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1. Synthesis of diribonucleoside phosphorothioates via stereospecific sulfurization of H-phosphonate diesters

Author

Almer, H., Stawinski, J., Stromberg, R., and Thelin, M.

Subjects
Organic compounds -- Synthesis, Nucleosides -- Research, Sulfur -- Usage, Organophosphorus compounds -- Research, Esterases -- Usage, Biological sciences, Chemistry
Abstract

The stereospecific sulfurization of diribonucleoside H-phosphonate diesters with elemental sulfur (S8) provides the key reaction in the synthesis of four diastereomeric pairs of ribonucleoside phosphorothioates. The diesters are obtained by coupling properly protected uridine at its ribosyl methyl position to four protected ribonucleosides at their 4-ribosyl position with a phosphonate linkage. When exposed to the snake venom phosphodiesterase, only the Rp diastereomers undergo extensive hydrolysis while the Sp diastereomers prove resistant to the enzyme.

Published
1992

2. Oxygen consumption and gait variables of Arabian endurance horses measured during a field exercise test

Author

Cottin, François, Metayer, Nicolas, GOACHET, Anne-Gaëlle, Julliand, Véronique, Stawinski, J., Billat, V., Barrey, Eric, Unité de biologie intégrative des adaptations à l'exercice (UBIAE), Université d'Évry-Val-d'Essonne (UEVE)-Institut National de la Santé et de la Recherche Médicale (INSERM), Génétique Animale et Biologie Intégrative (GABI), AgroParisTech-Institut National de la Recherche Agronomique (INRA), AgroSup Dijon - Institut National Supérieur des Sciences Agronomiques, de l'Alimentation et de l'Environnement, and Institut National de la Recherche Agronomique (INRA)-AgroParisTech

Subjects
[SDV]Life Sciences [q-bio], heart rate, running speed, endurance race, respiratory exchange ratio, human activities, respiration, horse
Abstract

Reasons for performing study: Arabian horses have morphological, muscular and metabolic features designed for endurance races. Their gas exchange and gait variables were therefore measured during a field exercise test. This study presents original respiratory and locomotor data recorded in endurance horses under field conditions. Hypothesis and objectives: Respiratory gas exchange ratio (RER) of Arabian horses at the speed required to win endurance races (18 km/h for 120–160 km) are

Published
2010
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36. How To Get the Most Out of Two Phosphorus Chemistries. Studies on H-Phosphonates

Author

Stawinski, J. and Kraszewski, A.

Abstract

The biological importance and practical significance of phosphate esters and their analogues have been the major driving forces for research in various areas of synthetic organic phosphorus chemistry. In this Account, the authors' studies on the development of a comprehensive H-phosphonate methodology and the underlying chemistry for the preparation of biologically important phosphate esters and their analogues are briefly discussed.

Published
2002
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40. Aryl H-Phosphonates. 14. Synthesis of New Nucleotide Analogues with Phosphonate−Phosphate Internucleosidic Linkage

Author

Szymczak, M., Szymanska, A., Stawinski, J., Boryski, J., and Kraszewski, A.

Abstract

Aryl nucleoside H-phosphonates 3 and aryl nucleoside P-acylphosphonates 4, generated in situ from the appropriate H-phosphonate 1 and acylphosphonate monoesters 2, respectively, reacted rapidly in the presence of tertiary amines to produce in high yields the extended, pyrophosphate analogues, diaryl dinucleoside phosphonate−phosphate derivatives 6. These, depending on a substituent on the α-carbon of the phosphonate moiety, either underwent transformation into the dinucleoside phosphonate−phosphate 7 or afforded nucleoside H-phosphonates 8 and aryl nucleoside phosphate 9.

Published
2003

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