# Novel Helical Metallocryptand for Size-Selective Recognition of Amino Acid Derivatives with Aliphatic Side Chains
> Firdausiah S.

URL kanonis: https://discover.unhas.ac.id/publications/novel-helical-metallocryptand-for-size-selective-recognition-of-amino-acid-deriv
Jurnal / Konferensi: Chemistry A European Journal
Tahun terbit: 2025
DOI: https://doi.org/10.1002/chem.202501277
ISSN: 09476539
Kuartil SJR: Q1
Citations: 2

## Authors
- Firdausiah S.

## Abstract
The novel tris(salen)-type metallocryptand, LNi<sub>3</sub>, was designed and synthesized. Its crystallographic analysis revealed the presence as a helical enantiomeric pair, right-handed (P) and left-handed (M) forms, rather than the meso form, which was energetically supported by density functional theory (DFT) calculations. This LNi<sub>3</sub> host was capable of recognizing amino acid derivatives by several non-covalent interactions, showing a selectivity to those bearing an aliphatic side chain. Its shape-persistent nature of the cryptand facilitated the size-based discrimination, which was clearly demonstrated by <sup>1</sup>H NMR spectroscopic titration studies. Recognition of some of the guests caused the emergence of CD signals, indicating the biased P/M helix inversion equilibrium of LNi<sub>3</sub>. Three aliphatic side-chain guests, Val, Ile, and Leu, caused an M-favored shifting, while two π-containing side-chain guests, Arg and Trp, showed a preference to the P form. This metallocryptand, LNi<sub>3</sub>, overcomes the limitation in recognition of less polar amino acids having an alkyl side chain and provides future applications in molecular recognition, biochemical sensing, and enantiomeric sensing.

## Keywords
- Side chain
- Chemistry
- Stereochemistry
- Organic chemistry
- Polymer

---
Sumber: Discover Unhas — RIMS Universitas Hasanuddin.
Saat mengutip, gunakan DOI bila tersedia atau URL kanonis di atas.