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Herbst-Engel Transamination

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr309

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Herbst-Engel Transamination. Comprehensive Organic Name Reactions and Reagents. 309:1388–1391.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

The transfer of an amino group from an α-amino acid to an α-keto acid to form a newα-amino acid is known as Herbst–Engel transamination. The amino acids without α-hydrogen, such as α-aminoisobutyric acid, are inactive for this reaction. It has been observed that the substituent on both α-amino acids and α-keto acids affect the extent of decarboxylation and that carbon dioxide evolution is much faster for transamination with arylaminoacetic acid. Copper or iron salts catalyze the transamination between α-amino acid and glyoxylate to form glycine and the corresponding keto acid without decarboxylation. This reaction has been applied for the synthesis aldehydes and α-amino acids.

Keywords:

  • α-amino acid;
  • copper;
  • decarboxylation;
  • transamination