Literature DB >> 27270873

Chemoenzymatic synthesis and utilization of a SAM analog with an isomorphic nucleobase.

C Vranken1, A Fin, P Tufar, J Hofkens, M D Burkart, Y Tor.   

Abstract

SalL, an enzyme that catalyzes the synthesis of SAM from l-methionine and 5'-chloro-5'-deoxyoadenosine, is shown to accept 5'-chloro-5'-deoxythienoadenosine as a substrate and facilitate the synthesis of a synthetic SAM analog with an unnatural nucleobase. This synthetic cofactor is demonstrated to replace SAM in the DNA methylation reaction with M.TaqI.

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Year:  2016        PMID: 27270873      PMCID: PMC4927405          DOI: 10.1039/c6ob00844e

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


  35 in total

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Review 2.  Regulation of bacterial gene expression by riboswitches.

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4.  Facile chemoenzymatic strategies for the synthesis and utilization of S-adenosyl-(L)-methionine analogues.

Authors:  Shanteri Singh; Jianjun Zhang; Tyler D Huber; Manjula Sunkara; Katherine Hurley; Randal D Goff; Guojun Wang; Wen Zhang; Chunming Liu; Jürgen Rohr; Steven G Van Lanen; Andrew J Morris; Jon S Thorson
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-11       Impact factor: 15.336

5.  A tertiary structural element in S box leader RNAs is required for S-adenosylmethionine-directed transcription termination.

Authors:  Brooke A McDaniel; Frank J Grundy; Tina M Henkin
Journal:  Mol Microbiol       Date:  2005-08       Impact factor: 3.501

Review 6.  Etheno-substituted nucleotides and coenzymes: fluorescence and biological activity.

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Journal:  CRC Crit Rev Biochem       Date:  1984

Review 7.  Role of S-adenosyl-L-methionine in the treatment of depression: a review of the evidence.

Authors:  David Mischoulon; Maurizio Fava
Journal:  Am J Clin Nutr       Date:  2002-11       Impact factor: 7.045

8.  Cellular activity of siRNA oligonucleotides containing synthetic isomorphic nucleoside surrogates.

Authors:  Dongwon Shin; Peter Lönn; Steven F Dowdy; Yitzhak Tor
Journal:  Chem Commun (Camb)       Date:  2015-01-31       Impact factor: 6.222

9.  Enzymatic synthesis of S-adenosyl-L-methionine from L-methionine and ATP.

Authors:  A Gross; S Geresh; G M Whitesides
Journal:  Appl Biochem Biotechnol       Date:  1983-10       Impact factor: 2.926

10.  Synthesis of S-adenosyl-L-methionine analogs and their use for sequence-specific transalkylation of DNA by methyltransferases.

Authors:  Christian Dalhoff; Grazvydas Lukinavicius; Saulius Klimasauskas; Elmar Weinhold
Journal:  Nat Protoc       Date:  2006       Impact factor: 13.491

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  10 in total

1.  Emissive Synthetic Cofactors: Enzymatic Interconversions of tz A Analogues of ATP, NAD+ , NADH, NADP+ , and NADPH.

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3.  Emissive Synthetic Cofactors: An Isomorphic, Isofunctional, and Responsive NAD+ Analogue.

Authors:  Alexander R Rovira; Andrea Fin; Yitzhak Tor
Journal:  J Am Chem Soc       Date:  2017-10-27       Impact factor: 15.419

Review 4.  AdoMet analog synthesis and utilization: current state of the art.

Authors:  Tyler D Huber; Brooke R Johnson; Jianjun Zhang; Jon S Thorson
Journal:  Curr Opin Biotechnol       Date:  2016-08-06       Impact factor: 9.740

5.  Preparation, Assay, and Application of Chlorinase SalL for the Chemoenzymatic Synthesis of S-Adenosyl-l-Methionine and Analogs.

Authors:  Tony D Davis; Sylvia Kunakom; Michael D Burkart; Alessandra S Eustaquio
Journal:  Methods Enzymol       Date:  2018-04-02       Impact factor: 1.600

6.  Synthesis and Characterization of Transition-State Analogue Inhibitors against Human DNA Methyltransferase 1.

Authors:  Farah Lamiable-Oulaidi; Rajesh K Harijan; Karl J Shaffer; Douglas R Crump; Yan Sun; Quan Du; Shivali A Gulab; Ashna A Khan; Andreas Luxenburger; Anthony D Woolhouse; Simone Sidoli; Peter C Tyler; Vern L Schramm
Journal:  J Med Chem       Date:  2022-03-24       Impact factor: 8.039

7.  Analogs of S-Adenosyl-L-Methionine in Studies of Methyltransferases.

Authors:  A Yu Rudenko; S S Mariasina; P V Sergiev; V I Polshakov
Journal:  Mol Biol       Date:  2022-04-14       Impact factor: 1.540

Review 8.  Methyltransferases: Functions and Applications.

Authors:  Eman Abdelraheem; Benjamin Thair; Romina Fernández Varela; Emely Jockmann; Désirée Popadić; Helen C Hailes; John M Ward; Adolfo M Iribarren; Elizabeth S Lewkowicz; Jennifer N Andexer; Peter-Leon Hagedoorn; Ulf Hanefeld
Journal:  Chembiochem       Date:  2022-07-05       Impact factor: 3.461

Review 9.  Methyltransferase-Directed Labeling of Biomolecules and its Applications.

Authors:  Jochem Deen; Charlotte Vranken; Volker Leen; Robert K Neely; Kris P F Janssen; Johan Hofkens
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10.  A bicyclic S-adenosylmethionine regeneration system applicable with different nucleosides or nucleotides as cofactor building blocks.

Authors:  Désirée Popadić; Dipali Mhaindarkar; Mike H N Dang Thai; Helen C Hailes; Silja Mordhorst; Jennifer N Andexer
Journal:  RSC Chem Biol       Date:  2021-03-22
  10 in total

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