A Divergent Strategy for Attaching Polypyridyl Ligands to Peptides

被引:17
|
作者
Jabre, Nitinkumar D. [1 ]
Respondek, Tomasz [1 ]
Ulku, Selma A. [1 ]
Korostelova, Nadiya [1 ]
Kodanko, Jeremy J. [1 ]
机构
[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 03期
关键词
SOLID-PHASE SYNTHESIS; ALPHA-AMINO-ACIDS; DE-NOVO DESIGN; STEREOSELECTIVE-SYNTHESIS; METAL-COMPLEX; DNA CLEAVAGE; ENANTIOSELECTIVE SYNTHESIS; CELLULAR UPTAKE; IN-VITRO; DERIVATIVES;
D O I
10.1021/jo9021953
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A divergent method for incorporating polypyridyl ligands into peptides is reported. Three N-Fmoc unnatural amino acids (1-3) that contain varying linkers between the alpha-carbon and a 2-(hydroxymethyl)pyridyl group were synthesized in enantioenriched form. These amino acids were used as anchors for incorporating multidentate ligands onto a peptide chain in a site-specific fashion. Multiple peptide-ligand conjugates were synthesized from single precursors by solution- or solid-phase methods. Peptides containing more than one metal-binding unit can be produced by this method.
引用
收藏
页码:650 / 659
页数:10
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