Literature DB >> 11907567

Biochemistry: biosynthesis of an organofluorine molecule.

David O'Hagan1, Christoph Schaffrath, Steven L Cobb, John T G Hamilton, Cormac D Murphy.   

Abstract

Although fluorine in the form of fluoride minerals is the most abundant halogen in the Earth's crust, only 12 naturally occurring organofluorine compounds have so far been found, and how these are biosynthesized remains a mystery. Here we describe an enzymatic reaction that occurs in the bacterium Streptomyces cattleya and which catalyses the conversion of fluoride ion and S-adenosylmethionine (SAM) to 5'-fluoro-5'-deoxyfluoroadenosine (5'-FDA). To our knowledge, this is the first fluorinase enzyme to be identified, a discovery that opens up a new biotechnological opportunity for the preparation of organofluorine compounds.

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Year:  2002        PMID: 11907567     DOI: 10.1038/416279a

Source DB:  PubMed          Journal:  Nature        ISSN: 0028-0836            Impact factor:   49.962


  55 in total

Review 1.  Microbial genomics and the periodic table.

Authors:  Lawrence P Wackett; Anthony G Dodge; Lynda B M Ellis
Journal:  Appl Environ Microbiol       Date:  2004-02       Impact factor: 4.792

Review 2.  What's new in enzymatic halogenations.

Authors:  Danica Galonić Fujimori; Christopher T Walsh
Journal:  Curr Opin Chem Biol       Date:  2007-09-18       Impact factor: 8.822

3.  Complete genome sequence of Streptomyces cattleya NRRL 8057, a producer of antibiotics and fluorometabolites.

Authors:  Valérie Barbe; Madeleine Bouzon; Sophie Mangenot; Bernard Badet; Julie Poulain; Béatrice Segurens; David Vallenet; Philippe Marlière; Jean Weissenbach
Journal:  J Bacteriol       Date:  2011-09       Impact factor: 3.490

4.  Catalytic control of enzymatic fluorine specificity.

Authors:  Amy M Weeks; Michelle C Y Chang
Journal:  Proc Natl Acad Sci U S A       Date:  2012-11-12       Impact factor: 11.205

5.  Engineering fluorometabolite production: fluorinase expression in Salinispora tropica Yields Fluorosalinosporamide.

Authors:  Alessandra S Eustáquio; David O'Hagan; Bradley S Moore
Journal:  J Nat Prod       Date:  2010-03-26       Impact factor: 4.050

6.  Exploration of fluorine chemistry at the multidisciplinary interface of chemistry and biology.

Authors:  Iwao Ojima
Journal:  J Org Chem       Date:  2013-05-06       Impact factor: 4.354

Review 7.  Marine-derived metabolites of S-adenosylmethionine as templates for new anti-infectives.

Authors:  Janice R Sufrin; Steven Finckbeiner; Colin M Oliver
Journal:  Mar Drugs       Date:  2009-08-26       Impact factor: 5.118

8.  Structural basis for the activity and substrate specificity of fluoroacetyl-CoA thioesterase FlK.

Authors:  Marcio V B Dias; Fanglu Huang; Dimitri Y Chirgadze; Manuela Tosin; Dieter Spiteller; Emily F V Dry; Peter F Leadlay; Jonathan B Spencer; Tom L Blundell
Journal:  J Biol Chem       Date:  2010-04-29       Impact factor: 5.157

9.  Using S-adenosyl-L-homocysteine capture compounds to characterize S-adenosyl-L-methionine and S-adenosyl-L-homocysteine binding proteins.

Authors:  Lindsey J Brown; Matthias Baranowski; Yun Wang; Anna K Schrey; Thomas Lenz; Sean D Taverna; Philip A Cole; Michael Sefkow
Journal:  Anal Biochem       Date:  2014-08-27       Impact factor: 3.365

10.  Synthesis of phosphonate and phostone analogues of ribose-1-phosphates.

Authors:  Pitak Nasomjai; David O'Hagan; Alexandra M Z Slawin
Journal:  Beilstein J Org Chem       Date:  2009-07-27       Impact factor: 2.883

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