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Mercury Complexes with Tripodal Pseudopeptides Derived from D ‐Penicillamine Favour a HgS 3 Coordination
Author(s) -
Jullien AnneSolène,
Gateau Christelle,
Lebrun Colette,
Delangle Pascale
Publication year - 2015
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201500421
Subject(s) - chemistry , nitrilotriacetic acid , penicillamine , chelation , coordination complex , mercury (programming language) , coordination number , stereochemistry , methylene , nuclear magnetic resonance spectroscopy , metal , combinatorial chemistry , inorganic chemistry , ion , medicinal chemistry , organic chemistry , computer science , programming language
The pseudopeptides L 4 and L 5 are built on a nitrilotriacetic scaffold and functionalized with three D ‐penicillamine ( D ‐Pen) units. D ‐Pen is an interesting building block and a bulkier analogue of cysteine with the β‐methylene hydrogen atoms replaced by larger methyl groups. The two sulfur ligands L 4 and L 5 are studied here with the toxic Hg II ion. The formation of the two mononuclear complexes Hg L 4 and Hg L 5 is demonstrated by 1 H NMR spectroscopy and mass spectrometry and the tristhiolato coordination is unambiguously evidenced by the UV absorption signatures. An important feature is the stabilization of the HgS 3 coordination mode at the expense of the generally preferred HgS 2 linear coordination. It appears that the hindered D ‐Pen pseudopeptide L 5 is capable of stabilizing the unusual HgS 3 coordination over a large pH range in water, pH > 5.5. This water‐soluble compound can therefore be considered as a promising chelating agent for mercury detoxification.