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New Developments in the Synthesis of Natural and Unnatural Amino Acids
Author(s) -
KAMPHUIS J.,
MEIJER E. M.,
BOESTEN W. H. J.,
SONKE T.,
TWEEL W. J. J.,
SCHOEMAKER H. E.
Publication year - 1992
Publication title -
annals of the new york academy of sciences
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.712
H-Index - 248
eISSN - 1749-6632
pISSN - 0077-8923
DOI - 10.1111/j.1749-6632.1992.tb35665.x
Subject(s) - natural (archaeology) , amino acid , chemistry , biochemistry , biology , paleontology
SUMMARY Amino acids play an important role in biochemistry and chemistry. They are the building blocks of proteins and play an essential role in the regulation of the metabolism of living organisms. In general, it can be stated that microbial processes (fermentation) are the industrial production methods of choice for large‐scale production of naturally occuring proteinogenic L‐α‐ H ‐amino acids, while for the production of synthetic D‐ and/or L‐α‐ H ‐amino acids, several other methods are highly competitive. At DSM, several routes, i.e., (chemoenzymatic) synthesis, towards L‐α ‐H and D‐α‐ H ‐amino acids have been elaborated since the midseventies. A general process for the synthesis of natural as well as synthetic optically pure amino acids has been developed, using an enzymatic kinetic resolution step on racemic amino acid amides as the key step. In this case, both enantiomers of the α‐ H ‐amino acids are prepared in one single step. This process has been commercialized since 1988. More recent developments using L‐ or D‐amino peptidases in combination with amino acid amide racemases and an asymmetric transformation concept are discussed.