L‐Nτ‐methylhistidine methyl ester, MeHisOMe, has been employed as a potential ligand to mimic the histidine brace‐type coordination of copper ions in enzymes such as the particulate methane monoxygenase or lytic polysaccharide monooxygenases. M...
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https://www.riss.kr/link?id=O112044828
R. Peifer ; L. Müller ; S. Hoof ; F. Beckmann ; B. Cula ; C. Limberg
2021년
-
0044-2313
1521-3749
SCOPUS;SCIE
학술저널
1789-1796 [※수록면이 p5 이하이면, Review, Columns, Editor's Note, Abstract 등일 경우가 있습니다.]
0
상세조회0
다운로드다국어 초록 (Multilingual Abstract)
L‐Nτ‐methylhistidine methyl ester, MeHisOMe, has been employed as a potential ligand to mimic the histidine brace‐type coordination of copper ions in enzymes such as the particulate methane monoxygenase or lytic polysaccharide monooxygenases. M...
L‐Nτ‐methylhistidine methyl ester, MeHisOMe, has been employed as a potential ligand to mimic the histidine brace‐type coordination of copper ions in enzymes such as the particulate methane monoxygenase or lytic polysaccharide monooxygenases. MeHisOMe was prepared by double‐methylation of histidine methyl ester. Subsequently, its complexation by diphosphine copper(I) precursors [Cu(P^P)(MeCN)2]BF4 was tested, which led to the complexes [Cu(P^P)(MeHisOMe)]BF4 (P^P=dpePhos: 1, P^P=XantPhos: 2, P^P=dppf: 3). 1–3 were fully characterized, also by single crystal X‐ray analysis, thus providing first structural data for copper complexes with a synthetic, authentic histidine brace. The complexes proved inert in contact with dioxygen. To improve the biomimetic character attempts were made to formally replace the diphosphine ligands by bis(pyrazolyl)methanes, Bpm. Correspondingly, [BpmCu(NCMe)x]BF4 precursors were synthesized, with different substituents at the 3‐positions of the pyrazolyl (i. e. Bpm=di(3‐(phenyl)‐1H‐pyrazol‐1‐yl)diphenylmethane, di(3‐(mesityl)‐1H‐pyrazol‐1‐yl)methane and di(3‐(tert‐butyl)‐1H‐pyrazol‐1‐yl)diphenylmethane). Addition of MeHisOMe to these complexes led to products that were so sensitive towards oxidation by the environment that they eluded isolation. One experiment provided blue crystals as a product of such a reaction. They belonged to a salt with a complex cation consisting of a Cu(μ‐OH)2Cu core ligated by two MeHisOMe ligands, which dimerises in the solid state to give [Cu4(OH)4(MeHisOMe)4]4+.
In celebration of the 80th birthday of Hansgeorg Schnöckel