Document Detail


The effect of ring-fluorination on the rate of O-methylation of dihydroxyphenylalanine (DOPA) by catechol-O-methyltransferase: significance in the development of 18F-PETT scanning agents.
MedLine Citation:
PMID:  3927916     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The three ring-fluorinated analogs of dihydroxyphenylalanine (DOPA) were synthesized and the kinetics of their O-methylation catalyzed by catechol-O-methyltransferase compared to those of DOPA. The affinities (Km) of 2-FDOPA, 5-FDOPA, DOPA, and 6-FDOPA were 20, 23, 55, and 552 microM, respectively, whilst the Vmax values were 4.0, 4.4, 5.0 and 5.4 nmol per min per mg protein. The importance of the low affinity and decreased rate constant of 6-FDOPA for COMT are discussed with regard to the use of 6-FDOPA as an 18-fluorine labeled probe for positron emission transaxial tomography (PETT).
Authors:
C R Creveling; K L Kirk
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Publication Detail:
Type:  Comparative Study; Journal Article    
Journal Detail:
Title:  Biochemical and biophysical research communications     Volume:  130     ISSN:  0006-291X     ISO Abbreviation:  Biochem. Biophys. Res. Commun.     Publication Date:  1985 Aug 
Date Detail:
Created Date:  1985-09-25     Completed Date:  1985-09-25     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0372516     Medline TA:  Biochem Biophys Res Commun     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  1123-31     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
Animals
Catechol O-Methyltransferase / metabolism*
Dihydroxyphenylalanine / analogs & derivatives*,  chemical synthesis,  metabolism*
Fluorine
Kinetics
Liver / enzymology
Methylation
Radioisotopes
Rats
Structure-Activity Relationship
Chemical
Reg. No./Substance:
0/Radioisotopes; 63-84-3/Dihydroxyphenylalanine; 7782-41-4/Fluorine; EC 2.1.1.6/Catechol O-Methyltransferase

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


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