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Valery P Kukhar - One of the best experts on this subject based on the ideXlab platform.
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the interaction of 4 ethoxy 1 1 1 trifluoro 3 buten 2 one with triethyl phosphite
1998Co-Authors: Igor I Gerus, M G Gorbunova, Valery P Kukhar, Reinhard SchmutzlerAbstract:Abstract 4-Ethoxy-1,1,1-trifluoro-3-buten-2-one reacts with triethyl phosphite on heating to give a [4 + 2 cycloaddition product 2,2,2-triethoxy 2,3-dihydro-3-ethoxy-5-trifluoromethyl-1,2λ 5 -oxaphospholene. Its hydrolysis yields, ultimately, a 2-oxo-2-hydroxy-2, 3-dihydro-3-hydroxy 5-trifluoromethyl-1,2λ 5 -oxaphospholen.
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The interaction of 4-ethoxy-1,1,1-trifluoro-3-buten-2-one with C-nucleophiles : organo-magnesium and -zinc compounds
1993Co-Authors: M G Gorbunova, Igor I Gerus, Valery P KukharAbstract:Abstract 4-Ethoxy-1,1,1-trifluoro-3-buten-2-one ( 1 ) reacts with phenylmagnesium bromide to give ethoxy group substitution products while the reaction of 1 with organozinc compounds gives products arising from 1,2-addition to the carbonyl group. Enone 1 reacts with electron-rich aromatic systems such as indole and N,N -dimethylaniline in the presence of a Lewis acid catalyst to give a β-arylvinyltrifluoromethylketone.
Remy Brossut - One of the best experts on this subject based on the ideXlab platform.
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The male abdominal glands of Leucophaea maderae: chemical identification of the volatile secretion and sex pheromone function
2007Co-Authors: Jeanpierre Farine, Cl Everaerts, Daniel Sirugue, Dehbia Abed Vieillard, Jean-luc Le Quéré, Odile Bonnard, Remy BrossutAbstract:In Leucophaea maderae, male calling behavior involves the release of a sex pheromone from the abdominal sternal glands. An extract of sternal glands attracted conspecific females over a distance. The compounds present were identified as hydroxy-3-Butan-2-One, (2R, 3R)-butanediol, senecioic acid, and (E)-2-octenoic acid. The same components are also present in male tergal glands. The identified compounds were tested on their own and in mixtures. Their biological function is discussed
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A pheromone-binding protein from the cockroach Leucophaea maderae: cloning, expression and pheromone binding
2003Co-Authors: Stéphane Riviere, Jeanpierre Farine, A. Lartigue, Brigitte Quennedey, V. Campanacci, M. Tegoni, C. Cambillau, Remy BrossutAbstract:Odorant-binding proteins (OBPs) are thought to transport volatile compounds from air to their receptors through the sensillary lymph. In this protein family, the subgroup of pheromone-binding proteins (PBPs) is specifically tuned to the perception of the sexual pheromone. To date, the description of OBPs has been restricted to Endopterygota and Paraneoptera. Their expression in Orthopteroid has been hypothesized, but no evidence of OBP has been produced in this assemblage to date. In the present study, we describe the first OBP from a Dictyopteran insect that belongs to the cockroach Leucophaea maderae. The PBP of L. maderae (PBPLma) shares all the hallmarks of the OBP family and is expressed specifically in the female adult antennae, the sex that perceives the sexual pheromone. The affinity of the recombinant PBPLma produced in the Escherichia coli periplasm for the pheromonal compounds has been tested by displacement of a fluorophore, 8-anilino-1-naphtalenesulphonic acid (ANS). Our results suggest that two chemically close compounds of the pheromonal blend (3-hydroxy-Butan-2-One and butane-2,3-diol) are capable of displacing ANS, whereas two other pheromone components (E-2-octenoic acid and senecioic acid) and other alkyl volatile compounds are not capable of displacing ANS, indicating a certain filtering of binding, which can be correlated with the putative function.
M G Gorbunova - One of the best experts on this subject based on the ideXlab platform.
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the interaction of 4 ethoxy 1 1 1 trifluoro 3 buten 2 one with triethyl phosphite
1998Co-Authors: Igor I Gerus, M G Gorbunova, Valery P Kukhar, Reinhard SchmutzlerAbstract:Abstract 4-Ethoxy-1,1,1-trifluoro-3-buten-2-one reacts with triethyl phosphite on heating to give a [4 + 2 cycloaddition product 2,2,2-triethoxy 2,3-dihydro-3-ethoxy-5-trifluoromethyl-1,2λ 5 -oxaphospholene. Its hydrolysis yields, ultimately, a 2-oxo-2-hydroxy-2, 3-dihydro-3-hydroxy 5-trifluoromethyl-1,2λ 5 -oxaphospholen.
