ArticleOrganic & biomolecular chemistry2013
Chemoenzymatic synthesis and in situ application of S-adenosyl-L-methionine analogs.
Article in Organic & biomolecular chemistry, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.
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Who cites it
27 citing papers in PubMed, 59 citations in OpenAlex.
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- Multiplexed Assessment of Promiscuous Non-Canonical Amino Acid Synthase Activity in a Pyridoxal Phosphate-Dependent Protein Family.ACS catalysis · 2023Article
- A Vitamin BAngewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2022Article
- A Vitamin BAngewandte Chemie (International ed. in English) · 2022Article
- Methyltransferases: Functions and Applications.Chembiochem : a European journal of chemical biology · 2022Review
- A Nonconventional Archaeal Fluorinase Identified by In Silico Mining for Enhanced Fluorine Biocatalysis.ACS catalysis · 2022Article
- Chemical biology and medicinal chemistry of RNA methyltransferases.Nucleic acids research · 2022Article
- Substrate Profiling of Anion Methyltransferases for Promiscuous Synthesis of S-Adenosylmethionine Analogs from Haloalkanes.Chembiochem : a European journal of chemical biology · 2022Article
- Enzymatic synthesis of fluorinated compounds.Applied microbiology and biotechnology · 2021Review
- Pharmacokinetic properties of a novel formulation of S-adenosyl-L-methionine phytate.Amino acids · 2021Article
- From Natural Methylation to Versatile Alkylations Using Halide Methyltransferases.Chembiochem : a European journal of chemical biology · 2021Review
- Recent trends in biocatalysis.Chemical Society reviews · 2021Review
- A bicyclicRSC chemical biology · 2021Article
- Engineered Enzymes Enable Selective N-Alkylation of Pyrazoles With Simple Haloalkanes.Angewandte Chemie (International ed. in English) · 2021Article
- Directed Evolution of a Halide Methyltransferase Enables Biocatalytic Synthesis of Diverse SAM Analogs.Angewandte Chemie (International ed. in English) · 2021Article
- Methionine Adenosyltransferase Engineering to Enable Bioorthogonal Platforms for AdoMet-Utilizing Enzymes.ACS chemical biology · 2020Article
- Inhibiting MARSs reduces hyperhomocysteinemia-associated neural tube and congenital heart defects.EMBO molecular medicine · 2020Article
- Repurposing enzymatic transferase reactions for targeted labeling and analysis of DNA and RNA.Current opinion in biotechnology · 2019Review
- Chemical and Biochemical Perspectives of Protein Lysine Methylation.Chemical reviews · 2018Review
- Preparation, Assay, and Application of Chlorinase SalL for the Chemoenzymatic Synthesis of S-Adenosyl-l-Methionine and Analogs.Methods in enzymology · 2018Article
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Authors and funding
5 authors at 3 institutions in 2 countries.
Funding
Abstract
Analogs of S-adenosyl-L-methionine (SAM) are increasingly applied to the methyltransferase (MT) catalysed modification of biomolecules including proteins, nucleic acids, and small molecules. However, SAM and its analogs suffer from an inherent instability, and their chemical synthesis is challenged by low yields and difficulties in stereoisomer isolation and inhibition. Here we report the chemoenzymatic synthesis of a series of SAM analogs using wild-type (wt) and point mutants of two recently identified halogenases, SalL and FDAS. Molecular modelling studies are used to guide the rational design of mutants, and the enzymatic conversion of L-Met and other analogs into SAM analogs is demonstrated. We also apply this in situ enzymatic synthesis to the modification of a small peptide substrate by protein arginine methyltransferase 1 (PRMT1). This technique offers an attractive alternative to chemical synthesis and can be applied in situ to overcome stability and activity issues.
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.