Models of 2,4,6-trinitrotoluene (TNT) initial conversion by yeasts

Abstract

The original models of the initial steps of 2,4,6-trinitrotoluene (TNT) conversion by yeasts are presented. Saccharomyces sp. ZS-A1 reduced nitro groups of TNT producing isomeric monohydroxylaminodinitrotoluenes (HADNT) as the key initial metabolites (molar ratio HADNT/TNT was up to 0.81), whereas aminodinitrotoluenes (ADNT) and the hydride–Meisenheimer complex of TNT (H-TNT) were the minor products. Conversely, Candida sp. AN-L13 transformed TNT almost quantitatively into H-TNT, thus realizing the alternative attack, consisting of the TNT aromatic ring reduction. The third type of conversion, revealed in Candida sp. AN-L14, is the combination of both above mechanisms and produces an equimolar mix of HADNT and H-TNT. In the toxicity tests with Paramecium caudatum, the supernatant of Saccharomyces sp. ZS-A1, which converts TNT into HADNT, was most toxic while the supernatant of Candida sp. AN-L13 (TNT→H-TNT) was least toxic. The microorganisms converting TNT quantitatively to the reactive metabolites can be useful for their immobilization through the detoxifying interaction with the soil components such as humic compounds.