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The interaction of 4-ethoxy-1,1,1-trifluoro-3-buten-2-one with C-nucleophiles : organo-magnesium and -zinc compounds
1993Co-Authors: M G Gorbunova, Igor I Gerus, Valery P KukharAbstract:Abstract 4-Ethoxy-1,1,1-trifluoro-3-buten-2-one ( 1 ) reacts with phenylmagnesium bromide to give ethoxy group substitution products while the reaction of 1 with organozinc compounds gives products arising from 1,2-addition to the carbonyl group. Enone 1 reacts with electron-rich aromatic systems such as indole and N,N -dimethylaniline in the presence of a Lewis acid catalyst to give a β-arylvinyltrifluoromethylketone.
Igor I Gerus - One of the best experts on this subject based on the ideXlab platform.
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the interaction of 4 ethoxy 1 1 1 trifluoro 3 buten 2 one with triethyl phosphite
1998Co-Authors: Igor I Gerus, M G Gorbunova, Valery P Kukhar, Reinhard SchmutzlerAbstract:Abstract 4-Ethoxy-1,1,1-trifluoro-3-buten-2-one reacts with triethyl phosphite on heating to give a [4 + 2 cycloaddition product 2,2,2-triethoxy 2,3-dihydro-3-ethoxy-5-trifluoromethyl-1,2λ 5 -oxaphospholene. Its hydrolysis yields, ultimately, a 2-oxo-2-hydroxy-2, 3-dihydro-3-hydroxy 5-trifluoromethyl-1,2λ 5 -oxaphospholen.
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The interaction of 4-ethoxy-1,1,1-trifluoro-3-buten-2-one with C-nucleophiles : organo-magnesium and -zinc compounds
1993Co-Authors: M G Gorbunova, Igor I Gerus, Valery P KukharAbstract:Abstract 4-Ethoxy-1,1,1-trifluoro-3-buten-2-one ( 1 ) reacts with phenylmagnesium bromide to give ethoxy group substitution products while the reaction of 1 with organozinc compounds gives products arising from 1,2-addition to the carbonyl group. Enone 1 reacts with electron-rich aromatic systems such as indole and N,N -dimethylaniline in the presence of a Lewis acid catalyst to give a β-arylvinyltrifluoromethylketone.
Ralf G. Berger - One of the best experts on this subject based on the ideXlab platform.
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a labeling study to elucidate the biosynthesis of 4 4 hydroxyphenyl butan 2 one raspberry ketone by nidula niveo tomentosa
2003Co-Authors: Holger Zorn, M Fischerzorn, Ralf G. BergerAbstract:Submerged cells of the basidiomycete Nidula niveo-tomentosa, a microbial producer of 4-(4-hydroxyphenyl)-Butan-2-One, were supplemented with 13C-labeled l-phenylalanines and with [1-13C]glucose. Labeled transformation products were detected by a novel method of analyzing stable isotope-labeled metabolites, gas chromatography (GC) coupled to an atomic emission detector, and by GC-mass spectrometry. A benzoate moiety was side chain elongated according to the poly-β-keto scheme. The presence of an acetyl coenzyme A-carboxylase inhibitor shifted the spectrum of products to benzyl compounds. Hence, the fungal pathway differs from the one established for plant tissues.
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raspberry ketone from submerged cultured cells of the basidiomycete nidula niveo tomentosa
2001Co-Authors: Andreas Böker, Manuela Fischer, Ralf G. BergerAbstract:The basidiomycete Nidula niveo-tomentosa produced 4-(4-hydroxyphenyl)-Butan-2-One (raspberry ketone), one of the character impact components of raspberry flavor, and its corresponding alcohol. A systematic attempt was made to improve the productivity of this fungus. Variation of nutrient medium composition, precursor amount, time of supplementation, and cultivation period yielded a 50-fold increase in metabolite concentrations. Raspberry ketone and alcohol were easily isolated from the culture medium by solvent extraction. Glycosidically bound forms or accumulation of raspberry compounds in fungal cells were not detected. This microbial process offers an alternative for the production of natural raspberry flavor.
