ArticleBioorganic & medicinal chemistry2008
S-Ribosylhomocysteine analogues with the carbon-5 and sulfur atoms replaced by a vinyl or (fluoro)vinyl unit.
Article in Bioorganic & medicinal chemistry, 2008. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
What it found
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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.
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.
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Who cites it
12 citing papers in PubMed.
- Practical Synthesis of Terminal Vinyl Fluorides.The Journal of organic chemistry · 2023Article
- Small-Molecule Inhibition of Bacterial Biofilm.ACS omega · 2020Review
- Interference With Quorum-Sensing Signal Biosynthesis as a Promising Therapeutic Strategy Against Multidrug-Resistant Pathogens.Frontiers in cellular and infection microbiology · 2018Review
- Practical, efficient, and broadly applicable synthesis of readily differentiable vicinal diboronate compounds by catalytic three-component reactions.Tetrahedron · 2017Article
- Kinetically controlled E-selective catalytic olefin metathesis.Science (New York, N.Y.) · 2016Article
- Screening of Actinobacillus pleuropneumoniae LuxS inhibitors.Current microbiology · 2013Article
- Exploiting quorum sensing to confuse bacterial pathogens.Microbiology and molecular biology reviews : MMBR · 2013Review
- Inhibition of LuxS by S-ribosylhomocysteine analogues containing a [4-aza]ribose ring.Bioorganic & medicinal chemistry · 2011Article
- A naturally occurring brominated furanone covalently modifies and inactivates LuxS.Bioorganic & medicinal chemistry letters · 2009Article
- Inhibition of S-ribosylhomocysteinase (LuxS) by substrate analogues modified at the ribosyl C-3 position.Bioorganic & medicinal chemistry · 2009Article
- Application of germyldesulfonylation reactions to the synthesis of germanium-containing nucleoside analogues.Nucleosides, nucleotides & nucleic acids · 2009Article
- Synthesis of 5'-functionalized nucleosides: S-Adenosylhomocysteine analogues with the carbon-5' and sulfur atoms replaced by a vinyl or halovinyl unit.Bioorganic & medicinal chemistry · 2008Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
6 authors.
Funding
Abstract
Treatment of the protected ribose or xylose 5-aldehyde with sulfonyl-stabilized fluorophosphonate gave (fluoro)vinyl sulfones. Stannyldesulfonylation followed by iododestannylation afforded 5,6-dideoxy-6-fluoro-6-iodo-d-ribo or xylo-hex-5-enofuranoses. Coupling of the hexenofuranoses with alkylzinc bromides gave 10-carbon ribosyl- and xylosylhomocysteine analogues incorporating a fluoroalkene. The fluoroalkenyl and alkenyl analogues were evaluated for inhibition of Bacillus subtilis S-ribosylhomocysteinase (LuxS). One of the compounds, 3,5,6-trideoxy-6-fluoro-d-erythro-hex-5-enofuranose, acted as a competitive inhibitor of moderate potency (K(I)=96microM).
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Registered trials
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.