BIOMAT Database Logo BIOMAT Database Logo

Synthesis and interaction with metal ions of cyclic oligopeptides bearing carboxyl groups. 1989

Y Fusaoka, and E Ozeki, and S Kimura, and Y Imanishi
Department of Polymer Chemistry, Kyoto University, Japan.

Cyclic di- and tetrapeptides bearing carboxyl or carboxylate groups, cyclo[Glu(OBzl)-Glu(OMe)], cyclo[Glu-Glu(OMe)], cyclo(Glu-Glu), cyclo[Glu(OMe)-Pro)2, and cyclo(Glu-Pro)2, were synthesized and investigated on the intramolecular interaction of carboxyl side chains in the complexation with metal ions in relation with the conformation. The three kinds of cyclic dipeptides were found to take a flagpole boat conformation. Folded conformation of side chains was predominant for cyclo[Glu(OBzl)-Glu(OMe)] and cyclo[Glu-Glu(OMe)]. However, cyclo(Glu-Glu) took an unfolded conformation. Intramolecular interaction of carboxyl groups was observed neither in free state nor in complexation with metal ions. The intramolecular interaction of carboxyl groups was observed in the case of cyclo(Glu-Pro)2 in the absence of metal ions added. Cyclo[Glu(OMe)-Pro]2 and cyclo(Glu-Pro)2 formed a complex with Ca2+ and Ba2+ without participation of side chains.

UI MeSH Term Description Entries
D008674 Metals, Rare Earth A group of elements that include SCANDIUM; YTTRIUM; and the LANTHANOID SERIES ELEMENTS. Historically, the rare earth metals got their name from the fact that they were never found in their pure elemental form, but as an oxide. In addition, they were very difficult to purify. They are not truly rare and comprise about 25% of the metals in the earth's crust. Rare Earth Metal,Rare Earth Metals,Earth Metal, Rare,Earth Metals, Rare,Metal, Rare Earth
D009682 Magnetic Resonance Spectroscopy Spectroscopic method of measuring the magnetic moment of elementary particles such as atomic nuclei, protons or electrons. It is employed in clinical applications such as NMR Tomography (MAGNETIC RESONANCE IMAGING). In Vivo NMR Spectroscopy,MR Spectroscopy,Magnetic Resonance,NMR Spectroscopy,NMR Spectroscopy, In Vivo,Nuclear Magnetic Resonance,Spectroscopy, Magnetic Resonance,Spectroscopy, NMR,Spectroscopy, Nuclear Magnetic Resonance,Magnetic Resonance Spectroscopies,Magnetic Resonance, Nuclear,NMR Spectroscopies,Resonance Spectroscopy, Magnetic,Resonance, Magnetic,Resonance, Nuclear Magnetic,Spectroscopies, NMR,Spectroscopy, MR
D009842 Oligopeptides Peptides composed of between two and twelve amino acids. Oligopeptide
D010456 Peptides, Cyclic Peptides whose amino acid residues are linked together forming a circular chain. Some of them are ANTI-INFECTIVE AGENTS; some are biosynthesized non-ribosomally (PEPTIDE BIOSYNTHESIS, NON-RIBOSOMAL). Circular Peptide,Cyclic Peptide,Cyclic Peptides,Cyclopeptide,Orbitide,Circular Peptides,Cyclopeptides,Orbitides,Peptide, Circular,Peptide, Cyclic,Peptides, Circular
D011485 Protein Binding The process in which substances, either endogenous or exogenous, bind to proteins, peptides, enzymes, protein precursors, or allied compounds. Specific protein-binding measures are often used as assays in diagnostic assessments. Plasma Protein Binding Capacity,Binding, Protein
D004151 Dipeptides Peptides composed of two amino acid units. Dipeptide
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships

Related Publications

Y Fusaoka, and E Ozeki, and S Kimura, and Y Imanishi
Cyclic hexapeptides bearing carboxyl groups. Interaction with metal ions and lipid membrane.
August 1989, International journal of peptide and protein research,
Y Fusaoka, and E Ozeki, and S Kimura, and Y Imanishi
[Interaction between cyclic peptides and metal ions].
July 1983, Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme,
Y Fusaoka, and E Ozeki, and S Kimura, and Y Imanishi
Selective Separation of Metal Ions via Monolayer Nanoporous Graphene with Carboxyl Groups.
October 2016, Analytical chemistry,
Y Fusaoka, and E Ozeki, and S Kimura, and Y Imanishi
Interaction of metal ions with carboxylic and carboxamide groups in protein structures.
October 1990, Protein engineering,
Y Fusaoka, and E Ozeki, and S Kimura, and Y Imanishi
Design, synthesis, and metal binding of novel Pseudo- oligopeptides containing two phosphinic acid groups.
January 2008, Biopolymers,
Y Fusaoka, and E Ozeki, and S Kimura, and Y Imanishi
A stable, pillar-layer metal-organic framework containing uncoordinated carboxyl groups for separation of transition metal ions.
June 2014, Chemical communications (Cambridge, England),
Y Fusaoka, and E Ozeki, and S Kimura, and Y Imanishi
Biological implications of the interaction (via silanol groups) of silicon with metal ions.
January 1986, Ciba Foundation symposium,
Y Fusaoka, and E Ozeki, and S Kimura, and Y Imanishi
Synthesis of polynorbornadienes by ring-opening metathesis polymerization and their saturated derivatives bearing various ester groups and carboxyl groups.
January 2023, RSC advances,
Y Fusaoka, and E Ozeki, and S Kimura, and Y Imanishi
Reactions of labile metal ions with oligopeptides. V. Copper (II) with glycylglycine and glycylsarcosine.
October 1970, Journal of the American Chemical Society,
Y Fusaoka, and E Ozeki, and S Kimura, and Y Imanishi
Interaction of taurine with metal ions.
January 2000, Advances in experimental medicine and biology,
Copied contents to your clipboard!