3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Formula: C9H12N4
Epiphyseal plate lesions, degenerative arthritis, and dissecting aneurysms of the aorta produced by aminonitriles was written by Wawzonek, S.;Ponseti, I. V.;Shepard, R. S.;Wiedenmann, L. G.. And the article was included in Science (Washington, DC, United States) in 1955.Formula: C9H12N4 This article mentions the following:
β-Aminopropionitrile (I) fed to weanling rats at concentrations of 0.1, 0.4, and 1.0% in their diet produced widening and extensive disruption of the epiphyseal plates, widespread periosteal new bone formations, loosening and detachment of the ligamentous and tendinous insertions, degenerative arthritis, and dissecting aneurysms of the aorta. The severity of the epiphyseal plate lesions and periosteal new bone formation was in direct proportion to the concentration administered. Histologically these lesions appeared to be identical to the lesions observed in rats fed diets containing 50% Lathyrus odoratus seeds (cf. Federation Proc. 13, 473(1954)). Following the method of Dupuy and Lee (C.A. 48, 4182h) the compound β-(γ-L-glutamylamino)propionitrile was isolated from these germinating seeds and found to be active in producing the skeletal lesions when fed at a 1% level. In order to determine the active moiety of this compound weanling rats were fed the following diet: 1% β-alanine plus 1% L-glutamic acid, 1 and 2% propionitrile, 1 and 2% acetonitrile, 1% indoleacetonitrile, 0.4 and 1% bis(2-cyanoethyl)amine (II); 0.4 and 1% tris(2-cyanoethyl)amine, and 0.1, 0.4, and 1% I. Only II produced death (1% concentration for 16 days), or skeletal lesions (0.4% concentration for 50 days). In order to determine the mode of action of I, weanling rats were fed 0.1 and 0.4% acrylonitrile and were injected subcutaneously with sublethal doses of KCN. Neither of these produced skeletal lesions. Investigators of other aminonitriles revealed that aminoacetonitrile at the 0.2% level produced extremely severe skeletal lesions 2 weeks after feeding, and at the 1% level killed within 6 days. α-Aminopropionitrile at 1.0 and 0.2% levels stunted the rats but did not produce detectable skeletal lesions. γ-Aminobutyronitrile (0.2% level) had no abnormal effect. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1Formula: C9H12N4).
3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Formula: C9H12N4
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts