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The enzymology of oxazolone and thioamide synthesis in methanobactin
2021Methanobactins are ribosomally synthesized and post-translationally modified peptidic (RiPP) natural products that are known for their ability to chelate copper ions. Crucial for their high copper affinity is a pair of bidentate ligands comprising a nitrogen-containing heterocycle and an adjacent thioamide or enethiol group.
Jonathan Chiu-Chun, Chou +3 more
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Structure and properties of oxazolones
Bulletin of the Academy of Sciences of the USSR Division of Chemical Science, 19581. On the basis of consideration of the chemical and physical properties of unsaturated oxazolones, it is shown that the formation of true or pseudooxazolones depends upon the substituents of the oxazolone ring in positions 2 and 4, a structure with the most highly conjugated system being formed regardless of the method of formation.
O. V. Kildisheva +2 more
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The Journal of Organic Chemistry, 2013
Described herein is a novel method for the synthesis of 3,4,5-trisubstituted 2-oxazolones featuring the first Pd-catalyzed dehydrogenative alkenylation of 2-oxazolones, which is realized by employing 10 mol % of Pd(OAc)2 as the catalyst and the use of readily available Cu(OAc)2 as the oxidant.
Zenghui, Lu +3 more
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Described herein is a novel method for the synthesis of 3,4,5-trisubstituted 2-oxazolones featuring the first Pd-catalyzed dehydrogenative alkenylation of 2-oxazolones, which is realized by employing 10 mol % of Pd(OAc)2 as the catalyst and the use of readily available Cu(OAc)2 as the oxidant.
Zenghui, Lu +3 more
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2014
[1199-01-5] C9H7NO2 (MW 161.16) InChI = 1S/C9H7NO2/c11-8-6-10-9(12-8)7-4-2-1-3-5-7/h1-5H,6H2 InChIKey = QKCKCXFWENOGER-UHFFFAOYSA-N (reagent used as a masked glycine equivalent and for the formation of heterocyclic structures) Alternate Name: 2-phenyl-5(4H)-oxazolone.
Nicole M. Hewlett, Jetze J. Tepe
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[1199-01-5] C9H7NO2 (MW 161.16) InChI = 1S/C9H7NO2/c11-8-6-10-9(12-8)7-4-2-1-3-5-7/h1-5H,6H2 InChIKey = QKCKCXFWENOGER-UHFFFAOYSA-N (reagent used as a masked glycine equivalent and for the formation of heterocyclic structures) Alternate Name: 2-phenyl-5(4H)-oxazolone.
Nicole M. Hewlett, Jetze J. Tepe
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Mechanistic studies of peptide oxazolone racemization
Tetrahedron, 1967Abstract The racemization and ring-opening reactions of the oxazolone from benzyloxycarbonylaminoisobutyryl- l -phenylalanine with a number of amino acid esters were studied in several commonly used peptide solvents. These studies show that oxazolone racemization is a pseudo first-order reaction when the rate of racemization is much larger than the ...
M, Goodman, W J, McGahren
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Synthesis of peptide oxazolones and related compounds
Tetrahedron, 1967Abstract Two optically active, crystalline, peptide oxazolones, 2-(1′-benzyloxycarbonylamino-1′-methyl)ethyl-4-methyl-oxazolone and 2-(1′-benzyloxycarbonylamino-1′-methyl)ethyl-4-benzyloxazolone, were prepared and characterized. the imidazole-acceleratedp-nitrophenyl-active ester synthesis was found to be a good route to the dipeptides ...
W J, McGahren, M, Goodman
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Oxazolone-Induced Intestinal Inflammation in Adult Zebrafish
2017Zebrafish are an excellent model for the study of intestinal immunity. The availability of several transgenic reporter fish for different innate and adaptive immune cells and the high homology in terms of gut function and morphology enables in depth analysis of the process of intestinal inflammation.
Brugman, Sylvia +1 more
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Assay of anti-oxazolone antibodies with the aid of oxazolone coupled bacteriophage
Immunochemistry, 1971S, Jormalainen, J, Aird, O, Mäkelä
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New Developments in the Chemistry of Oxazolones
1977Publisher Summary This chapter considers the recently reported 2-oxazolin-5-ones and 3-oxazolin-5-ones. The classical Erlenmeyer synthesis of azlactones, which includes condensation of aldehydes with hippuric or aceturic acid in the presence of acetic anhydride and sodium acetate, is considered the most commonly used method for preparation of 2 ...
Robert Filler, Y. Shyamsunder Rao
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