Linked Life Data

18281940

Source:http://linkedlifedata.com/resource/pubmed/id/18281940

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
7
pubmed:dateCreated
2008-4-1
pubmed:abstractText
A new macrocyclic chelator, 6,6',6''-(1,4,7-triazonane-1,4,7-triyl)tris(methylene)tris(5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one) (H3NOKA), was synthesized from the reaction of 1 equiv of 1,4,7-triazacyclononane (TACN) and 3 equiv of kojic acid (KA) in the presence of excess formaldehyde. The reaction of H 3NOKA with metal salt forms complexes M(NOKA) (M = Ga, In, and Fe) and Cu(HNOKA). H 3NOKA and its complexes, M(NOKA) (M = Ga, In, and Fe) and Cu(HNOKA), have been characterized by IR, UV/vis, ESI-MS, and elemental analysis. Structures of Ga(NOKA), Fe(NOKA), and Cu(HNOKA) were determined by X-ray crystallography. In the solid state, Ga(NOKA) and Fe(NOKA) are isostructural with the distorted octahedral geometry. In contrast, Cu(HNOKA) has the distorted square-pyramidal coordination geometry in which NOKA is pentadentate with three amine-N and two enolate-O atoms bonding to Cu(II) and one of three 3-hydroxy-4-pyrone chelating arms remaining free and protonated. The cyclic voltammogram of Fe(NOKA) exhibits a quasi-reversible redox wave at E(1/2) = -0.53 mV from the Fe(III)(NOKA)/Fe(II)(NOKA)(-) couple, whereas Cu(HNOKA) shows an irreversible one-electron reduction of Cu(II)(HNOKA)/Cu(I)(HNOKA)(-) at E(pc) = -0.87 V. These low redox potentials indicate that Fe(III) in Fe(NOKA) and Cu(II) in Cu(HNOKA) are preferentially stabilized by NOKA. The variable-temperature (1)H NMR spectral data show that Ga(NOKA) is more rigid than that of In(NOKA) in the solution. The results from this study suggest that the C-substituted NOKA derivatives might be useful as bifunctional chelators for (68)Ga-labeling of small biomolecules, while the corresponding N-substituted analogues are probably more suitable for preparation of the (64)Cu-based target-specific radiotracers.
pubmed:grant
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Apr
pubmed:issn
0020-1669
pubmed:author
pubmed:issnType
Print
pubmed:day
7
pubmed:volume
47
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
2719-27
pubmed:dateRevised
2010-4-29
pubmed:meshHeading
pubmed:year
2008
pubmed:articleTitle
Synthesis and characterization of a novel macrocyclic chelator with 3-hydroxy-4-pyrone chelating arms and its complexes with medicinally important metals.
pubmed:affiliation
School of Health Sciences, Purdue University, 550 Stadium Mall Drive, West Lafayette, Indiana 47907, USA.
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't, Research Support, N.I.H., Extramural