Origin of slow conformer conversion of triostin A and interaction ability with nucleic acid bases

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Abstract
The NMR pattern of triostin A in weakly polar solvents was explained by the presence of 2 symmetrical conformers. Its S-benzyl derivative still shows the NMR pattern of 2 conformers, while des-N-tetramethyltriostin A, which lacks the N-methyl groups, gives 1 conformer. The slow interconversion of 2 conformers arises from the cis-trans isomerization of the N-methyl peptide bonds, but not from the reversal of the chirality around the S-S bond. Only 1 of the 2 conformers of triostin A interacts with adenosine and guanosine derivatives. Des-N-tetramethyltriostin A can also interact with the purine nucleosides, but more preferentially with the adenosine derivative.