Document Detail


Enzymatic conversion of cyclic dipeptides to dehydro derivatives that inhibit cell division.
MedLine Citation:
PMID:  16232823     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
The cell-free extract of an albonoursin-producing strain, Streptomyces albulus KO-23, was found to catalyze the conversion of several cyclic dipeptides having Phe and aliphatic side chain-containing amino acid residues to the corresponding dehydro derivatives. 3Z-Benzylidene-6S-methyl-2,5-piperazinedione, 3Z-benzylidene-2,5-piperazinedione, and 3Z, 6Z-dibenzylidene-2,5-piperazinedione were prepared by this conversion system. Among the dehydro cyclic dipeptides prepared, tetradehydro derivatives exhibited inhibitory activity toward the first cleavage of sea urchin embryo, while didehydro derivatives did not. We previously found that cyclo(Leu-Phe) and its didehydro derivatives did not show any inhibitory activity, in contrast to high activity in the case of albonoursin. Taken together, these findings indicate that dehydrogenation at the alpha,beta-positions of both amino acid residues in this type of cyclic dipeptide is required for the inhibitory activity.
Authors:
H Kanzaki; D Imura; T Nitoda; K Kawazu
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of bioscience and bioengineering     Volume:  90     ISSN:  1389-1723     ISO Abbreviation:  J. Biosci. Bioeng.     Publication Date:  2000  
Date Detail:
Created Date:  2005-10-19     Completed Date:  2005-10-31     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100888800     Medline TA:  J Biosci Bioeng     Country:  Japan    
Other Details:
Languages:  eng     Pagination:  86-9     Citation Subset:  -    
Affiliation:
Laboratory of Bioresources Chemistry, Faculty of Agriculture, Okayama University, Okayama 700-8530, Japan.
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