Evidence map›Paper›PMID 24354696›Full record

ArticleOrganic letters2014

Merremoside D: de novo synthesis of the purported structure, NMR analysis, and comparison of spectral data.

Ehesan U Sharif, Hua-Yu Leo Wang, Novruz G Akhmedov, George A O'Doherty

Abstract 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 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. Chemical communications (Cambridge, England) · 2022
    Review
  2. Review
  3. Article
  4. Chemical science · 2014
    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.

Ehesan U SharifDepartment of Chemistry and Chemical Biology, Northeastern University , Boston, Massachusetts 02115, United States.
Hua-Yu Leo Wang
Novruz G Akhmedov
George A O'Doherty

Funding

De Novo Synthesis of OligosaccharidesR01GM090259 · NIGMS · WEST VIRGINIA UNIVERSITY · PI O'DOHERTY, GEORGE A · 2009 to 2012
$1.2M
De Novo Synthesis for MedChem on SugarsR01GM088839 · NIGMS · WEST VIRGINIA UNIVERSITY · PI O'DOHERTY, GEORGE A · 2009 to 2010
$604k
NIGMS NIH HHS GM088839NIGMS NIH HHS R01 GM088839NIGMS NIH HHS R01 GM090259
6 · The paper itself

Abstract

The first synthesis of the purported structure of Merremoside D has been achieved in 22 longest linear steps. The de novo asymmetric synthesis relied on the use of asymmetric catalysis to selectively install all 21 stereocenters in the final compounds from commercially available achiral starting materials. Adiabatic gradient 2D NMR techniques (gHSQCAD, gHMBCAD, gH2BCAD, gHSQCTOXYAD, ROESYAD) were used to completely assign the structure of synthetic Merremoside D. Comparison of our assignments with the limited NMR data reported for natural Merremoside D allows for the tentative confirmation of its structure.

Indexed as

CatalysisConvolvulaceaeGlycosidesMolecular StructureNuclear Magnetic Resonance, BiomolecularOligosaccharidesStereoisomerismGlycosidesmerremoside DOligosaccharides

Identifiers

PMID24354696
PMCPMC4078405

What OpenQuestion holds

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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.