ChemInform Abstract: PEPTIDE FORMATION IN THE PRESENCE OF A METAL ION PROTECTING GROUP. 4. SYNTHESIS OF PENTA- AND HEXAPEPTIDE SEQUENCES WITH THE PENTAAMMINECOBALT(III) COMPLEX

1982 ◽  
Vol 13 (43) ◽  
Author(s):  
S. S. ISIED ◽  
A. VASSILIAN ◽  
J. M. LYON
Keyword(s):  
Metal Ion ◽  
Protecting Group ◽  
Group 4 ◽  
Peptide Formation

A Review on Molecular Electrochemistry of Metallocene Dichloride and Dimethyl Complexes of Group 4 Metals: Redox Properties and Relation with Optical Ligand-to-Metal Charge Transfer Transitions

2001 ◽  
Vol 66 (2) ◽  
pp. 185-206 ◽  
Author(s):  
Galina V. Loukova ◽  
Vladimir V. Strelets
Keyword(s):  
Charge Transfer ◽  
Metal Ion ◽  
Energy Gap ◽  
Optical Transition ◽  
Electrochemical Techniques ◽  
Redox Potentials ◽  
Metal Charge ◽  
Group 4 ◽  
Metal Charge Transfer ◽  
Metallocene Complexes

Emphasis is given to redox, photophysical, and photochemical properties of homologous bent metallocenes of group 4 transition metals. Comparative analysis of a variety of electron-transfer induced transformations and ligand-to-metal charge-transfer excited states is performed for bent metallocene complexes upon systematic variation of the identity of the metal ion (Ti, Zr or Hf), ancillary π- and monodentate σ- (Cl, Me) ligands. For such organometallic π-complexes, linear correlations exist between energies of optical and redox HOMO-to-LUMO electron transitions. It is suggested that combination of spectroscopic and electrochemical techniques provides important diagnostics to determine "ionisation potential" and "electron affinity" in solution (relative energies of frontier molecular orbitals obtained as redox potentials) and the energy gap in metallocene complexes. Some of earlier instructive cases of direct relationship between optical transition energies and differences in redox potentials revealed for inorganic and coordination compounds are discussed.

Development of the Carboxamide Protecting Group, 4-(tert-Butyldimethylsiloxy)-2-methoxybenzyl

2011 ◽  
Vol 76 (22) ◽  
pp. 9278-9293 ◽  
Author(s):  
Kazuhiro Muranaka ◽  
Satoshi Ichikawa ◽  
Akira Matsuda
Keyword(s):  
Protecting Group ◽  
Group 4

ChemInform Abstract: Development of the Carboxamide Protecting Group, 4-(tert-Butyldimethylsiloxy)-2-methoxybenzyl.

ChemInform ◽  
2012 ◽  
Vol 43 (12) ◽  
pp. no-no
Author(s):  
Kazuhiro Muranaka ◽  
Satoshi Ichikawa ◽  
Akira Matsuda
Keyword(s):  
Protecting Group ◽  
Group 4

scholarly journals Dipeptidesterkomplexe von Platin(II) durch Peptidsynthese an N-koordinierten α-Aminosäuren / Dipeptide Ester Complexes of Platinum (II) from Reaction of N-coordinated α-Amino Acids with Amino Acid Esters

1972 ◽  
Vol 27 (10) ◽  
pp. 1140-1145 ◽  
Author(s):  
Bernhard Purucker ◽  
Wolfgang Beck
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Infrared Spectra ◽  
Coupling Agent ◽  
Metal Ion ◽  
Amino Acid Esters ◽  
Protecting Group ◽  
New Compounds ◽  
Acid Esters

Complexes of the type trans-X2Pt (NH2CHRCOOH)2 (X = Cl, Br, J; R = H, CH3, CH(CH3)2, CH2OH) react with amino acid esters (GlyOCH3, GlyOC2H5) and N,N′-dicyclohexylcarbodiimide as coupling agent to form the corresponding dipeptide ester derivatives trans-X2Pt (NH2CHRC (O) NHCH2CO2R′) 2. In these reactions the metal ion acts as N-terminal protecting group. The infrared spectra of the new compounds are reported.

scholarly journals Studies on the synthesis of peptides containing dehydrovaline and dehydroisoleucine based on copper-mediated enamide formation

2016 ◽  
Vol 12 ◽  
pp. 564-570 ◽  
Author(s):  
Franziska Gille ◽  
Andreas Kirschning
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Protecting Group ◽  
Peptide Fragments ◽  
Reaction Conditions ◽  
Peptide Formation ◽  
Cross Coupling Reaction ◽  
Vinyl Iodide ◽  
Acyl Amide ◽  
Optimized Conditions

The preparation of peptide fragments containing dehydrovaline and dehydroisoleucine moieties present in the antibiotic myxovalargin is reported. Peptide formation is based on a copper-mediated C–N cross-coupling protocol between an acyl amide and a peptidic vinyl iodide. The presence of a neighboring arginine in the vinyl iodide posed a challenge with respect to the choice of the protecting group and the reaction conditions. It was found that ornithine – a suitable precursor – is better suited than arginine for achieving good yields for the C–N cross-coupling reaction. The optimized conditions were utilized for the synthesis of peptides 32, 33, 39 and 40 containing a neighboring ornithine as well as for the tripeptide 44 containing dehydroisoleucine with the correct stereochemistry.

Peptide formation in the presence of metal ion protecting groups

2009 ◽  
Vol 19 (4) ◽  
pp. 354-360 ◽  
Author(s):  
STEPHAN S. ISIED ◽  
JOHN LYON ◽  
ASBED VASSILIAN
Keyword(s):  
Metal Ion ◽  
Protecting Groups ◽  
Peptide Formation
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