Evidence map›Paper›PMID 24005522›Full record

ArticleActa crystallographica. Section C, Crystal structure communications2013

A fused [3.3.0]-neoglycoside lactone derived from glucuronic acid.

Matthew W Schombs, Ryan A Davis, James C Fettinger, Jacquelyn Gervay-Hague

Open access · bronzeAbstract read
In one paragraph

Article in Acta crystallographica. Section C, Crystal structure communications, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

0numbers the graph read from it
0cells of the map it votes in
0citing papers in PubMed
0.2field-weighted citation impact, top 45% 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

0 citing papers in PubMed, 1 citations in OpenAlex.

No citing paper in PubMed yet.

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 at 1 institution in 1 country.

Matthew W SchombsDepartment of Chemistry, University of California, One Shields Avenue, Davis, CA 95616, USA.
Ryan A Davis
James C Fettinger
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
NIGMS NIH HHS R01 GM090262NIGMS NIH HHS R01GM090262OCPHP CDC HHS PR1973
6 · The paper itself

Abstract

The bridged next-generation aminoglycoside (neoglycoside), 1-deoxy-1-[(methoxy)methylamino)]-2,5-di-O-triethylsilyl-β-D-glucofuranurono-γ-lactone {systematic name: (3S,3aS,5R,6R,6aS)-5-[methoxy(methyl)amino]-3,6-bis[(triethylsilyl)oxy]-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-2-one}, C20H41NO6Si2, was synthesized in a one-pot manner from commercially available D-glucuronic acid. This structure supports the properties associated with the anomeric effect for furanosides and can be employed to provide insight into the mechanisms by which alkoxyamine-appended natural products derive their enhanced biological activity. To the best of our knowledge, this is the first published crystal structure of a bicyclic neoglycoside and is the first neoglycoside to be completely and unambiguously characterized.

Indexed as

Glucuronic AcidGlycosidesLactonesMolecular StructureGlucuronic AcidGlycosidesLactonescrystal structureneoglycoside

Identifiers

PMID24005522
PMCPMC3769141
OpenAlexW2014460857

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.