Synthesis of (2S, 5R) - [5-2H] Proline
β Scribed by Paola Gramatica; Paolo Manitto; Ada Manzocchi; Enzo Santaniello
- Book ID
- 102374629
- Publisher
- John Wiley and Sons
- Year
- 1981
- Tongue
- French
- Weight
- 318 KB
- Volume
- 18
- Category
- Article
- ISSN
- 0022-2135
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β¦ Synopsis
Abstract
The title compound was obtained by preferential crystallisation of (2RS,5R)β[5β^2^H]proline. The labelled racemic amino acid was synthesized in five steps from (5R)β[5β^2^H]β2βpyrrolidone, which was prepared by cyclisation of (4R)β[4β^2^H] GABA. The stereospecific label was introduced into GABA enzymatically decarboxylating in ^2^H~2~O (2S)βglutamic acid, in the presence of glutamate decarboxy lase from E. coli.
π SIMILAR VOLUMES
A catalytic deuteration of protected 3,4-dehydro-L-proline using RuCI2(PPh3) 3 followed by RuO~-oxidation gave a 3,4-dideuterated L-pyroglutamic acid derivative which is considered to be a promising precursor for various deuterated amino acids. The present study demonstrates a stereoselective reduct