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Journal articles on the topic 'Enoate'

Author: Grafiati

Published: 4 June 2021

Last updated: 15 February 2022

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1

Rohdich, Felix, Anja Wiese, Richard Feicht, Helmut Simon, and Adelbert Bacher. "Enoate Reductases ofClostridia." Journal of Biological Chemistry 276, no. 8 (2000): 5779–87. http://dx.doi.org/10.1074/jbc.m008656200.

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2

Rauf, Abdul, and Shabana Ahmad. "Aziridination of Methyl Long-chain Alkenoates Using Chloramine-T." Journal of Chemical Research 2005, no. 6 (2005): 407–9. http://dx.doi.org/10.3184/0308234054506802.

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Methyl long-chain alkenoates on treatment with chloramine-T [N-chloro-N-sodio-p-toluenesulfonamide] resulted in the formation of the corresponding aziridines in moderate yields. The N-substituted aziridine derivatives based on methyl undec-10-enoate (1), methyl (Z)-octadec-9-enoate (3) and methyl (9Z,12R)-12-hydroxyoctadec-9-enoate (5) have been synthesised under mild reaction conditions. The products were characterised using micro-analytical and spectral data.

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3

Wang, Xiao, and Li-Zhu Zhang. "Methyl 3-aminobut-2-enoate." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1930. http://dx.doi.org/10.1107/s160053681202288x.

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The title compound, C5H9NO2, is almost planar (r.m.s. deviation for the non-H atoms = 0.036 Å) and an intramolecular N—H...O hydrogen bond generates an S(6) ring. In the crystal, N—H...O interactions link the molecules into C(6) chains propagating along [010].

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4

Andrade, L. C. R., J. A. Paixão, M. J. M. de Almeida, E. J. Tavares da Silva, and F. M. Fernandes Roleira. "Pentafluorophenyl 3-phenylprop-2-enoate." Acta Crystallographica Section E Structure Reports Online 62, no. 1 (2005): o193—o194. http://dx.doi.org/10.1107/s1600536805040389.

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5

Anitha, R., S. Athimoolam, S. Asath Bahadur, and M. Gunasekaran. "4-Chloroanilinium 3-carboxyprop-2-enoate." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (2012): o959—o960. http://dx.doi.org/10.1107/s1600536812008458.

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In the title compound, C6H7ClN+·C4H3O4−, the cations and anions lie on mirror planes and hence only half of the molecules are present in the asymmeric unit. The 4-chloroanilinium cation and hydrogen maleate anion in the asymmetric unit are each planar and are oriented at an angle of 15.6 (1)° to one another and perpendicular to thebaxis. A characterestic intramolecular O—H...O hydrogen bond, forming an S(7) motif, is observed in the maleate anion. In the crystal, the cations and anions are linked by N—H...O hydrogen bonds, forming layers in theabplane. The aromatic rings of the cations are san

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6

Tsaconas, Michael, Rolf H. Prager, and David S. Millan. "Intramolecular Rearrangements of But-3-enoic Esters." Australian Journal of Chemistry 53, no. 5 (2000): 435. http://dx.doi.org/10.1071/ch00075.

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Support for the proposal by Khalafy and Prager1 of a cheletropic rearrangement of a 6-methylidenecyclohexa-2,4-diene-1-carboxylate under flash vacuum pyrolysis (f.v.p.) conditions has been obtained by a study of the f.v.p. products obtained from methyl 1-methyl-6-methylidenecyclohexa-2,4-diene-1-carboxylate and methyl 2,2-dimethylbut-3-enoate. A significant product in each case arises from a reaction involving decarbonylation and transfer of a methoxy group to C 4 (but-3-enoate numbering).

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7

Wang, Jian, Wen Zhou, and Wen-Gui Xu. "Ethyl 3-benzoyl-2-hydroxyprop-2-enoate." Acta Crystallographica Section E Structure Reports Online 64, no. 1 (2007): o15. http://dx.doi.org/10.1107/s1600536807061223.

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8

Xia, Chun-Nian, Wei-Xiao Hu, and Wei Zhou. "Octyl 3-(3,4-dihydroxyphenyl)prop-2-enoate." Acta Crystallographica Section E Structure Reports Online 62, no. 9 (2006): o3900—o3901. http://dx.doi.org/10.1107/s1600536806031588.

