Turkish Journal of Chemistry
Abstract
This study highlights the potential of organometallic carbonyl complexes as selective markers for biomolecules, enabling sensitive infrared (IR) detection. The regio- and stereoselective coupling of N-acetylhistamine, a histidine analogue, with the precursor complex 1 [Fe(CO)₃(1,4-η⁵-N-pyridiniocyclohexa-1,3-diene)] BF₄ affords the labeled complex 3 [Fe(CO)₃(1,4-η⁵-N-acetylhistaminocyclohexa-1,3-diene)]. X-ray diffraction (XRD) confirms the exo stereochemistry and reveals a rigid, well-defined architecture. IR and 1H nuclear magnetic resonance spectroscopic studies combined with IR-monitored acid–base titration demonstrate the complex’s stability in aqueous media between pH 5 and 8, alongside a modest increase in basicity relative to the free ligand. These findings establish the Fe(CO)₃ moiety as a robust platform for selective labeling of peptides and proteins, paving the way for targeted applications in bioorganometallic chemistry and spectroscopic imaging.
Author ORCID Identifier
SALAH MERNIZ: 0000-0002-2037-0485
LOUIZA HIMED: 0009-0001-2175-5766
ROFIA DJERRI: 0009-0003-8207-9444
BELKIS AKACHAT: 0009-0004-2219-1802
DOI
10.55730/1300-0527.3773
Keywords
Iron carbonyl complexes, molecular labeling, acid-base analysis, Fourier transform infrared (FTIR) spectroscopy, single-crystal X-ray diffraction study
First Page
821
Last Page
830
Publisher
The Scientific and Technological Research Council of Türkiye (TÜBİTAK)
Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 International License.
Recommended Citation
MERNIZ, S, HIMED, L, DJERRI, R, & AKACHAT, B (2025). Bioorganometallic tagging of N-acetylhistamine with an Fe(CO)₃ unit: synthesis, X-ray structure, and protonation behavior. Turkish Journal of Chemistry 49 (6): 821-830. https://doi.org/10.55730/1300-0527.3773
