmol/mL crown ether in acetonitrile
• Form: Colorless to light yellow liquid
• Reactive toward: Carboxylic acids (–COOH)
• Detection: UV absorption (λmax = 260nm)
• Application: Precolumn derivatization for nanomole levels of detection by HPLC

Chemical structure of p-bromophenacyl bromide. The acetonitrile reagent solution of this chemical is also known as p-bromophenacylate reagent or p-bromophenacyl-8 reagent.

General References:

1. Durst, H.D., et al. (1975). Anal. Chem. 47, 1797.
2. Borch, R.F., et al. 1975). Anal. Chem. 47, 2437.
3. Grushka, E., et al. (1975). J. Chromatogr. 112, 673.
4. Fitzpatrick, F.A., et al. (1976). Anal. Chem. 48, 499.

Product References:

1. Ahmed, M. S., et al. (1980). Use of p-bromophenacyl bromide to enhance ultraviolet detection of water-soluble organic acids (steviolbioside and rebaudioside B) in high-performance liquid chromatographic analysis. J. Chromatogr. 192:387-93.
2. Borch, R. F. (1975). Separation of long chain fatty acids as phenacyl esters by high pressure liquid chromatography. Anal. Chem. 47(14):2437-9.
3. Manzoor, S. E., et al. (1999). Reduced glutaraldehyde susceptibility in Mycobacterium chelonae associated with altered cell wall polysaccharides. J. Antimicrob. Chemother. 43:759-765.
4. Sokolovská, I., et al. (2003). Carbon source-induced modifications in the mycolic acid content and cell wall permeability of Rhodococcus erythropolis E1. Appl. Environ. Microbiol. 69(12):7019-27..