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9

Bujak, Maciej, Jacek Zaleski, Victor Prezhdo, and Boris Uspenskiy. "Methyl 3-(4-methoxyphenyl)prop-2-enoate." Acta Crystallographica Section C Crystal Structure Communications 58, no. 2 (2002): o76—o77. http://dx.doi.org/10.1107/s0108270101019539.

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10

Xia, Chun-Nian, Wei-Xiao Hu, and Wei Zhou. "Propyl 3-(3,4-dihydroxyphenyl)prop-2-enoate." Acta Crystallographica Section E Structure Reports Online 63, no. 5 (2007): o2482. http://dx.doi.org/10.1107/s1600536807017849.

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11

Xia, Chun-Nian, Wei-Xiao Hu, and Wei Zhou. "Butyl 3-(3,4-dihydroxyphenyl)prop-2-enoate." Acta Crystallographica Section E Structure Reports Online 62, no. 3 (2006): o1112—o1113. http://dx.doi.org/10.1107/s1600536806005484.

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12

Snetkov, D. A., and I. V. Mineeva. "Methyl 3-(Bromomethyl)but-3-enoate and Methyl 3-[(Tributylstannyl)methyl]but-3-enoate in Azomethine Allylation Reactions." Russian Journal of Organic Chemistry 56, no. 8 (2020): 1327–35. http://dx.doi.org/10.1134/s1070428020080011.

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13

Van Hoof, F., L. Hue, J. Vamecq, and H. S. Sherratt. "Protection of rats by clofibrate against the hypoglycaemic and toxic effects of hypoglycin and pent-4-enoate. An ultrastructural and biochemical study." Biochemical Journal 229, no. 2 (1985): 387–97. http://dx.doi.org/10.1042/bj2290387.

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An ultrastructural and biochemical study of the toxic and hypoglycaemic effects of hypoglycin and pent-4-enoate was made on the livers of normal and clofibrate-fed rats. Injection of hypoglycin to rats doubles (from 22% to 44%) the volume fraction of mitochondria and decreases (from 1.05% to 0.26%) the volume fraction of peroxisomes in hepatocytes. The fast-acting toxin pent-4-enoate causes few ultrastructural changes except for the accumulation of lipids. In male adult rats fed with 0.5% clofibrate in their diet for 1-2 months, the volume fraction occupied by peroxisomes and mitochondria in h

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14

Chiefari, J., S. Galanopoulos, WK Janowski, DIB Kerr, and RH Prager. "The Synthesis of Phosphonobaclofen, an Antagonist of Baclofen." Australian Journal of Chemistry 40, no. 9 (1987): 1511. http://dx.doi.org/10.1071/ch9871511.

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Phosphonobaclofen, 3-amino-2-(4-chlorophenyl) propylphosphonic acid, has been synthesized in five steps from ethyl 3-(4-chloropheny1)but-2-enoate, and is a specific antagonist of baclofen . Two alternative synthetic pathways, involving conjugate addition of phosphite to 2-(4-chlorophenyl) propenenitrile and of cyanide to 2-(4-chlorophenyl) ethenylphosphonate ester, failed. Cyanide ion did add efficiently to ethyl 3-(4-chloropheny1)-2-diethoxyphosphinylprop-2- enoate, and hydrogenation followed by hydrolysis of the product gave (2S,3S)- and (2R,3R)-4-amino-3-(4-chloropheny1)-2-phosphonobutanoic

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15

Manchanayakage, Renuka, Duncan Omune, Christopher Hayes, and Scott T. Handy. "Electrohydrocyclization of alkoxy tether substituted mixed enone/enoate and bisenone systems: retention versus elimination." Tetrahedron 63, no. 39 (2007): 9691–98. http://dx.doi.org/10.1016/j.tet.2007.07.025.

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16

Hemeon, Ivan, and Andrew J. Bennet. "An unexpected elimination product leads to 4-alkyl-4-deoxy-4-epi-sialic acid derivatives." Canadian Journal of Chemistry 86, no. 3 (2008): 238–47. http://dx.doi.org/10.1139/v08-006.

