Document Detail

Para-position derivatives of fungal anthelmintic cyclodepsipeptides engineered with Streptomyces venezuelae antibiotic biosynthetic genes.
MedLine Citation:
PMID:  15184904     Owner:  NLM     Status:  MEDLINE    
PF1022A, a cyclooctadepsipeptide possessing strong anthelmintic properties and produced by the filamentous fungus Rosellinia sp. PF1022, consists of four alternating residues of N-methyl-L-leucine and four residues of D-lactate or D-phenyllactate. PF1022A derivatives obtained through modification of their benzene ring at the para-position with nitro or amino groups act as valuable starting materials for the synthesis of compounds with improved anthelmintic activities. Here we describe the production of such derivatives by fermentation through metabolic engineering of the PF1022A biosynthetic pathway in Rosellinia sp. PF1022. Three genes cloned from Streptomyces venezuelae, and required for the biosynthesis of p-aminophenylpyruvate from chorismate in the chloramphenicol biosynthetic pathway, were expressed in a chorismate mutase-deficient strain derived from Rosellinia sp. PF1022. Liquid chromatography-mass spectrometry and NMR analyses confirmed that this approach facilitated the production of PF1022A derivatives specifically modified at the para-position. This fermentation method is environmentally safe and can be used for the industrial scale production of PF1022A derivatives.
Koji Yanai; Naomi Sumida; Kaoru Okakura; Tatsuki Moriya; Manabu Watanabe; Takeshi Murakami
Related Documents :
16657634 - The regulation of cambial division and secondary xylem differentiation in xanthium by a...
1271254 - N-halo derivatives iii: stabilization of nitrogen-chlorine bond in n-chloroamino acid d...
21211954 - Plasma omega 3 polyunsaturated fatty acid status and monounsaturated fatty acids are al...
15060084 - Natural occurrence of cancer-preventive geranylgeranoic acid in medicinal herbs.
7548204 - Comparison of the hepatic uptake and processing of cholesterol from chylomicrons of dif...
17446624 - Identification and quantification of dolichol and dolichoic acid in neuromelanin from s...
Publication Detail:
Type:  Journal Article     Date:  2004-06-06
Journal Detail:
Title:  Nature biotechnology     Volume:  22     ISSN:  1087-0156     ISO Abbreviation:  Nat. Biotechnol.     Publication Date:  2004 Jul 
Date Detail:
Created Date:  2004-07-01     Completed Date:  2005-01-24     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9604648     Medline TA:  Nat Biotechnol     Country:  United States    
Other Details:
Languages:  eng     Pagination:  848-55     Citation Subset:  IM    
Microbiological Resources and Technology Laboratories, Meiji Seika Kaisha, Ltd., 788 Kayama, Odawara-shi, Kanagawa 250-0852, Japan.
Data Bank Information
Bank Name/Acc. No.:
GENBANK/AB116234;  AB116235;  AB116236
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Anthelmintics / chemistry*,  metabolism*
Base Sequence
Chloramphenicol / biosynthesis*
Cloning, Molecular
Depsipeptides / biosynthesis,  chemistry*,  genetics,  metabolism*
Genetic Engineering
Molecular Sequence Data
Streptomyces / genetics*,  metabolism
Reg. No./Substance:
0/Anthelmintics; 0/Depsipeptides; 133413-70-4/PF 1022A; 56-75-7/Chloramphenicol

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

Previous Document:  Listening to speech activates motor areas involved in speech production.
Next Document:  Temperature-sensitive control of protein activity by conditionally splicing inteins.