DEVELOPMENT OF NEW HISTOCHEMICAL SUBSTRATES AND DIAZONIUM SALTS FOR THE DEMONSTRATION OF AMINOPEPTIDASE

Abstract

A number of new DL- alanyl derivatives of arylamines were synthesized. The amines included; 2-amino-3-naphthoic acid, 5-nitro-1-naphthylamine, 2-aminochrysene, p-aminoazobenzene, 2-aminofluoreone, 3-aminodibenzofuran, p-aminodi-phenylamine, o-aminodiphenylamine, 3-amino-9-ethylcarbazole, 1-amino-5,6,7,8-tetrahydronaphthalene, 2-amino-5,6,7,8-tetrahydronaphthalene, 3-aminocarbazole, 4-aminodiphenylamine- 2-sulfonic acid and 7-amino-2-fluorenesulfonic acid. These compounds were used as substrates for the histochemical demonstration of aminopeptidase in conjunction with diazotized aminoazotoluene. A number of diazonium salts were also synthesized. These included diazonium sulfates and fluoborates of a number of. substituted aminoanthraquinones, and aminoazobenzene analoques, of the new substrates the alanyl derivatives of 3-aminocarbazole, 3-amino-9-ethylcarbazole, and 3-aminodibenzofuran were found to be most suitable as histochemical substrates. Azo dyes of the carbazole derivatives showed a minimal tendency to crystallize. The anthraquinone diazonium salts were uniformly inhibitory; on the other hand the aminoazobenzene derivatives were useful as histochemical reagents.