Linked Life Data

19921066

Source:http://linkedlifedata.com/resource/pubmed/id/19921066

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
46
pubmed:dateCreated
2009-11-20
pubmed:abstractText
A series of dipicolylamine (DPA)-functionalized amino acid ligands with a pendant C-glycosyl amide has been synthesized and complexed with Cu(II) and Zn(II). Amino acid derivatives equipped with a DPA unit were conjugated with C-glycosylamine prepared from acetobromoglucose in 4 steps. These ligands bind to metal ions as a N(3) or N(3)O chelate utilizing three DPA nitrogens and carbamoyl oxygen atoms. In the crystal structures of copper(II) and zinc(II) complexes of AcL1 (2-(N',N'-bis(2'''-pyridylmethyl)amino)-N-(2'-(2'',3'',4'',6''-tetra-O-acetyl-beta-D-glucopyranosyl)ethyl)acetamide, carbamoyl oxygen binds to the metal centre, however, NMR analysis reveals that AcL1 acts as a tridentate ligand in solution. The CD spectrum of the copper(II) complex with glycine-based AcL1 at the d-d transition region indicates that the chirality at the sugar moiety does not induce an asymmetric metal coordination environment. In contrast, the chirality at the amino acid moiety for alanine and phenylalanine derivatives, AcL2 and AcL3, respectively, induces characteristic Cotton effect in the 500-800 nm region depending on the nature of the alpha-carbon substituent of the amino acid moiety.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Dec
pubmed:issn
1477-9234
pubmed:author
pubmed:issnType
Electronic
pubmed:day
14
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
10305-10
pubmed:meshHeading
pubmed:year
2009
pubmed:articleTitle
Copper(II) and zinc(II) complexes with C-glycoside-pendant dipicolylamine (DPA)-amino acid conjugates.
pubmed:affiliation
KYOUSEI Science Center, Nara Women's University, Nara, 630-8506, Japan. mikata@cc.nara-wu.ac.jp
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't