Application of the 2-deoxyglucose scaffold as a new chiral probe for elucidation of the absolute configuration of secondary alcohols.

Alicja Trocka, Katarzyna Szwarc-Karabyka, Sławomir Makowiec, Tomasz Laskowski

Abstract read

In one paragraph

Article in Scientific reports, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it

0cells of the map it votes in

1citing 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

1 citing paper in PubMed.

Isolation, structure revision and stereochemistry of trichomycins A and B, aromatic analogues of amphotericin B.Scientific reports · 2025
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.

Alicja TrockaDepartment of Organic Chemistry, Faculty of Chemistry, Gdańsk University of Technology, Narutowicza Street 11/12, 80-233, Gdańsk, Poland. alicja.trocka@pg.edu.pl.

Katarzyna Szwarc-KarabykaNuclear Magnetic Resonance Laboratory, Faculty of Chemistry, Gdańsk University of Technology, Narutowicza Street 11/12, 80-233, Gdańsk, Poland.

Sławomir MakowiecDepartment of Organic Chemistry, Faculty of Chemistry, Gdańsk University of Technology, Narutowicza Street 11/12, 80-233, Gdańsk, Poland.

Tomasz LaskowskiDepartment of Pharmaceutical Technology and Biochemistry and BioTechMed Centre, Faculty of Chemistry, Gdańsk University of Technology, Narutowicza Street 11/12, 80-233, Gdańsk, Poland.

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Herein, we present the application of 2-deoxy-D-glucose derivatives as chiral probes for elucidation of the absolute configuration of chiral secondary alcohols. The probes are attached to the studied molecules via glycosylation reaction and the resulting products are examined by a set of standard 2D NMR experiments. The absolute configuration of an oxymethine carbon atom binding the probe is established on a basis of a set of diagnostic dipolar couplings (NOEs/ROEs). These correlations may be considered diagnostic due to a pronounced lack of conformational freedom of the formed glycosidic linkage. While the chance for an observation of the diagnostic signals is the highest when the resulting glycoside in an α-anomer. 2-deoxy-D-glucose was selected as a probe of choice since is it known to strongly prefer the formation of α-glycosides.

Indexed as

AlcoholsDeoxyglucoseCarbonGlycosidesMolecular ConformationAlcoholsCarbonDeoxyglucoseGlycosides

Identifiers

PMID36207399

DOI10.1038/s41598-022-21174-8

PMCPMC9547072

What OpenQuestion holds

Textmetadata

LicenceCC BY

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.