ArticleAngewandte Chemie (International ed. in English)2019
Heavy Heparin: A Stable Isotope-Enriched, Chemoenzymatically-Synthesized, Poly-Component Drug.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
What it found
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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Who cites it
21 citing papers in PubMed, 43 citations in OpenAlex.
- Biosynthetic production of anticoagulant heparin polysaccharides through metabolic and sulfotransferases engineering strategies.Nature communications · 2024Article
- Synthesis of bioengineered heparin chemically and biologically similar to porcine-derived products and convertible to low MW heparin.Proceedings of the National Academy of Sciences of the United States of America · 2024Article
- Heparan sulfate glycomimeticsChemical science · 2023Article
- Advances in Research on Antiviral Activities of Sulfated Polysaccharides from Seaweeds.Pharmaceuticals (Basel, Switzerland) · 2022Review
- Mass Spectrometry-Based Techniques to Elucidate the Sugar Code.Chemical reviews · 2022Review
- Organophotocatalytic selective deuterodehalogenation of aryl or alkyl chlorides.Nature communications · 2021Article
- Recent progress in synthesis of carbohydrates with sugar nucleotide-dependent glycosyltransferases.Current opinion in chemical biology · 2021Review
- Synthetic heparan sulfate standards and machine learning facilitate the development of solid-state nanopore analysis.Proceedings of the National Academy of Sciences of the United States of America · 2021Article
- Complete biosynthesis of a sulfated chondroitin in Escherichia coli.Nature communications · 2021Article
- Production of perdeuterated fucose from glyco-engineered bacteria.Glycobiology · 2021Article
- Effective Inhibition of SARS-CoV-2 Entry by Heparin and Enoxaparin Derivatives.Journal of virology · 2021Article
- Advances in the preparation and synthesis of heparin and related products.Drug discovery today · 2020Review
- The structure-activity relationship of the interactions of SARS-CoV-2 spike glycoproteins with glucuronomannan and sulfated galactofucan from Saccharina japonica.International journal of biological macromolecules · 2020Article
- A Revised Structure for the Glycolipid Terminus ofBiomolecules · 2020Article
- Review
- Elucidating the unusual reaction kinetics of D-glucuronyl C5-epimerase.Glycobiology · 2020Article
- Chemical O-sulfation of N-sulfoheparosan: a route to rare N-sulfo-3-O-sulfoglucosamine and 2-O-sulfoglucuronic acid.Glycoconjugate journal · 2020Article
- Effective Inhibition of SARS-CoV-2 Entry by Heparin and Enoxaparin Derivatives.bioRxiv : the preprint server for biology · 2020Article
- Chemical synthesis of human syndecan-4 glycopeptide bearing O-, N-sulfation and multiple aspartic acids for probing impacts of the glycan chain and the core peptide on biological functions.Chemical science · 2020Article
- Sulfated polysaccharides effectively inhibit SARS-CoV-2 in vitro.Cell discovery · 2020Article
Corrections and comments
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Authors and funding
13 authors at 2 institutions in 2 countries.
Funding
Abstract
Heparin is a highly sulfated, complex polysaccharide and widely used anticoagulant pharmaceutical. In this work, we chemoenzymatically synthesized perdeuteroheparin from biosynthetically enriched heparosan precursor obtained from microbial culture in deuterated medium. Chemical de-N-acetylation, chemical N-sulfation, enzymatic epimerization, and enzymatic sulfation with recombinant heparin biosynthetic enzymes afforded perdeuteroheparin comparable to pharmaceutical heparin. A series of applications for heavy heparin and its heavy biosynthetic intermediates are demonstrated, including generation of stable isotope labeled disaccharide standards, development of a non-radioactive NMR assay for glucuronosyl-C5-epimerase, and background-free quantification of in vivo half-life following administration to rabbits. We anticipate that this approach can be extended to produce other isotope-enriched glycosaminoglycans.
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Registered trials
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.