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A useful, unexpected β,γ-unsaturated-α-keto ester (ethyl (E)-5-acetamido-3,4,5-trideoxy-6,7:8,9-di-O- isopropylidene-D-manno-non-3-en-2-ulosonate 5) was isolated in 91% yield following ozonolysis and chromatographic purification of its enoate ester precursor ethyl 5-acetamido-2,3,4,5-tetradeoxy-6,7:8,9-di-O-isopropylidene-2-methylene- 4-nitro-D-glycero-D-galacto-nononate (6). When the 4R enoate ester (ethyl 5-acetamido-2,3,4,5-tetradeoxy-6,7:8,9-di-O- isopropylidene-2-methylene-4-nitro-D-glycero-D-talo-nononate, 7) was subjected to the same conditions, enone 5 was a minor product (18%) while t

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17

Krause, Günter, and Helmut Simon. "Design and Applications of Sensitive Enzyme Immunoassays Specific for Clostridial Enoate Reductases." Zeitschrift für Naturforschung C 44, no. 5-6 (1989): 345–52. http://dx.doi.org/10.1515/znc-1989-5-602.

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Abstract Rabbit antisera raised against purified enoate reductase from Clostridium tyrobutyricum (DSM 1460) and horse-radish peroxidase-conjugated staphylococcal protein A or anti-rabbit immuno globulin G, respectively, were used to develop enzyme immunoassays. Sensitivity limits of the assay are about 250 pg antigen if the enzyme immunoassays are performed on membrane filters and examined visually, and 20 pg for tests in aqueous solution with spectrophotometrical evaluation. The procedures were applied for dot and Western blots as well as colony lifts. Immunologi cal distances between enoa

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18

Joo, Jeong Chan, Anna N. Khusnutdinova, Robert Flick, et al. "Alkene hydrogenation activity of enoate reductases for an environmentally benign biosynthesis of adipic acid." Chemical Science 8, no. 2 (2017): 1406–13. http://dx.doi.org/10.1039/c6sc02842j.

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19

Vadgama, Rajeshkumar Natwarlal, Abdul Basit Khatkhatay, Annamma Anil Odaneth, and Arvind Mallinath Lali. "Green synthesis of methyl-12-hydroxyoctadec-9-enoate." Sustainable Chemistry and Pharmacy 15 (March 2020): 100203. http://dx.doi.org/10.1016/j.scp.2019.100203.

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20

Pearson, Wayne H., Shirley Lin, and Lyle Isaacs. "2,5-Dioxopyrrolidin-1-yl 2-methylprop-2-enoate." Acta Crystallographica Section E Structure Reports Online 70, no. 4 (2014): o446. http://dx.doi.org/10.1107/s1600536814005170.

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In the title compound, C8H9NO4, the pyrrolidine ring (r.m.s. deviation 0.014 Å) is almost normal to the mean plane of the propenoate group (r.m.s deviation 0.028 Å), making a dihedral angle of 86.58 (4)°. In the crystal, molecules are linkedviapairs of weak C—H...O hydrogen bonds, forming inversion dimers which stack along the c axis.

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21

Caldeira, Jorge, Richard Feicht, Hiltturd White, et al. "EPR and Mössbauer Spectroscopic Studies on Enoate Reductase." Journal of Biological Chemistry 271, no. 31 (1996): 18743–48. http://dx.doi.org/10.1074/jbc.271.31.18743.

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22

Williamson, Craig, John M. D. Storey, and William T. A. Harrison. "Ethyl (E)-4-(2-formylphenoxy)but-2-enoate." Acta Crystallographica Section E Structure Reports Online 61, no. 6 (2005): o1566—o1568. http://dx.doi.org/10.1107/s1600536805013164.

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23

Xia, Chun-Nian, Wei-Xiao Hu, and Wei Zhou. "tert-Butyl 3-(3,4-dihydroxyphenyl)prop-2-enoate." Acta Crystallographica Section E Structure Reports Online 62, no. 9 (2006): o4118—o4119. http://dx.doi.org/10.1107/s1600536806033642.

