Evidence map›Paper›PMID 18597509›Full record

ArticleBioconjugate chemistry2008

Improved procedure for direct coupling of carbohydrates to proteins via reductive amination.

Jeffrey C Gildersleeve, Oyindasola Oyelaran, John T Simpson, Benjamin Allred

Abstract read
In one paragraph

Article in Bioconjugate chemistry, 2008. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 41 papers.

0numbers the graph read from it
0cells of the map it votes in
41citing papers in PubMed
–field-weighted citation impact
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

41 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. The Production and Characterization of Synthetic Glycoconjugate Vaccines.Methods in molecular biology (Clifton, N.J.) · 2025
    Article
  5. Article
  6. Review
  7. Review
  8. Article
  9. Article
  10. Article
  11. Article
  12. Homo- and Heterogeneous Glycoconjugates on the Basis ofMolecules (Basel, Switzerland) · 2022
    Review
  13. Article
  14. Review
  15. Article
  16. Article
  17. Article
  18. Article
  19. Article
  20. Article
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

4 authors.

Jeffrey C GildersleeveLaboratory of Medicinal Chemistry, Center for Cancer Research, National Cancer Institute, NIH, 376 Boyles Street, Building 376, Room 109, Frederick, Maryland 21702, USA. gildersleevej@ncifcrf.gov
Oyindasola Oyelaran
John T Simpson
Benjamin Allred

Funding

Development of a Carbohydrate MicroarrayZIABC010675 · NCI · DIVISION OF BASIC SCIENCES - NCI · PI GILDERSLEEVE, JEFFREY · 2009 to 2025
$6.1M
Carbohydrate Microarray Profiling of Glycan-Binding Antibodies and LectinsZ01BC010740 · NCI · DIVISION OF BASIC SCIENCES - NCI · PI GILDERSLEEVE, JEFF · 2006 to 2008
$747k
Development of a Carbohydrate MicroarrayZ01BC010675 · NCI · DIVISION OF BASIC SCIENCES - NCI · PI GILDERSLEEVE, JEFF · 2005 to 2008
$438k
Intramural NIH HHS Z01 BC010675NCI NIH HHS N01 CO012400NCI NIH HHS N01-CO-12400
6 · The paper itself

Abstract

Carbohydrate-protein conjugates are utilized extensively in basic research and as immunogens in a variety of bacterial vaccines and cancer vaccines. As a result, there have been significant efforts to develop simple and reliable methods for the construction of these conjugates. While direct coupling via reductive amination is an appealing approach, the reaction is typically very inefficient. In this paper, we report improved reaction conditions providing an approximately 500% increase in yield. In addition to optimizing a series of standard reaction parameters, we found that addition of 500 mM sodium sulfate improves the coupling efficiency. To illustrate the utility of these conditions, a series of high mannose BSA conjugates were produced and incorporated into a carbohydrate microarray. Ligand binding to ConA could be observed and apparent affinity constants ( K ds) measured using the array were in good agreement with values reported by surface plasmon resonance. The results show that the conditions are suitable for microgram-scale reactions, are compatible with complex carbohydrates, and produce biologically active conjugates.

Indexed as

Carbohydrate MetabolismAminationLigandsOxidation-ReductionProtein BindingProteinsLigandsProteins

Identifiers

PMID18597509
PMCPMC2629553

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

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.