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Bromophenol blue (3′,3″,5′,5″-tetrabromophenolsulfonphthalein, BPB), albutest is used as a
pH indicator A pH indicator is a halochromic chemical compound added in small amounts to a solution so the pH (acidity or basicity) of the solution can be determined visually or spectroscopically by changes in absorption and/or emission properties. Hen ...
, an electrophoretic color marker, and a dye. It can be prepared by slowly adding excess bromine to a hot solution of phenolsulfonphthalein in glacial acetic acid.


Acid–base indicator

As an acid–base indicator, its useful range lies between pH 3.0 and 4.6. It changes from yellow at pH 3.0 to blue at pH 4.6; this reaction is reversible. Bromophenol blue is structurally related to phenolphthalein (a popular indicator).


Color marker

Bromophenol is also used as a colour marker to monitor the process of
agarose gel electrophoresis Agarose gel electrophoresis is a method of gel electrophoresis used in biochemistry, molecular biology, genetics, and clinical chemistry to separate a mixed population of macromolecules such as DNA or proteins in a matrix of agarose, one of ...
and polyacrylamide gel electrophoresis. Since bromophenol blue carries a slight negative charge at moderate pH, it will migrate in the same direction as DNA or
protein Proteins are large biomolecules and macromolecules that comprise one or more long chains of amino acid residues. Proteins perform a vast array of functions within organisms, including catalysing metabolic reactions, DNA replication, respon ...
in a gel; the rate at which it migrates varies according to gel density and buffer composition, but in a typical 1%
agarose Agarose is a heteropolysaccharide, generally extracted from certain red seaweed. It is a linear polymer made up of the repeating unit of agarobiose, which is a disaccharide made up of D-galactose and 3,6-anhydro-L-galactopyranose. Agarose is ...
gel in a 1X TAE buffer or TBE buffer, bromophenol blue migrates at the same rate as a DNA fragment of about 300 base pairs, in 2% agarose as 150 bp. Xylene cyanol and orange G may also be used for this purpose.


Dye

Bromophenol blue is also used as a dye. At neutral pH, the dye absorbs red light most strongly and transmits blue light. (Its peak absorbance is 600 nm at a basic pH of 12.) Solutions of the dye, therefore, are blue. At low pH, the dye absorbs ultraviolet and blue light most strongly and appears yellow in solution. In solution at pH 3.6 (in the middle of the transition range of this pH indicator) obtained by dissolution in water without any pH adjustment, bromophenol blue has a characteristic green red colour, where the apparent colour shifts depending on the concentration and/or path length through which the solution is observed. This phenomenon is called dichromatic color. Bromophenol blue is the substance with the highest known value of Kreft's dichromaticity index. This means it has the largest change in colour hue, when the thickness or concentration of observed sample increases or decreases.


See also

* Bromophenol


References


External links


Bromophenol blue
at OpenWetWare {{DEFAULTSORT:Bromophenol Blue PH indicators Triarylmethane dyes Phenol dyes Bromoarenes Benzoxathioles