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Helical self-assembly of an unusual pseudopeptide: crystallographic evidence

  • Arpita Dutta EMAIL logo , Suven Das and Purak Das
Published/Copyright: October 30, 2023
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Zeitschrift für Kristallographie - Crystalline Materials
From the journal Zeitschrift für Kristallographie - Crystalline Materials Volume 238 Issue 11-12

Abstract

Pseudopeptides are a versatile class of organic building blocks having potential applications in a wide range of domains. In the current study, N and C termini protected l-alanine based short pseudopeptide was synthesized, where 5-aminoisophthalic acid (5-AIA), a rigid non-proteogenic γ-amino butyric acid was incorporated as C-terminal residue. The single crystal X-ray analysis revealed that the l-Ala residue of the aforesaid peptide adopts ϕ and ψ values characteristic of polyproline II conformation. Self-assembly of the pseudopeptide seems to represent a supramolecular helical architecture via NH⋯O, CH⋯O hydrogen bonding and π–π interactions.

Keywords: pseudopeptide; 5-aminoisophthalic acid; self-assembly; helical self-assembly
Corresponding author: Arpita Dutta, Department of Chemistry, Rishi Bankim Chandra Evening College, Naihati, 24-Parganas (N), 743165, India, E-mail:

Funding source: SERB (DST), India

Award Identifier / Grant number: TAR/2018/000228

Acknowledgement

AD acknowledges laboratory facilities at R. B. C. Evening College, Naihati.

  1. Research ethics: Not applicable.

  2. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  3. Competing interests: The authors declare no conflicts of interest regarding this article.

  4. Research funding: This work was support by SERB (DST), India for fellowship [No.TAR/2018/000228].

  5. Data availability: Data will be made available on request.

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Supplementary Material

This article contains supplementary material (https://doi.org/10.1515/zkri-2023-0034).

Received: 2023-08-30
Accepted: 2023-09-28
Published Online: 2023-10-30
Published in Print: 2023-11-27

© 2023 Walter de Gruyter GmbH, Berlin/Boston

Articles in the same Issue

  1. Frontmatter
  2. In this issue
  3. Inorganic Crystal Structures (Original Paper)
  4. Cobalt-bearing adamite from Cap Garonne, Mine du Pradet, France – structural relationship to olivenite and magnetic behavior
  5. Organic and Metalorganic Crystal Structures (Original Paper)
  6. Series of new cobalt (II) and nickel (II) trinuclear fluorotrifluoroacetates with tetrahydrofuran – contribution to the inverse coordination chemistry and unique cations
  7. Helical self-assembly of an unusual pseudopeptide: crystallographic evidence
https://doi.org/10.1515/zkri-2023-0034
Keywords for this article
pseudopeptide; 5-aminoisophthalic acid; self-assembly; helical self-assembly

Articles in the same Issue

  1. Frontmatter
  2. In this issue
  3. Inorganic Crystal Structures (Original Paper)
  4. Cobalt-bearing adamite from Cap Garonne, Mine du Pradet, France – structural relationship to olivenite and magnetic behavior
  5. Organic and Metalorganic Crystal Structures (Original Paper)
  6. Series of new cobalt (II) and nickel (II) trinuclear fluorotrifluoroacetates with tetrahydrofuran – contribution to the inverse coordination chemistry and unique cations
  7. Helical self-assembly of an unusual pseudopeptide: crystallographic evidence
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