Solution Conformation of Nigericin Free Acid and Nigericin‐Sodium Salt

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<jats:title>Abstract</jats:title><jats:p>High resolution <jats:sup>1</jats:sup>H‐nmr spectral data enable us to confirm the close resemblance between the three‐dimensional structure of nigericin free acid and its Na<jats:sup>+</jats:sup>‐complex. The circular form with a buttoning shut by hydrogen bonding between the head carboxylate and the tertiary alcohol function of the last six‐membered ring is a further typical example how the folded quasi cyclic backbone thus formed enables in these polyetherin ionophores the sequestering of a cation. Further details allow the description of some departure of the ideal chair form in rings A and B. No extra water molecule seems to be present in the free acid state. Whereas the secondary alcohol OH‐10 in the free acid form may participate to the head‐to‐tail connection, this seems not to be the case in the salt. A comparative discussion of the head‐to‐tail buttoning shut pattern in monensin, dianemycin and nigericin is given.</jats:p>

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