Evidence map›Paper›PMID 30532014›Full record

ArticleNature chemistry2019

Streamlining the chemoenzymatic synthesis of complex N-glycans by a stop and go strategy.

Lin Liu, Anthony R Prudden, Chantelle J Capicciotti, Gerlof P Bosman, Jeong-Yeh Yang, Digantkumar G Chapla, Kelley W Moremen, Geert-Jan Boons

Abstract read
In one paragraph

Article in Nature chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 62 papers.

0numbers the graph read from it
0cells of the map it votes in
62citing papers in PubMed
4.5field-weighted citation impact, top 4% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

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.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

62 citing papers in PubMed, 143 citations in OpenAlex.

  1. Review
  2. Article
  3. Chemoenzymatic Synthesis of AsymmetricJournal of the American Chemical Society · 2026
    Article
  4. Article
  5. Article
  6. Review
  7. Article
  8. Article
  9. Article
  10. Article
  11. Expedient Assembly of MultiantennaryJournal of the American Chemical Society · 2025
    Article
  12. Review
  13. Article
  14. Article
  15. Article
  16. Review
  17. Review
  18. Article
  19. Article
  20. Chemoenzymatic Synthesis of Tri-antennary N-Glycans Terminating in Sialyl-LewisChemistry (Weinheim an der Bergstrasse, Germany) · 2024
    Article

2 more citing papers are in PubMed but not listed here.

4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

8 authors at 2 institutions in 2 countries.

Lin LiuComplex Carbohydrate Research Center, University of Georgia, Athens, GA, USA.ORCID http://orcid.org/0000-0002-0310-5946
Anthony R PruddenComplex Carbohydrate Research Center, University of Georgia, Athens, GA, USA.
Chantelle J CapicciottiComplex Carbohydrate Research Center, University of Georgia, Athens, GA, USA.
Gerlof P BosmanDepartment of Chemical Biology and Drug Discovery, Utrecht Institute for Pharmaceutical Sciences, and Bijvoet Center for Biomolecular Research, Utrecht University, Utrecht, The Netherlands.
Jeong-Yeh YangComplex Carbohydrate Research Center, University of Georgia, Athens, GA, USA.
Digantkumar G ChaplaComplex Carbohydrate Research Center, University of Georgia, Athens, GA, USA.
Kelley W MoremenComplex Carbohydrate Research Center, University of Georgia, Athens, GA, USA.ORCID http://orcid.org/0000-0003-1768-582X
Geert-Jan BoonsComplex Carbohydrate Research Center, University of Georgia, Athens, GA, USA. gjboons@ccrc.uga.edu.ORCID http://orcid.org/0000-0003-3111-5954
University of Georgia · USUtrecht University · NL

Funding

TR&D3. Approaches to Proteoglycan Function at Biochemical and Cellular LevelsP41GM103390 · NIGMS · UNIVERSITY OF GEORGIA · PI MOREMEN, KELLEY W. · 2012 to 2019
$14.5M
Recombinant Production of Glycosylation Enzymes for Biochem/Structural StudiesP01GM107012 · NIGMS · UNIVERSITY OF GEORGIA · PI BOONS, GEERT-JAN · 2013 to 2017
$7.5M
Origin of N-Glycan Site-Specific HeterogeneityR01GM130915 · NIGMS · UNIVERSITY OF GEORGIA · PI KANNAN, NATARAJAN, MOREMEN, KELLEY W. · 2019 to 2022
$3.4M
Streamlining the chemoenzymatic synthesis of asymmetrical glycans of biological importanceU01GM120408 · NIGMS · UNIVERSITY OF GEORGIA · PI BOONS, GEERT-JAN · 2016 to 2019
$3.0M
Electronics Consoles for Biomolecular NMRS10RR027097 · NCRR · UNIVERSITY OF GEORGIA · PI URBAUER, JEFFREY L · 2011 to 2011
$364k
Aberrant N-Glycan Standards for Mass Spectrometry and Microarray AnalysisF31CA180478 · NCI · UNIVERSITY OF GEORGIA · PI PRUDDEN, ANTHONY · 2013 to 2016
$89k
NCI NIH HHS F31 CA180478NCRR NIH HHS S10 RR027097NIGMS NIH HHS P01 GM107012NIGMS NIH HHS P41 GM103390NIGMS NIH HHS R01 GM130915NIGMS NIH HHS U01 GM120408
6 · The paper itself

Abstract

Contemporary chemoenzymatic approaches can provide highly complex multi-antennary N-linked glycans. These procedures are, however, very demanding and typically involve as many as 100 chemical steps to prepare advanced intermediates that can be diversified by glycosyltransferases in a branch-selective manner to give asymmetrical structures commonly found in nature. Only highly specialized laboratories can perform such syntheses, which greatly hampers progress in glycoscience. Here we describe a biomimetic approach in which a readily available bi-antennary glycopeptide can be converted in ten or fewer chemical and enzymatic steps into multi-antennary N-glycans that at each arm can be uniquely extended by glycosyltransferases to give access to highly complex asymmetrically branched N-glycans. A key feature of our approach is the installation of additional branching points using recombinant MGAT4 and MGAT5 in combination with unnatural sugar donors. At an appropriate point in the enzymatic synthesis, the unnatural monosaccharides can be converted into their natural counterpart, allowing each arm to be elaborated into a unique appendage.

Indexed as

AsparagineBiomimetic MaterialsCarbohydrate SequenceEscherichia coliEscherichia coli ProteinsGalactosidasesGlycopeptidesGlycosylationN-AcetylglucosaminyltransferasesPolysaccharidesSialyltransferasesAsparagineEscherichia coli ProteinsGalactosidasesGlycopeptidesN-AcetylglucosaminyltransferasesPolysaccharidesSialyltransferases

Identifiers

PMID30532014
PMCPMC6347513
OpenAlexW2902683726

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Registered trials

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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.