Evidence map›Paper›PMID 25247390›Full record

ArticleOrganic letters2014

Synthesis of partially O-acetylated N-acetylneuraminic acid using regioselective silyl exchange technology.

Simon S Park, Jacquelyn Gervay-Hague

Open access · bronzeAbstract read
In one paragraph

Article in Organic letters, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing papers in PubMed
0.1field-weighted citation impact, top 43% 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

7 citing papers in PubMed, 15 citations in OpenAlex.

  1. Article
  2. Article
  3. Review
  4. Review
  5. Review
  6. Facile and robust methods for the regioselective acylation of N-acetylneuraminic acid.New journal of chemistry = Nouveau journal de chimie · 2018
    Article
  7. AnomericMolecules (Basel, Switzerland) · 2018
    Review
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

2 authors at 1 institution in 1 country.

Simon S ParkDepartment of Chemistry, University of California, Davis , One Shields Avenue, Davis, California 95616, United States.
Jacquelyn Gervay-Hague
University of California, Davis · US

Funding

Synthesis and Screening of Bioactive GlycolipidsR01GM090262 · NIGMS · UNIVERSITY OF CALIFORNIA AT DAVIS · PI GERVAY-HAGUE, JACQUELYN · 2009 to 2012
$1.2M
ACQUISITION OF 500 MHZ NMR SPECTROMETERS10RR011973 · NCRR · UNIVERSITY OF CALIFORNIA DAVIS · PI LA MAR, GERD N · 1997 to 1997
–
NCRR NIH HHS S10 RR011973NIGMS NIH HHS R01 GM090262NIGMS NIH HHS R01GM090262
6 · The paper itself

Abstract

Postglycosylation acetylation of sialic acid imparts unique roles to sialoglycoconjugates in mammalian immune response making structural and functional understanding of these analogues important. Five partially O-acetylated Neu5Ac analogues have been synthesized. Reaction of per-O-silylated Neu5Ac ester with AcOH and Ac2O in pyridine promotes regioselective silyl ether/acetate exchange in the following order: C4 (2°) > C9 (1°) > C8 (2°) > C2 (anomeric). Subsequent hydrogenolysis affords the corresponding sialic acid analogues as useful chemical biology tools.

Indexed as

AcetylationAnimalsMolecular StructureN-Acetylneuraminic AcidSialic AcidsStereoisomerismN-Acetylneuraminic AcidSialic Acids

Identifiers

PMID25247390
PMCPMC4184446
OpenAlexW2463344183

What OpenQuestion holds

Textmetadata
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.