Journal ArticleDOI
Preparation of Unsymmetrically Labeled Hydroperoxides. A Hydroxamate Ester−Nitrosation Approach
TLDR
In this paper, the reaction of O-tertiary alkyl aryl hydroxamate esters with nitrosyl chloride gives O-TERTiary alkal aryls peresters that can be hydrolyzed to the hydroperoxide.Abstract:
Reaction of O-tertiary alkyl arylhydroxamate esters with nitrosyl chloride gives O-tertiary alkyl aryl peresters that can be hydrolyzed to the hydroperoxide. If the hydroxamate ester carbonyl oxyge...read more
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Chemistry of the nitric oxide-releasing diazeniumdiolate ("nitrosohydroxylamine") functional group and its oxygen-substituted derivatives.
Joseph A. Hrabie,Larry K. Keefer +1 more
Journal ArticleDOI
Peptidomimetics via modifications of amino acids and peptide bonds
TL;DR: This work reviews recent developments in peptidomimetics that are formed via heteroatom replacement within the native amino acid backbone through structural features, utility and preparative methods.
Journal ArticleDOI
Structural identification of a novel pro-inflammatory epoxyisoprostane phospholipid in mildly oxidized low density lipoprotein
Andrew D. Watson,Ganesamoorthy Subbanagounder,Derek S. Welsbie,Kym F. Faull,Mohamad Navab,Michael E. Jung,Alan M. Fogelman,Judith A. Berliner +7 more
TL;DR: The fragmentation pattern produced by electrospray ionization-collision induced dissociation-tandem mass spectrometry was consistent with a molecule resembling an E-ring prostaglandin with an epoxide at the 5,6 position, adding epoxyisoprostane E2 to the growing list of biologically active isoprostanes.
Journal ArticleDOI
Epoxyisoprostane and Epoxycyclopentenone Phospholipids Regulate Monocyte Chemotactic Protein-1 and Interleukin-8 Synthesis FORMATION OF THESE OXIDIZED PHOSPHOLIPIDS IN RESPONSE TO INTERLEUKIN-1β
Ganesamoorthy Subbanagounder,Jason Wong,Hans Lee,Kym F. Faull,Elizabeth C. Miller,Joseph L. Witztum,Judith A. Berliner +6 more
TL;DR: PEIPC and PECPC isomers are potent activators of endothelial cells increasing synthesis of IL-8 and MCP-1 and accumulation in cells treated with IL-1β suggests that these lipids may play a role in a number of chronic disease processes.
Journal ArticleDOI
Phosphine-Catalyzed Reductions of Alkyl Silyl Peroxides by Titanium Hydride Reducing Agents: Development of the Method and Mechanistic Investigations
TL;DR: Mechanistic experiments support a mechanism in which the peroxide group was reduced and the silyl group was transferred in a concerted step to reduce protected hydroperoxides by employing catalytic amounts of phosphine.
References
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Journal ArticleDOI
Dioxiranes: synthesis and reactions of methyldioxiranes
Journal ArticleDOI
Models for Nonheme Iron Intermediates: Structural Basis for Tuning the Spin States of Fe(TPA) Complexes
TL;DR: In this article, a series of Fe(TPA) complexes with 6-methyl substituent substituents has been synthesized and characterized to provide the structural basis for these dramatic effects.
Journal ArticleDOI
On the formation and reactivity of dioxirane intermediates in the reaction of peroxoanions with organic substrates
TL;DR: In this paper, it was shown that no oxidation of the substrates examined was found to occur in the absence of ketone and the possibility that formation of dioxathiirane intermediates (XXII) occurs following a side pathway in the reaction of Caroate with sulfoxides (which produces sulfones in high yield) has been explored.
Journal ArticleDOI
Oxygen-18 isotope effect in carbon-13 nuclear magnetic resonance spectroscopy. 2. The effect of structure
John M. Risley,R. L. Van Etten +1 more
TL;DR: In this paper, a series of /sup 18/O-labeled organic compounds was synthesized in order to study further two aspects of the /sup O-induced shift of natural abundance /sup 13/C NMR signals as compared to the respective /sup 16/O compounds.
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