Biosynthesis of (2-nitroethyl)benzene and (Z)- and (E)-(2-nitroethenyl)benzenes from (Z)- and (E)-phenylacetaldoximes and phenylacetonitrile; defense allomone of Eutrichodesmus elegans and Eutrichodesmus armatus (Polydesmida: Haplodesmidae).

ABSTRACT: The defense allomones of two haplodesmid millipedes, Eutrichodesmus elegans and E. armatus (Polydesmida: Haplodesmidae), are known as a mixture of the following three nitro compounds: (2-nitroethyl)benzene and (Z)- and (E)-(2-nitroethenyl)benzenes. Administrations of a mixture of ²H-labeled (Z)- and (E)-phenylacetaldoximes and of ²H-labeled phenylacetonitrile as precursors resulted in the same production of three ²H-labeled nitro compounds, [2'-nitroethyl][2,3,4,5,6-²H₅]benzene and [(Z)- and (E)-2'-nitroethenyl][2,3,4,5,6-²H₅]benzenes, in both species. Oxime administration at an appropriate dose resulted in the production of three nitro compounds with similar

SUBMITTER: Kuwahara Y 

PROVIDER: S-EPMC6240769 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature