First synthesis of 4,5-O-isopropylidene-6-thio-d-galactono-1,6-lactone as a precursor of d-galactothioseptanose

Chaveriat, Ludovic; Stasik, Imane; Demailly, Gilles; Beaupère, D.

doi:10.1016/j.tetasy.2004.11.088

Cited by 4 publications

(1 citation statement)

References 26 publications

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“…reduction of sugar lactones to hemiacetals plays an important role in the synthesis of modified carbohydrates and nucleosides. When discussing carbohydrates, we shall focus on the synthesis of modified monosaccharaides, more specifically pentoses and hexoses.Beaupere et al worked on the synthesis of 5-and 6-alkyl sulfanyl derivatives [101][102][103]. These types of thiosugar derivatives have shown to have therapeutic potential against several diseases, including cancer 103.…”

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Synthesis of Gemcitabine Analogues with Silicon-Fluoride Acceptors for 18F Labeling

Gonzalez-Espinoza¹

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I would also like to thank all my collaborators whom their great help have made this dissertation what it is. I would like to thank Dr. Cheppail Ramachandran from the Department of Pathology at Nicklaus Children's Hospital for studying the cytostatic activities of my 4-N-modified gemcitabine analogues in his L1210 cell line. Also, thank you to Dr. Alejandro Barbieri at FIU's department of Biological Sciences for providing cell and fluorescence studies with his HEK 293 cell line in order to have a better understanding of cellular uptake on my 4-N-modified gemcitabine analogues. A very special and appreciated thank you to Dr. Michael van Dam and his coworkers from the Crump Institute for Molecular Imaging in the University of California Los Angeles for their work in 18 F labeling and PET imaging of my 4-N-modified gemcitabine analogues in WT C57BL/6 mice. Finally, I would like to thank my advisor, Dr. Stanislaw F. Wnuk, for all his guidance and always keeping my in the right track. I would like to thank all of my lab mates, previous and current, for their advice and friendship. vi

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Synthesis of Gemcitabine Analogues with Silicon-Fluoride Acceptors for 18F Labeling

Gonzalez-Espinoza¹

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π-Stacking-Controlled Dearomatic Sulfur-Shifted Ene Reaction of Ketenes and Polycyclic Arylthiiranes: Access to Areno[d]-ε-thiolactones

Wang,

Chen,

2024

J. Org. Chem.

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Electrophilic ring-expansion of polycyclic arylthiiranes and ketenes generated from alkoxy/aryloxyacetyl chlorides in the presence of triethylamine (TEA) is developed and provides a new strategy for the synthesis of areno[d]-ε-thiolactones, areno[d]thiepinones, directly without catalysts or additives. This strategy features atom-and step-economic one-pot characteristic via a tandem sequence of in situ ketene generation, π-stacking-controlled dearomatic sulfur-shifted ene, and aromatization. The current reaction is a novel strategy of electrophilic ring expansions of three-membered saturated heterocycles.

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A bola-phospholipid bearing tetrafluorophenylazido chromophore as a promising lipid probe for biomembrane photolabeling studies

et al. 2013

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A bola-phospholipid probe, carrying a tetrafluorophenylazido chromophore in the middle of the transmembrane diacyl chain, was synthesized and characterized with a view to studying biomembranes by a photolabeling approach. This probe shows the advantageous stability of bola-lipids in giant vesicle formation alongside excellent photochemical properties conferred by the tetrafluorophenylazido chromophore, and thus constitutes a promising probe for biomembrane photolabeling studies.

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First synthesis of 4,5-O-isopropylidene-6-thio-d-galactono-1,6-lactone as a precursor of d-galactothioseptanose

Cited by 4 publications

References 26 publications

Synthesis of Gemcitabine Analogues with Silicon-Fluoride Acceptors for 18F Labeling

Synthesis of Gemcitabine Analogues with Silicon-Fluoride Acceptors for 18F Labeling

π-Stacking-Controlled Dearomatic Sulfur-Shifted Ene Reaction of Ketenes and Polycyclic Arylthiiranes: Access to Areno[d]-ε-thiolactones

A bola-phospholipid bearing tetrafluorophenylazido chromophore as a promising lipid probe for biomembrane photolabeling studies

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