Literature DB >> 25681113

High-performance liquid chromatography separation of the (S,S)- and (R,S)-forms of S-adenosyl-L-methionine.

Jianyu Zhang1, Judith P Klinman2.   

Abstract

S-adenosyl-l-methionine (AdoMet), an important biological cofactor, exists in two chiral forms, (S,S)- and (R,S)-, only the former of which is biologically active. Here, we have developed a chromatographic method to obtain pure (S,S)-AdoMet using a single C18 column.
Copyright © 2015 Elsevier Inc. All rights reserved.

Entities:  

Keywords:  Chiral resolution; Diastereoisomer; High-performance liquid chromatography; Radioactive; S-adenosyl-l-methionine; Separation

Mesh:

Substances:

Year:  2015        PMID: 25681113      PMCID: PMC4398633          DOI: 10.1016/j.ab.2015.02.004

Source DB:  PubMed          Journal:  Anal Biochem        ISSN: 0003-2697            Impact factor:   3.365


  16 in total

1.  Electron-nuclear double resonance spectroscopic evidence that S-adenosylmethionine binds in contact with the catalytically active [4Fe-4S](+) cluster of pyruvate formate-lyase activating enzyme.

Authors:  Charles J Walsby; Wei Hong; William E Broderick; Jennifer Cheek; Danilo Ortillo; Joan B Broderick; Brian M Hoffman
Journal:  J Am Chem Soc       Date:  2002-03-27       Impact factor: 15.419

2.  A stereospecific colorimetric assay for (S,S)-adenosylmethionine quantification based on thiopurine methyltransferase-catalyzed thiol methylation.

Authors:  Lisa M Cannon; Felice N Butler; Wei Wan; Zhaohui Sunny Zhou
Journal:  Anal Biochem       Date:  2002-09-15       Impact factor: 3.365

3.  Glutamate 47 in 1-aminocyclopropane-1-carboxylate synthase is a major specificity determinant.

Authors:  D L McCarthy; G Capitani; L Feng; M G Gruetter; J F Kirsch
Journal:  Biochemistry       Date:  2001-10-16       Impact factor: 3.162

4.  Evaluation of chemical and diastereoisomeric stability of S-adenosylmethionine in aqueous solution by capillary electrophoresis.

Authors:  Claudia Desiderio; Rosaria A Cavallaro; Antonella De Rossi; Fabrizio D'Anselmi; Andrea Fuso; Sigfrido Scarpa
Journal:  J Pharm Biomed Anal       Date:  2005-03-17       Impact factor: 3.935

5.  Chiral instability at sulfur of S-adenosylmethionine.

Authors:  S E Wu; W P Huskey; R T Borchardt; R L Schowen
Journal:  Biochemistry       Date:  1983-06-07       Impact factor: 3.162

6.  Biotin synthase exhibits burst kinetics and multiple turnovers in the absence of inhibition by products and product-related biomolecules.

Authors:  Christine E Farrar; Karen K W Siu; P Lynne Howell; Joseph T Jarrett
Journal:  Biochemistry       Date:  2010-11-01       Impact factor: 3.162

7.  Recognition of age-damaged (R,S)-adenosyl-L-methionine by two methyltransferases in the yeast Saccharomyces cerevisiae.

Authors:  Chris R Vinci; Steven G Clarke
Journal:  J Biol Chem       Date:  2007-01-30       Impact factor: 5.157

8.  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

9.  Chromatographic analysis of the chiral and covalent instability of S-adenosyl-L-methionine.

Authors:  J L Hoffman
Journal:  Biochemistry       Date:  1986-07-29       Impact factor: 3.162

10.  Analysis of S-adenosylmethionine and related sulfur metabolites in bacterial isolates of Pseudomonas aeruginosa (BAA-47) by liquid chromatography/electrospray ionization coupled to a hybrid linear quadrupole ion trap and Fourier transform ion cyclotron resonance mass spectrometry.

Authors:  Tommaso R I Cataldi; Giuliana Bianco; Salvatore Abate; Daniela Mattia
Journal:  Rapid Commun Mass Spectrom       Date:  2009-11       Impact factor: 2.419

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  8 in total

1.  Methods for Expression, Purification, and Characterization of PqqE, a Radical SAM Enzyme in the PQQ Biosynthetic Pathway.

Authors:  Wen Zhu; Ana M Martins; Judith P Klinman
Journal:  Methods Enzymol       Date:  2018       Impact factor: 1.600

Review 2.  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

3.  S-Adenosyl-l-ethionine is a Catalytically Competent Analog of S-Adenosyl-l-methione (SAM) in the Radical SAM Enzyme HydG.

Authors:  Stella Impano; Hao Yang; Eric M Shepard; Ryan Swimley; Adrien Pagnier; William E Broderick; Brian M Hoffman; Joan B Broderick
Journal:  Angew Chem Int Ed Engl       Date:  2020-12-01       Impact factor: 15.336

4.  Convergent Mechanistic Features between the Structurally Diverse N- and O-Methyltransferases: Glycine N-Methyltransferase and Catechol O-Methyltransferase.

Authors:  Jianyu Zhang; Judith P Klinman
Journal:  J Am Chem Soc       Date:  2016-07-18       Impact factor: 15.419

5.  Automated One-pot Radiosynthesis of [11C]S-adenosyl Methionine.

Authors:  Florencia Zoppolo; Williams Porcal; Patricia Oliver; Eduardo Savio; Henry Engler
Journal:  Curr Radiopharm       Date:  2017-11-10

6.  Pyridoxal-5'-phosphate-dependent alkyl transfer in nucleoside antibiotic biosynthesis.

Authors:  Zheng Cui; Jonathan Overbay; Xiachang Wang; Xiaodong Liu; Yinan Zhang; Minakshi Bhardwaj; Anke Lemke; Daniel Wiegmann; Giuliana Niro; Jon S Thorson; Christian Ducho; Steven G Van Lanen
Journal:  Nat Chem Biol       Date:  2020-06-01       Impact factor: 15.040

7.  Characterization of the Gene Encoding S-adenosyl-L-methionine (AdoMet) Synthetase in Penicillium chrysogenum; Role in Secondary Metabolism and Penicillin Production.

Authors:  Rebeca Domínguez-Santos; Katarina Kosalková; Isabel-Clara Sánchez-Orejas; Carlos Barreiro; Yolanda Pérez-Pertejo; Rosa M Reguera; Rafael Balaña-Fouce; Carlos García-Estrada
Journal:  Microorganisms       Date:  2021-12-30

8.  From Natural Methylation to Versatile Alkylations Using Halide Methyltransferases.

Authors:  Qingyun Tang; Ioannis V Pavlidis; Christoffel P S Badenhorst; Uwe T Bornscheuer
Journal:  Chembiochem       Date:  2021-05-10       Impact factor: 3.164

  8 in total

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