Synthesis, structure, Hirshfeld surface analysis of the new copper complex of 3,5-dinitrobenzoic acid and docking study of its metal complexes bioactivity

Ибрагимов, А. А.; Ashurov, Jamshid; Ибрагимов, Б. Т.; Eshimbetov, A. G.; Azimova, Shakhnoza S.; Tilyakov, Z. G.; Dusmatov, Aziz F.

doi:10.1016/j.molstruc.2023.136105

Cited by 6 publications

(1 citation statement)

References 21 publications

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“…Synthetic procedures, spectral characterization of designed peptides, NMR, HRMS spectra and crystallography data and CIF files of 2 a-c and 2 i (2 a: CCDC2332001, 2 b: CCDC2329669, 2 c: CCDC2326518, and 2 i: CCDC2330208), and supplementary references. [41][42][43][44][45][46][47] The supporting information is available free of charge.…”

Section: Supporting Informationmentioning

confidence: 99%

Stabilizing Bifurcated Hydrogen Bond in 8‐Aminoquinoline Appended Peptides

Shekhar,

Meena,

Lal

et al. 2024

Chemistry An Asian Journal

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The hydrogen bonding interaction between an amide N−H and the amide N of the preceding residue is prevalent in proline‐containing proteins and peptides. However, the N‐H···N hydrogen bonding interaction is rare in non‐prolyl natural peptides due to restricted dihedral angles. Herein, we stabilize this type of interaction in 8‐aminoquinoline appended non‐prolyl peptides through bifurcated N···H···N hydrogen bond. The 8‐aminoquinoline‐incorporated model peptides 2a‐i were designed, synthesized, and the crystal structures of 2a‐c and 2i were solved. Analysis of crystal data reveals that the amide N‐H of aminoquinoline is involved in bifurcated hydrogen bonding interaction with the nitrogen of the preceding amino acid residue and the nitrogen in quinoline. Analysis of crystal packing, Hirshfeld surface and fingerprint plots confirms that the intermolecular O···H contacts significantly contribute to stabilizing bifurcated N···H···N hydrogen bonding interaction. Furthermore, NMR experiments and CD spectroscopy were conducted to examine the preferred conformation in solution, and the data corroborate with the crystal structure conformation.

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