D-pyroglutamic acid production from L-glutamic acid by successive racemization, resolution and dehydration

Chia Hong Cheng, Shau Wei Tsai*

*Corresponding author for this work

Research output: Contribution to journalJournal Article peer-review

Abstract

A synthesis process has been developed to produce D-pyroglutamic acid (D-PGA) from L-glutamic acid (L-GA) by employing successive racemization of L-GA, resolution of D,L-glutamic acid (D,L-GA) and dehydration of D-glutamic acid (D-GA). Aqueous NaOH solution of pH>13 at 160°C has been selected as the best racemization medium. The system of 140% supersaturation that contains 1 g of seeds at 50°C was further screened as the best condition by use of preferential crystallization. An irreversible first-order kinetics has been employed to simulate the dehydration of D-GA, in which the activation energy of 40.0 kJ/mol was determined. Increasing the temperature results in high dehydration rate with low stereopurity for the desired D-PGA, in which 130°C was selected as the best dehydration temperature.

Original languageEnglish
Pages (from-to)177-182
Number of pages6
JournalJournal of the Chinese Institute of Chemical Engineers
Volume31
Issue number2
StatePublished - 03 2000
Externally publishedYes

Keywords

  • D-pyroglutamic acid
  • Dehydration
  • L-glutamic acid
  • Preferential crystallization
  • Racemization
  • Resolution

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