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A spectrophotometric analysis of the colored product should help to determine whether certain compounds give a true Schiff reaction. A brief survey of organic chemistry textbooks in regard to the specificity of Schiff’s reagent is illuminating. Although some aldehydes do not react with Schiff’s reagent and some ketones give a definite reaction, emphatic statements are made which often disregard these facts. For example, several authors state that “ketones do not react” (Moore and Hall, 1933; Kamm, 1937; Cheronis, 1943; Richter, 1947; Conant and Blatt, 1948; Adams and Johnson, 1949; Cason and Rapoport, 1950; Fieser and Fieser, 1950; McElvain, 1953; Vogel, 1956; Muldoon and Blake, 1957; Noller, 1957).
However, they believed it to be the solid fuchsin sulfurous acid since it could be redissolved in water and the solution gave a color reaction with aldehydes upon addition of SOZ. They considered the reagent to have the structure shown: Fucbsin leucosulfonic acid: Schiff’s retqent according to Hantzch and Osswald (1900) Since other triphenylmethane dye solutions also could be decolored with SO2, their structures also were considered to have a sulfite ester group attached to their central carbon atom and a benzoid ring in place of the original quinone.
Such a reagent has a low concentration of SO, and is easily oxidized. For routine studies it seems desirable to achieve specificity at some sacrifice of sensitivity. For a few quantitative purposes and for detection of low amounts of polyaldehydes in tissues the supersensitive reagents may be desired. 5% (Longley, 1952). Reagents produced by bubbling in SO2 are difficult to standardize at low concentrations of SOn. It is customary in some laboratories to recharge the reagent with SO, before each use to achieve uniform staining conditions.