A new route to "bifunctional" chelating agents: Conversion of amino acids to analogs of ethylenedinitrilotetraacetic acid

Simon M. Yeh, David G. Sherman, Claude F. Meares

Research output: Contribution to journalArticle

96 Scopus citations


Via the amides, α-amino acids can be converted to analogs of ethylenedinitrilotetraacetic acid, with retention of configuration at the asymmetric carbon. 1-(p-Carboxymethoxybenzyl)-ethylenedinitrilotetraacetic acid has been prepared from l-tyrosine and then coupled as the iron(III) chelate to 1,2-diaminoethane or to human serum albumin. The iron(III) chelate is effective in preventing EDTA carboxyl groups from reacting via carbodiimide coupling with amino groups. After the coupling reaction, iron is readily removed from the chelate upon reduction with ascorbate. These new procedures possess several attractive features for the use of "bifunctional" chelating agents in biophysical studies.

Original languageEnglish (US)
Pages (from-to)152-159
Number of pages8
JournalAnalytical Biochemistry
Issue number1
StatePublished - Nov 15 1979


ASJC Scopus subject areas

  • Biochemistry
  • Biophysics
  • Molecular Biology

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