@misc{10481/77864,
year = {2022},
month = {9},
url = {https://hdl.handle.net/10481/77864},
abstract = {Citrulline (C6H13N3O3) is a non-protein amino acid found in watermelon. In physiological
conditions, it is almost entirely present as a zwitterion, so its carboxylic and amine groups can act as
Lewis donors, chelating metallic cations. In addition, Citrulline possesses a terminal ureide group of
the aliphatic chain, which appears to be non-innocent. Although Citrulline is similar to other classical
amino acids, only one coordination complex has been reported in the Cambridge Crystallographic
Database. As part of our search for Casiopeina® analogs, we synthesized and characterized the
copper bis-citrullinato complex, [Cu(Citr)2]n. The compound was described using UV-Vis, Infrared,
and Raman spectroscopy, together with single-crystal X-ray diffraction. Computational tools were
also used. The optimized structure, MEP map, IR and Raman spectra, and 1H and 13C chemical shifts
were obtained with functional mPW1PW91 using 6-31G(d) basis set for N, O, C, and H atoms, and
LANL2DZ basis set and ECP=LANL2DZ for the Cu atom. TD-mPW1PW91 calculations generated
the UV-Vis spectrum. Finally, AIM and Hirshfeld surface analysis were used to examine noncovalent
interactions. Previous investigations suggest Casiopeina®-like complexes can interact with
DNA/RNA, creating potential anticancer chemicals. The [Cu(Citr)2]n complex’s polymeric nature
and insolubility make it difficult for such purposes. However, the facile synthesis of D-Citrulline
could be a novel way to find new applications for this interesting amino acid.},
organization = {PRODEP Academic Group (SEP, Mexico)	BUAP-CA-263},
organization = {Ministerio de Universidades and Next Generation for the Margarita Salas contract (Spain)	401
100108444-VIEP
100256733-VIEP
100233622-VIEP},
publisher = {MDPI},
keywords = {Citrulline},
keywords = {Copper},
keywords = {DFT calculations},
keywords = {Hirshfeld surface analysis},
keywords = {Non-covalent interactions},
title = {Bis-Citrullinato Copper(II) Complex: Synthesis, Crystal Structure, and Non-Covalent Interactions},
doi = {10.3390/cryst12101386},
author = {Ramírez Contreras, Diego and García García, Amalia and Choquesillo Lazarte, Duane and Rodríguez Diéguez, Antonio},
}