Synthesis and infrared spectra of some transition metal complexes of α-amino acid esters

1967 ◽  
Vol 20 (4) ◽  
pp. 675 ◽  
Author(s):  
RW Hay ◽  
LJ Porter

A variety of transition metal complexes of a-amino acid esters have been synthesized, and characterized by analysis, conductivity measurements, and infrared spectra. The complexes can be broadly divided into two groups: (a) complexes in which only a metal-nitrogen bond occurs with the α-amino group of the ester, and (b) complexes in which chelate ring formation occurs via secondary donor groups on the ligand. These latter complexes are found with methyl L-histidinate, methyl γ-glutamate, and methyl L-cysteinate. With the exception of a methyl tryptophanate complex, the infrared spectra show that there is no interaction between the carbonyl group of the ester and the metal ion. The visible spectra of aqueous solutions of the esters and copper(II) at a ligand/metal ratio of 5 : 1 have maxima in the 600-650 mμ range at pH 7 consistent with copper-nitrogen bonding only.

1972 ◽  
Vol 27 (10) ◽  
pp. 1140-1145 ◽  
Author(s):  
Bernhard Purucker ◽  
Wolfgang Beck

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.


ChemInform ◽  
2015 ◽  
Vol 46 (29) ◽  
pp. no-no
Author(s):  
Jie Zhang ◽  
Ying Shao ◽  
Yaxiong Wang ◽  
Huihuang Li ◽  
Dongmei Xu ◽  
...  

1999 ◽  
Vol 54 (3) ◽  
pp. 385-388 ◽  
Author(s):  
Reinhold Urban ◽  
Kurt Polbom ◽  
Wolfgang Beck

α-Amino acid esters can be added to a carbonyl ligand of [CpFe(CO)3]+CF3SO3- to give the carbamoyl complexes Cp(OC)2Fe-C(O)NHCHRCO2R′ (R = H, Me, CHMe2, CH2Ph; R′ = Et, Me). This type of reaction may be useful for the marking of peptides at the amino end. The crystal structure of Cp(OC)2Fe-C(O)NHCH2CO2Et was determined by X-ray diffraction.


RSC Advances ◽  
2017 ◽  
Vol 7 (17) ◽  
pp. 10158-10174 ◽  
Author(s):  
Lorenzo Biancalana ◽  
Marco Bortoluzzi ◽  
Eleonora Ferretti ◽  
Mohammad Hayatifar ◽  
Fabio Marchetti ◽  
...  

We describe the synthesis of rare coordination compounds of early transition metals with α-amino acids and α-amino acid esters, the unusual C–C dimerization ofl-proline, and the stabilization of reactive α-ammonium acylchloride cations.


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