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  2. An α-Helically Folded α-Aminoisobutyric Acid (Aib) Oligomer That Assembles into a Metal-Peptide Superhelical Nanotube

An α-Helically Folded α-Aminoisobutyric Acid (Aib) Oligomer That Assembles into a Metal-Peptide Superhelical Nanotube

  • J Am Chem Soc. 2025 Jul 2;147(26):22290-22295. doi: 10.1021/jacs.5c03534.
Wei Yuan 1 2 Jenny Pirillo 3 Yuh Hijikata 4 Takuzo Aida 1 2 Hiroshi Sato 2 5
Affiliations

Affiliations

  • 1 Department of Chemistry and Biotechnology, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan.
  • 2 RIKEN Center for Emergent Matter Science, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
  • 3 Department of Materials Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, Aichi 464-8603, Japan.
  • 4 Research Center for Net Zero Carbon Society, Institute of Innovation for Future Society, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, Aichi 464-8601, Japan.
  • 5 International Institute for Sustainability with Knotted Chiral Meta Matter (WPI-SKCM2), Hiroshima University, 1-3-1 Kagamiyama, Higashi-Hiroshima, Hiroshima 739-8526, Japan.
Abstract

α,α-Disubstituted α-amino acids such as α-aminoisobutyric acid (Aib), in their polymeric structures, are known to form a 310-helical conformation rather than an α-helical conformation, which is usually adopted by polymeric α-monosubstituted α-amino acids. Even α-helically folded Aib oligomers are unprecedented, although they have been predicted by theoretical calculations. In the present paper, we report the first α-helically folded Aib oligomer found in the course of our study on the construction of a metal-peptide framework, AibMOF-1. This MOF was synthesized by Zn2+-mediated complexation of a pyridyl-functionalized Aib hexamer, Py-Aib6-Py, and 5-nitroisophthalate (nip2-). Single crystal X-ray diffraction of AibMOF-1 ([Zn(nip)(Py-Aib6-Py)]n) revealed that Py-Aib6-Py in AibMOF-1 carried a C═Oi → NHi+4 hydrogen bonding array characteristic of α-helices, which is distinct from Py-Aib6-Py alone adopting a 310-helical conformation with a C═Oi → NHi+3 hydrogen bonding array. The α-helical Py-Aib6-Py units in AibMOF-1 assembled into a superhelical nanotubular architecture with a porous framework. When just the nitro group of the coligand nip2- was changed to a tert-butyl group, an MOF (AibMOF-2) with a completely different structure formed, where the constituent Py-Aib6-Py units adopted only the 310-helical conformation, just like Py-Aib6-Py in its crystalline structure.

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