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24

Breit, Bernhard. "ortho-Diphenylphosphanylbenzoyl-dirigierte Cuprat-Addition an acyclische Enoate." Angewandte Chemie 110, no. 4 (1998): 535–38. http://dx.doi.org/10.1002/(sici)1521-3757(19980216)110:4<535::aid-ange535>3.0.co;2-f.

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25

Hemamalini, Madhukar, and Hoong-Kun Fun. "2-Amino-5-bromopyridinium 3-carboxyprop-2-enoate." Acta Crystallographica Section E Structure Reports Online 66, no. 9 (2010): o2200—o2201. http://dx.doi.org/10.1107/s1600536810030059.

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26

Zhang, Li-Ping, Cai-Hua Ni, Zhi-Yong Li, and Wei Zhang. "(Z)-Methyl 3-(4-ethoxyanilino)but-2-enoate." Acta Crystallographica Section E Structure Reports Online 64, no. 6 (2008): o1051. http://dx.doi.org/10.1107/s160053680800891x.

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27

Spirlet, Marie-Rose, Jean F. Desreux, Alain Riondel, Gilles Herbst, and Jean Goudiakas. "2-(2-Oxoimidazolidinyl)ethyl 2-methylprop-2-enoate." Acta Crystallographica Section C Crystal Structure Communications 56, no. 10 (2000): 1258–59. http://dx.doi.org/10.1107/s0108270100009835.

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28

Amézquita-Valencia, Manuel, Simón Hernández-Ortega, G. Alejandra Suárez-Ortiz, Rubén Alfredo Toscano, and Armando Cabrera. "(Z)-Ethyl 3-(2,4,6-trimethylanilino)but-2-enoate." Acta Crystallographica Section E Structure Reports Online 65, no. 11 (2009): o2728. http://dx.doi.org/10.1107/s160053680903949x.

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29

Amézquita-Valencia, Manuel, Simón Hernández-Ortega, G. Alejandra Suárez-Ortiz, and Armando Cabrera. "(Z)-Ethyl 3-(2,6-diisopropylanilino)but-2-enoate." Acta Crystallographica Section E Structure Reports Online 66, no. 3 (2010): o500. http://dx.doi.org/10.1107/s1600536810003260.

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30

Williamson, Craig, John M. D. Storey, and William T. A. Harrison. "Ethyl (E)-4-(2-acetylphenoxy)but-2-enoate." Acta Crystallographica Section E Structure Reports Online 63, no. 3 (2007): o1428—o1429. http://dx.doi.org/10.1107/s1600536807007969.

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31

Suresh Kumar, C., G. Jagadeesan, S. Dhamodaran, Karthik Ananth, and S. Aravindhan. "2,6-Dibromo-4-formylphenyl 3-phenylprop-2-enoate." Acta Crystallographica Section E Structure Reports Online 68, no. 10 (2012): o2873. http://dx.doi.org/10.1107/s1600536812037427.

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32

Raimondi, Stefano, Diego Romano, Raffaella Gandolfi, Alberto Amaretti, Francesco Molinari, and Maddalena Rossi. "Biocatalytic exploitation of enoate reductase from unconventional yeasts." Journal of Biotechnology 150 (November 2010): 90. http://dx.doi.org/10.1016/j.jbiotec.2010.08.231.

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33

Skrobiszewski, Andrzej, Rafał Ogórek, Elżbieta Pląskowska, and Witold Gładkowski. "Pleurotus ostreatus as a source of enoate reductase." Biocatalysis and Agricultural Biotechnology 2, no. 1 (2013): 26–31. http://dx.doi.org/10.1016/j.bcab.2012.10.004.

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34

Classen, Thomas, Jörg Pietruszka, and Saskia Marina Schuback. "Revisiting the Enantioselective Sequence Patterns in Enoate Reductases." ChemCatChem 5, no. 3 (2012): 711–13. http://dx.doi.org/10.1002/cctc.201200668.

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35

Ulsaker, Gunnar A., and Gerd Teien. "Gas chromatographic-mass spectrometric identification of 9,10-epoxyoctadeca-12-enoate ester and 12,13-epoxyoctadeca-9-enoate ester in human blood." Analyst 111, no. 5 (1986): 559. http://dx.doi.org/10.1039/an9861100559.

