@misc{10481/85240,
year = {2023},
month = {9},
url = {https://hdl.handle.net/10481/85240},
abstract = {Citrulline is a non-protein amino acid that acts as a metabolic intermediate in the urea
cycle and arginine synthesis. It is present in some foods, although its name derives from watermelon
(Citrullus vulgaris), from which it was first identified. Under normal conditions, Citrulline exists as
a zwitterion in aqueous solutions since its carboxylic and amine groups can act as Lewis donors
to chelate metal cations. In addition, Citrulline possesses in the aliphatic chain a terminal ureide
group, which could also coordinate. Although Citrulline is comparable to other classical amino acids,
its coordination chemistry has yet to be explored. Only two metal complexes have been reported,
and the copper complex is a polymeric and insoluble material. As part of our search for active
Casiopeina® analogs, we created a more soluble complex by combining 2,20-Bipyridine into a new
mixed material, resulting in the mononuclear complex [Cu(Bipy)(Citr)(H2O)(NO3)] H2O. Singlecrystal
X-ray diffraction, spectroscopic methods (FT-IR, UV-Vis, Raman), and mass spectrometry
characterized the material. Interestingly, both isomers of Citrulline, R(D), and S(L) are present in
the same crystal. In addition, the molecular structure and electronic properties of the complex were
calculated using density functional theory (DFT). Non-covalent interactions were characterized using
the atoms-in-molecules (AIM) approach and Hirshfeld surface (HS) analysis. This ternary complex
containing Citrulline and 2,20-Bipyridine will be used for docking calculations and preliminary
biological studies using calf thymus DNA (CT-DNA) and plasmid pUC19 as a first approximation to
cytotoxic activity against cancer cell lines},
organization = {Project 100517029-VIEP (BUAP, México)},
organization = {The PRODEP Academic Group BUAP-CA-263
(SEP, Mexico)},
organization = {Ministerio de Universidades},
organization = {Next Generation for the Margarita Salas
contract 401 (Spain)},
publisher = {MDPI},
keywords = {Citrulline},
keywords = {2,20-Bipyridine},
keywords = {Copper complex},
keywords = {DFT},
keywords = {Hirshfeld surface},
title = {D,L-Citrullinato-bipyridine Copper Complex: Experimental and Theoretical Characterization},
doi = {10.3390/cryst13091391},
author = {Ramírez Contreras, Diego and García García, Amalia},
}