Document Detail


New developments in the synthesis of natural and unnatural amino acids.
MedLine Citation:
PMID:  1476387     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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 occurring proteinogenic L-alpha-H-amino acids, while for the production of synthetic D- and/or L-alpha-H-amino acids, several other methods are highly competitive. At DSM, several routes, i.e., (chemoenzymatic) synthesis, towards L-alpha-H and D-alpha-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 alpha-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.
Authors:
J Kamphuis; E M Meijer; W H Boesten; T Sonke; W J van den Tweel; H E Schoemaker
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Annals of the New York Academy of Sciences     Volume:  672     ISSN:  0077-8923     ISO Abbreviation:  Ann. N. Y. Acad. Sci.     Publication Date:  1992 Nov 
Date Detail:
Created Date:  1993-02-01     Completed Date:  1993-02-01     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  7506858     Medline TA:  Ann N Y Acad Sci     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  510-27     Citation Subset:  IM    
Affiliation:
DSM Research, Bio-Organic Chemistry Section, Geleen, The Netherlands.
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MeSH Terms
Descriptor/Qualifier:
Amino Acid Sequence
Amino Acids / chemical synthesis*,  chemistry
Buserelin / chemistry
Gonadotropin-Releasing Hormone / chemistry
Kinetics
Leucyl Aminopeptidase / metabolism
Leuprolide / chemistry
Molecular Sequence Data
Peptides / chemical synthesis*
Pseudomonas putida / enzymology
Stereoisomerism
Substrate Specificity
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Peptides; 33515-09-2/Gonadotropin-Releasing Hormone; 53714-56-0/Leuprolide; 57982-77-1/Buserelin; EC 3.4.11.1/Leucyl Aminopeptidase

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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