Radical induced fragmentation of amino acid esters using triphenylcorrole(CuIII) complexes.
A triphenylcorrole(CuIII) complex is covalently bound to amino acid esters at the nitrogen atom. As a result radical anions are generated, inducing the occurrence of side-chain reactions under CID conditions. Almost all of the amino acid esters that were studied show abundant ions that correspond to fragmentation at the alpha carbon either with or without the loss of the alkoxy ester moiety. Distinctive CID spectra were also recorded for leucine and isoleucine complexes. Initial results with short peptides are also shown.
Denekamp
Chagit
C
Department of Chemistry and Institute of Catalysis Science and Technology, Technion - Israel Institute of Technology, Haifa, Israel. chchagit@tx.technion.ac.il
Rabkin
Emilia
E
D000596:Amino Acids / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D004952:Esters / Q000737:chemistry; D007532:Isoleucine / Q000737:chemistry; D007930:Leucine / Q000737:chemistry; D008665:Metalloporphyrins / Q000737:chemistry; D011166:Porphyrins / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization / Q000379:methods*; D013730:Terphenyl Compounds / Q000737:chemistry*
D000596:Amino Acids; D004952:Esters; D008665:Metalloporphyrins; D011166:Porphyrins; D013730:Terphenyl Compounds; C431863:corrole; D007532:Isoleucine; D003300:Copper; D007930:Leucine