A bis-copper(II)-[D-βVal3,7 ]ascidiacyclamide complex enveloping two square pyramids and sharing an apex atom from a carbonate anion

Acta Crystallographica. Section C, Structural Chemistry
Akiko Asano, Mitsinobu Doi

Abstract

The four azole rings place structural restrictions on ascidiacyclamide (ASC). As a result, the structure of ASC exists in an equilibrium between two major forms (i.e. folded and square). [D-βVal3,7]Ascidiacyclamide (βASC) was synthesized by replacing two D-Val-Thz (Val is valine and Thz is thiazole) blocks with D-β-Valine (D-βVal-Thz). This modification expands the peptide ring; the original 24-membered macrocycle of ASC becomes a 26-membered ring. Circular dichroism (CD) spectra showed that, in solution, the structural equilibrium is maintained with βASC, but the folded form is dominant. A copper complex was prepared, namely [[D-βVal3,7]ascidiacyclamide(2-)]aqua-μ-carbonato-dicopper(II) monohydrate, [Cu2(C38H54N8O6S2)(CO3)(H2O)]·H2O, to determine the effect of the change in ring size on the coordinated structure. The obtained bis-CuII-βASC complex contains two water molecules and a carbonate anion. Two CuII ions are chelated by three N-donor atoms of two Thz-Ile-Oxz (Ile is isoleucine and Oxz is oxazoline) units. An O atom of the carbonate anion bridges two CuII ions, forming two square pyramids. These features are similar to the previously reported structure of the CuII-ASC complex, but the two pyramids are enveloped inside t...Continue Reading

References

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Jul 6, 2014·Journal of Peptide Science : an Official Publication of the European Peptide Society·Akiko AsanoMitsunobu Doi
Jan 9, 2015·Acta Crystallographica. Section C, Structural Chemistry·George M Sheldrick
Feb 10, 2016·Journal of Peptide Science : an Official Publication of the European Peptide Society·Akiko AsanoMitsunobu Doi
Sep 18, 2018·Journal of Peptide Science : an Official Publication of the European Peptide Society·Akiko AsanoMitsunobu Doi

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Citations

Nov 13, 2019·Journal of Peptide Science : an Official Publication of the European Peptide Society·Akiko AsanoMitsunobu Doi

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