Document Detail


Chloromethane, a Novel Methyl Donor for Biosynthesis of Esters and Anisoles in Phellinus pomaceus.
MedLine Citation:
PMID:  16347989     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Chloromethane (CH(3)Cl), a gaseous natural product released as a secondary metabolite by many woodrotting fungi of the family Hymenochaetaceae, has been shown to act as a methyl donor for biosynthesis of methyl esters of benzoic and furoic acid in the primary metabolism of Phellinus pomaceus. The broad-specificity methylating system could esterify a wide range of aromatic and aliphatic acids. In addition to CH(3)Cl, both bromo- and iodomethanes acted as methyl donors. Methylation did not appear to proceed via methanol or a coenzyme A intermediate. The initial growth-related accumulation of methyl benzoate during culture of P. pomaceus was paralleled by an increase in activity of the methylating system in the mycelium. Changes in percent incorporation of CH(3) from exogenous CH(3)Cl during growth indicated that although utilization of CH(3)Cl was initially closely coupled to biosynthesis of the compound, the system became less tightly channeled later in growth. This phase coincided with release of gaseous CH(3)Cl by the fungus. A biochemically distinct CH(3)Cl-utilizing system capable of methylating phenols and thiophenol was also identified in the fungus, but in contrast with the carboxylic acid-methylating system, it attained maximum activity in the idiophase. Preliminary investigations of a non-CH(3)Cl-releasing fungus, Fomitopsis pinicola, have shown the presence of a CH(3)Cl-utilizing system capable of methylating benzoic acid, suggesting that CH(3)Cl biosynthesis may occur in non-hymenochaetaceous fungi. Halogenated compounds hitherto found in nature are mainly stable end products of metabolism. The participation of CH(3)Cl in primary fungal metabolism demonstrates that some halometabolites may have a previously unrecognized role as intermediates in the biosynthesis of nonhalogenated natural products.
Authors:
David B Harper; John T G Hamilton; James T Kennedy; Kieran J McNally
Related Documents :
3733529 - Mechanism of nitrogen regulation of protylonolide biosynthesis in streptomyces fradiae.
6661899 - Biosynthesis of pulmonary glycoconjugates--v. biosynthesis of oligosaccharide inner cor...
21624699 - Can we decrease the skin reaction in breast cancer patients using hyaluronic acid durin...
9934489 - Synthesis and biological activity of [tic5] didemnin b.
6351739 - Binding to faeces and influence on human anaerobes of antimicrobial agents used for sel...
24504869 - Abscisic-acid-stimulated rooting of stem cuttings.
2490369 - Isolation and characterization of a trypsin inhibitor from the seeds of kohlrabi (brass...
8757759 - Extraction of human epidermis treated with retinol yields retro-retinoids in addition t...
15331379 - Glycine intake decreases plasma free fatty acids, adipose cell size, and blood pressure...
Publication Detail:
Type:  JOURNAL ARTICLE    
Journal Detail:
Title:  Applied and environmental microbiology     Volume:  55     ISSN:  1098-5336     ISO Abbreviation:  Appl. Environ. Microbiol.     Publication Date:  1989 Aug 
Date Detail:
Created Date:  2005-12-13     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7605801     Medline TA:  Appl Environ Microbiol     Country:  -    
Other Details:
Languages:  ENG     Pagination:  1981-1989     Citation Subset:  -    
Affiliation:
Department of Food and Agricultural Chemistry, The Queen's University of Belfast, and Food and Agricultural Chemistry Research Division, Department of Agriculture for Northern Ireland, Newforge Lane, Belfast BT9 5PX, Northern Ireland, United Kingdom.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:

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


Previous Document:  Kinetic Analysis of Protein Degradation by a Freshwater Wetland Sediment Community.
Next Document:  Shifts in Methanogenic Subpopulations Measured with Antibody Probes in a Fixed-Bed Loop Anaerobic Bi...