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36

Kamal, Kulsoom, Hardesh K. Maurya, Atul Gupta та Prema G. Vasudev. "Crystal structures of four δ-keto esters and a Cambridge Structural Database analysis of cyano–halogen interactions". Acta Crystallographica Section C Structural Chemistry 71, № 10 (2015): 921–28. http://dx.doi.org/10.1107/s2053229615017106.

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The revived interest in halogen bonding as a tool in pharmaceutical cocrystals and drug design has indicated that cyano–halogen interactions could play an important role. The crystal structures of four closely related δ-keto esters, which differ only in the substitution at a single C atom (by H, OMe, Cl and Br), are compared, namely ethyl 2-cyano-5-oxo-5-phenyl-3-(piperidin-1-yl)pent-2-enoate, C19H22N2O3, (1), ethyl 2-cyano-5-(4-methoxyphenyl)-5-oxo-3-(piperidin-1-yl)pent-2-enoate, C20H24N2O4, (2), ethyl 5-(4-chlorophenyl)-2-cyano-5-oxo-3-(piperidin-1-yl)pent-2-enoate, C19H21ClN2O3, (3), and t

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37

Dickschat, Jeroen S., Ersin Celik, and Nelson L. Brock. "Volatiles from three genome sequenced fungi from the genusAspergillus." Beilstein Journal of Organic Chemistry 14 (April 24, 2018): 900–910. http://dx.doi.org/10.3762/bjoc.14.77.

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The volatiles emitted by agar plate cultures of three genome sequenced fungal strains from the genusAspergilluswere analysed by GC–MS. All three strains produced terpenes for which a biosynthetic relationship is discussed. The obtained data were also correlated to genetic information about the encoded terpene synthases for each strain. Besides terpenes, a series of aromatic compounds and volatiles derived from fatty acid and branched amino acid metabolism were identified. Some of these compounds have not been described as fungal metabolites before. For the compound ethyl (E)-hept-4-enoate know

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38

Dudáš, Matej, Mária Vilková, Tibor Béres, Miroslav Repčák, and Pavol Mártonfi. "Two New Isomers of Palmityl-4-hydroxycinnamate from Flowers of Taraxacum Species." Natural Product Communications 11, no. 6 (2016): 1934578X1601100. http://dx.doi.org/10.1177/1934578x1601100635.

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Two isomers, (Z)- and (E)-palmityl 4-hydroxycinnamate [hexadecyl(2Z)-3-(4-hydroxyphenyl)prop-2-enoate and hexadecyl(2E)-3-(4-hydroxyphenyl)prop-2-enoate] were isolated for the first time from ligulate flowers of Taraxacum linearisquameum Soest (sect. Taraxacum). The highest amount of these compounds was detected in pollen grains; 0.26 mg/100 mg DW of the (E)-isomer and 0.096 mg/100 mg DW of the (Z)-isomer. The structures of these compounds were elucidated by a combination of HPLC-ESI-Qtof-MS and ID and 2D NMR spectroscopy. Their presence was confirmed in other species of Taraxacum, but they we

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39

Dai, Lu, Yuxuan Hou, Lvye Zhang, Zhangtao Chen, Xiaofei Zeng, and Guofu Zhong. "Construction of tetrahydropyranoquinoline derivativesviaan asymmetric organocatalytic aza-Michael-IED/HAD cascade reaction." Organic & Biomolecular Chemistry 15, no. 45 (2017): 9630–37. http://dx.doi.org/10.1039/c7ob02231j.

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40

Chadeayne, Andrew R., Duyen N. K. Pham, James A. Golen, and David R. Manke. "DMT analogues: N-ethyl-N-propyltryptamine and N-allyl-N-methytryptamine as their hydrofumarate salts." Acta Crystallographica Section E Crystallographic Communications 76, no. 8 (2020): 1201–5. http://dx.doi.org/10.1107/s2056989020008683.

