Literature DB >> 16604208

Substrate specificity in enzymatic fluorination. The fluorinase from Streptomyces cattleya accepts 2'-deoxyadenosine substrates.

Steven L Cobb1, Hai Deng, Andrew R McEwan, James H Naismith, David O'Hagan, David A Robinson.   

Abstract

The fluorinase enzyme from Streptomyces cattleya displays an unusual ability in biocatalysis in that it forms a C-F bond. We now report that the enzyme will accept 2'-deoxyadenosine in place of adenosine substrates, and structural evidence reveals a reorganisation in hydrogen bonding to accommodate this substrate series. It emerges from this study that the enzyme does not require a planar ribose conformation of the substrate to catalyse C-F bond formation.

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Year:  2006        PMID: 16604208      PMCID: PMC3326537          DOI: 10.1039/b600574h

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  13 in total

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Authors:  G N Murshudov; A A Vagin; E J Dodson
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4.  Biosynthesis of fluorothreonine and fluoroacetic acid by the thienamycin producer, Streptomyces cattleya.

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5.  Insight into enzymatic C-F bond formation from QM and QM/MM calculations.

Authors:  Hans Martin Senn; David O'Hagan; Walter Thiel
Journal:  J Am Chem Soc       Date:  2005-10-05       Impact factor: 15.419

6.  Isolation and characterisation of 5'-fluorodeoxyadenosine synthase, a fluorination enzyme from Streptomyces cattleya.

Authors:  Christoph Schaffrath; Hai Deng; David O'Hagan
Journal:  FEBS Lett       Date:  2003-07-17       Impact factor: 4.124

7.  A graphical user interface to the CCP4 program suite.

Authors:  Elizabeth Potterton; Peter Briggs; Maria Turkenburg; Eleanor Dodson
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8.  The fluorinase from Streptomyces cattleya is also a chlorinase.

Authors:  Hai Deng; Steven L Cobb; Andrew R McEwan; Ryan P McGlinchey; James H Naismith; David O'Hagan; David A Robinson; Jonathan B Spencer
Journal:  Angew Chem Int Ed Engl       Date:  2006-01-23       Impact factor: 15.336

9.  Crystal structure and mechanism of a bacterial fluorinating enzyme.

Authors:  Changjiang Dong; Fanglu Huang; Hai Deng; Christoph Schaffrath; Jonathan B Spencer; David O'Hagan; James H Naismith
Journal:  Nature       Date:  2004-02-05       Impact factor: 49.962

10.  Fluorinase mediated C-(18)F bond formation, an enzymatic tool for PET labelling.

Authors:  Hai Deng; Steven L Cobb; Antony D Gee; Andrew Lockhart; Laurent Martarello; Ryan P McGlinchey; David O'Hagan; Mayca Onega
Journal:  Chem Commun (Camb)       Date:  2006-01-18       Impact factor: 6.222

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  4 in total

1.  Mechanism of enzymatic fluorination in Streptomyces cattleya.

Authors:  Xiaofeng Zhu; David A Robinson; Andrew R McEwan; David O'Hagan; James H Naismith
Journal:  J Am Chem Soc       Date:  2007-11-07       Impact factor: 15.419

2.  Oligomerization engineering of the fluorinase enzyme leads to an active trimer that supports synthesis of fluorometabolites in vitro.

Authors:  Tiia Kittilä; Patricia Calero; Folmer Fredslund; Phillip T Lowe; David Tezé; Manuel Nieto-Domínguez; David O'Hagan; Pablo I Nikel; Ditte H Welner
Journal:  Microb Biotechnol       Date:  2022-01-27       Impact factor: 6.575

3.  Characterization of a SAM-dependent fluorinase from a latent biosynthetic pathway for fluoroacetate and 4-fluorothreonine formation in Nocardia brasiliensis.

Authors:  Yaya Wang; Zixin Deng; Xudong Qu
Journal:  F1000Res       Date:  2014-02-19

Review 4.  Enzymatic synthesis of fluorinated compounds.

Authors:  Xinkuan Cheng; Long Ma
Journal:  Appl Microbiol Biotechnol       Date:  2021-10-09       Impact factor: 4.813

  4 in total

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