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
相关论文
共 50 条
  • [31] Alkylruthenium Complexes Containing Polypyridyl Ligands: Synthesis, Characterization, and Immobilization on Silica
    Huang, Enrique Kwan
    Cheung, Wai-Man
    Chan, Ka-Wang
    Lam, Frank Leung-Yuk
    Hu, Xijun
    Zhang, Qian-Feng
    Williams, Ian D.
    Leung, Wa-Hung
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2013, (16) : 2893 - 2899
  • [32] Sensitization of Tb3+ Luminescence with Polypyridyl Ligands in a Nafion Membrane
    Shilov, S. M.
    Gavronskaya, K. A.
    Borisov, A. N.
    Pak, V. N.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2008, 78 (09) : 1775 - 1779
  • [33] Synthesis and characterization of rhodium(III) complexes using mixed polypyridyl ligands
    Nunez, Peter
    Amarante, Daniel
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [34] Characteristics and biological properties of chloride complexes of cobalt(II) with polypyridyl ligands
    Dawid, Urszula
    Pruchnik, Florian P.
    Pazdzior-Makowska, Joanna
    Ulaszewski, Stanislaw
    PRZEMYSL CHEMICZNY, 2011, 90 (02): : 174 - 179
  • [35] Attaching Importance to the Strategy of Mathematical Culture in College Mathematics Teaching
    Zhou, Xiaohong
    Deng, Changrui
    3RD INTERNATIONAL CONFERENCE ON SOCIAL SCIENCE, MANAGEMENT AND ECONOMICS (SSME 2017), 2017, : 769 - 774
  • [36] Synthesis and characterization of rhodium(III) complexes using mixed polypyridyl ligands
    Nunez, Peter
    Amarante, Daniel
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
  • [37] Synthetic approaches to polypyridyl bridging ligands with proximal multidentate binding sites
    Zong, RF
    Wang, D
    Hammitt, R
    Thummel, RP
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (01): : 167 - 175
  • [38] Interaction of cobalt(III) polypyridyl complexes containing asymmetric ligands with DNA
    Nagababu, Penumaka
    Shilpa, Mynam
    Satyanarayana, Sirasani
    Latha, Jeevigunta Naveena Lavanya
    Karthikeyan, Kilampalli Shivaramasastri
    Rajesh, Medisetti
    TRANSITION METAL CHEMISTRY, 2008, 33 (08) : 1027 - 1033
  • [39] Copper(II)-azido complexes constructed from polypyridyl amine ligands
    Mautner, Franz A.
    Koikawa, Masayuki
    Mikuriya, Masahiro
    Harrelson, Emily V.
    Massoud, Salah S.
    POLYHEDRON, 2013, 59 : 17 - 22
  • [40] Tuned helical array of RhIII/IrIII Cp* complexes with polypyridyl ligands
    Singh, Sanjay K.
    Chandra, Manish
    Dubey, Santosh K.
    Pandey, Daya S.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2006, (19) : 3954 - 3961