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The solid-state structures of the hydrofumarate salts of two N,N-dialkyltryptamines, namely N-ethyl-N-propyltryptammonium (EPT) hydrofumarate {systematic name: [2-(1H-indol-3-yl)ethyl](methyl)propylazanium 3-carboxyprop-2-enoate}, C15H23N2 +·C4H3O4 −, and N-allyl-N-methyltryptammonium (MALT) hydrofumarate {systematic name: [2-(1H-indol-3-yl)ethyl](methyl)(prop-2-en-1-yl)azanium 3-carboxyprop-2-enoate}, C14H19N2 +·C4H3O4 −, are reported. Both compounds possess a protonated tryptammonium cation, and a hydrofumarate anion in the asymmetric unit. The ethyl group of the EPT cation is modeled as a t

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41

Tharra, Prabhakararao, and Beeraiah Baire. "A coherent study on the Z-enoate assisted Meyer–Schuster rearrangement." Organic & Biomolecular Chemistry 15, no. 26 (2017): 5579–84. http://dx.doi.org/10.1039/c7ob01221g.

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42

Meng, Junxiu, Mark E. Light, Jeremy D. Kilburn, and Sally Dixon. "Samarium diiodide mediated intramolecular cyclisation of mixed enone–enoate systems: a simple preparation of spirocyclic ethers." Tetrahedron Letters 52, no. 8 (2011): 928–31. http://dx.doi.org/10.1016/j.tetlet.2010.12.077.

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43

Raimondi, Stefano, Lucia Roncaglia, Alberto Amaretti, et al. "Rapid method for screening enoate reductase activity in yeasts." Journal of Microbiological Methods 83, no. 2 (2010): 106–10. http://dx.doi.org/10.1016/j.mimet.2010.09.007.

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44

Sowmya, N. Swarna, S. Sampathkrishnan, R. Akilan, G. Chakkaravarthi, and R. Mohan Kumar. "Crystal structure of 2-phenylethanaminium 3-carboxyprop-2-enoate." Acta Crystallographica Section E Crystallographic Communications 71, no. 9 (2015): o641—o642. http://dx.doi.org/10.1107/s2056989015014292.

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The title molecular salt, C8H12N+·C4H3O4−, crystallized with two independent cations and anions in the asymmetric unit. The ethanaminium side chains of the cations exhibitanticonformations [C—C—C—N torsion angles = 176.5 (3) and −179.4 (3)°]. In the crystal, N—H...O and C—H...O hydrogen bonds connect adjacent anions and cations, and , O—H...O hydrogen bonds connect adjacent anions, generating sheets parallel to (001).

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45

Munawar, Khurram Shahzad, Saqib Ali, and M. Nawaz Tahir. "Methyl (2Z)-3-[(4-nitrophenyl)carbamoyl]prop-2-enoate." Acta Crystallographica Section E Structure Reports Online 67, no. 1 (2010): o77. http://dx.doi.org/10.1107/s1600536810050956.

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46

Kant, Rajni, Vivek K. Gupta, Kamini Kapoor, D. R. Patil, D. K. Salunkhe, and Madhukar B. Deshmukh. "Methyl (2E)-2-cyano-3-(dimethylamino)prop-2-enoate." Acta Crystallographica Section E Structure Reports Online 68, no. 11 (2012): o3121. http://dx.doi.org/10.1107/s1600536812042304.

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47

Hemamalini, Madhukar, and Hoong-Kun Fun. "2-Amino-4-methylpyridinium (E)-3-carboxyprop-2-enoate." Acta Crystallographica Section E Structure Reports Online 66, no. 8 (2010): o1962—o1963. http://dx.doi.org/10.1107/s1600536810026292.

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48

Marchegiani, E., M. Goretti, E. Caselli, et al. "Psychrophilics yeasts: new biocatalytic agents for enoate reductase activities." New Biotechnology 25 (September 2009): S52—S53. http://dx.doi.org/10.1016/j.nbt.2009.06.267.

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49

Zhu, Li-Cai. "Anilinium 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate." Acta Crystallographica Section E Structure Reports Online 66, no. 11 (2010): o3008. http://dx.doi.org/10.1107/s1600536810043412.

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50

Jin, Huimin, Peifan Li, Bin Liu, and Xiaoqing Cheng. "(Z)-Ethyl 2,4-diphenyl-3-(propylamino)but-2-enoate." Acta Crystallographica Section E Structure Reports Online 65, no. 2 (2009): o236. http://dx.doi.org/10.1107/s160053680804395x.

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