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Literature DB >> 27506965

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

Tyler D Huber¹, Brooke R Johnson¹, Jianjun Zhang¹, Jon S Thorson².

Abstract

S-Adenosyl-l-methionine (AdoMet) is an essential enzyme cosubstrate in fundamental biology with an expanding range of biocatalytic and therapeutic applications. In recent years, technologies enabling the synthesis and utilization of novel functional AdoMet surrogates have rapidly advanced. Developments highlighted within this brief review include improved syntheses of AdoMet analogs, unique S-adenosyl-l-methionine isosteres with enhanced stability, and corresponding applications in epigenetics, proteomics and natural product/small molecule diversification ('alkylrandomization'). Copyright Â

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Year: 2016 PMID： 27506965 PMCID： PMC5138144 DOI： 10.1016/j.copbio.2016.07.005

Source DB: PubMed Journal: Curr Opin Biotechnol ISSN： 0958-1669 Impact factor: 9.740

83 in total

Review 1. Unnatural ligands for engineered proteins: new tools for chemical genetics.

Authors: A Bishop; O Buzko; S Heyeck-Dumas; I Jung; B Kraybill; Y Liu; K Shah; S Ulrich; L Witucki; F Yang; C Zhang; K M Shokat
Journal: Annu Rev Biophys Biomol Struct Date: 2000

Review 2. S-Adenosyl-L-methionine (SAMe): from the bench to the bedside--molecular basis of a pleiotrophic molecule.

Authors: Teodoro Bottiglieri
Journal: Am J Clin Nutr Date: 2002-11 Impact factor: 7.045

3. Sequence-specific methyltransferase-induced labeling of DNA (SMILing DNA).

Authors: Goran Pljevaljcić; Falk Schmidt; Elmar Weinhold
Journal: Chembiochem Date: 2004-03-05 Impact factor: 3.164

4. Design of allele-specific protein methyltransferase inhibitors.

Authors: Q Lin; F Jiang; P G Schultz; N S Gray
Journal: J Am Chem Soc Date: 2001-11-28 Impact factor: 15.419

5. The S-n-propyl analogue of S-adenosylmethionine.

Authors: F Schlenk; J L Dainko
Journal: Biochim Biophys Acta Date: 1975-04-07

6. Insight into the polar reactivity of the onium chalcogen analogues of S-adenosyl-L-methionine.

Authors: David F Iwig; Squire J Booker
Journal: Biochemistry Date: 2004-10-26 Impact factor: 3.162

7. Design of a new fluorescent cofactor for DNA methyltransferases and sequence-specific labeling of DNA.

Authors: Goran Pljevaljcic; Marc Pignot; Elmar Weinhold
Journal: J Am Chem Soc Date: 2003-03-26 Impact factor: 15.419

8. Efficient synthesis of azide-bearing cofactor mimics.

Authors: Lindsay R Comstock; Scott R Rajski
Journal: J Org Chem Date: 2004-02-20 Impact factor: 4.354

9. The use of a spectrophotometric assay to study the interaction of S-adenosylmethionine synthetase with methionine analogues.

Authors: H J Kim; T J Balcezak; S J Nathin; H F McMullen; D E Hansen
Journal: Anal Biochem Date: 1992-11-15 Impact factor: 3.365

10. 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

22 in total

1. Identification of Neuroprotective Spoxazomicin and Oxachelin Glycosides via Chemoenzymatic Glycosyl-Scanning.

Authors: Jianjun Zhang; Ryan R Hughes; Meredith A Saunders; Sherif I Elshahawi; Larissa V Ponomareva; Yinan Zhang; Sydney R Winchester; Samantha A Scott; Manjula Sunkara; Andrew J Morris; Mark A Prendergast; Khaled A Shaaban; Jon S Thorson
Journal: J Nat Prod Date: 2016-12-28 Impact factor: 4.050

2. Williams-Beuren Syndrome Related Methyltransferase WBSCR27: From Structure to Possible Function.

Authors: Sofia S Mariasina; Chi-Fon Chang; Tsimafei L Navalayeu; Anastasia A Chugunova; Sergey V Efimov; Viktor G Zgoda; Vasily A Ivlev; Olga A Dontsova; Petr V Sergiev; Vladimir I Polshakov
Journal: Front Mol Biosci Date: 2022-06-15

3. Methionine Adenosyltransferase Engineering to Enable Bioorthogonal Platforms for AdoMet-Utilizing Enzymes.

Authors: Tyler D Huber; Jonathan A Clinger; Yang Liu; Weijun Xu; Mitchell D Miller; George N Phillips; Jon S Thorson
Journal: ACS Chem Biol Date: 2020-03-03 Impact factor: 5.100

4. 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

5. Characterization of TnmH as an O-Methyltransferase Revealing Insights into Tiancimycin Biosynthesis and Enabling a Biocatalytic Strategy To Prepare Antibody-Tiancimycin Conjugates.

Authors: Ajeeth Adhikari; Christiana N Teijaro; Xiaohui Yan; Chin-Yuan Chang; Chun Gui; Yu-Chen Liu; Ivana Crnovcic; Dong Yang; Thibault Annaval; Christoph Rader; Ben Shen
Journal: J Med Chem Date: 2020-07-24 Impact factor: 7.446

Review 6. Enzyme-mediated bioorthogonal technologies: catalysts, chemoselective reactions and recent methyltransferase applications.

Authors: Elnaz Jalali; Jon S Thorson
Journal: Curr Opin Biotechnol Date: 2021-04-24 Impact factor: 10.279

10. Visible-Light Removable Photocaging Groups Accepted by MjMAT Variant: Structural Basis and Compatibility with DNA and RNA Methyltransferases.

Authors: Aileen Peters; Eric Herrmann; Nicolas V Cornelissen; Nils Klöcker; Daniel Kümmel; Andrea Rentmeister
Journal: Chembiochem Date: 2021-10-25 Impact factor: 3.461