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Electrocatalytic Minisci Acylation Reaction of N-Heteroarenes Mediated by NH.

Organic letters

Wang QQ, Xu K, Jiang YY, Liu YG, Sun BG, Zeng CC.
PMID: 28968117
Org Lett. 2017 Oct 20;19(20):5517-5520. doi: 10.1021/acs.orglett.7b02589. Epub 2017 Oct 02.

An electrochemical C-H acylation of electron-deficient N-heteroarenes with α-keto acids is reported. This first electrochemical Minisci acylation reaction proceeded using NH

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Wang QQ, Xu K, Jiang YY, et al. Electrocatalytic Minisci Acylation Reaction of N-Heteroarenes Mediated by NH. Org Lett. 2017;19(20):5517-5520doi: 10.1021/acs.orglett.7b02589.
Wang, Q. Q., Xu, K., Jiang, Y. Y., Liu, Y. G., Sun, B. G., & Zeng, C. C. (2017). Electrocatalytic Minisci Acylation Reaction of N-Heteroarenes Mediated by NH. Organic letters, 19(20), 5517-5520. https://doi.org/10.1021/acs.orglett.7b02589
Wang, Qing-Qing, et al. "Electrocatalytic Minisci Acylation Reaction of N-Heteroarenes Mediated by NH." Organic letters vol. 19,20 (2017): 5517-5520. doi: https://doi.org/10.1021/acs.orglett.7b02589
Wang QQ, Xu K, Jiang YY, Liu YG, Sun BG, Zeng CC. Electrocatalytic Minisci Acylation Reaction of N-Heteroarenes Mediated by NH. Org Lett. 2017 Oct 20;19(20):5517-5520. doi: 10.1021/acs.orglett.7b02589. Epub 2017 Oct 02. PMID: 28968117.
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Oxidative Radical Addition/Cyclization Cascade for the Construction of Carbonyl-Containing Quinoline-2,4(1H,3H)-Diones.

The Journal of organic chemistry

Wang SS, Fu H, Shen Y, Sun M, Li YM.
PMID: 26938786
J Org Chem. 2016 Apr 01;81(7):2920-9. doi: 10.1021/acs.joc.6b00210. Epub 2016 Mar 11.

Oxidative radical addition/cyclization cascade of o-cyanoarylacrylamides with α-keto acids as well as aldehydes is reported. This transformation exhibits a wide substrate scope and significant functional group tolerance and provides a convenient and highly efficient access to carbonyl-containing quinoline-2,4(1H,3H)-diones. A...

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Wang SS, Fu H, Shen Y, et al. Oxidative Radical Addition/Cyclization Cascade for the Construction of Carbonyl-Containing Quinoline-2,4(1H,3H)-Diones. J Org Chem. 2016;81(7):2920-9doi: 10.1021/acs.joc.6b00210.
Wang, S. S., Fu, H., Shen, Y., Sun, M., & Li, Y. M. (2016). Oxidative Radical Addition/Cyclization Cascade for the Construction of Carbonyl-Containing Quinoline-2,4(1H,3H)-Diones. The Journal of organic chemistry, 81(7), 2920-9. https://doi.org/10.1021/acs.joc.6b00210
Wang, Shi-Sheng, et al. "Oxidative Radical Addition/Cyclization Cascade for the Construction of Carbonyl-Containing Quinoline-2,4(1H,3H)-Diones." The Journal of organic chemistry vol. 81,7 (2016): 2920-9. doi: https://doi.org/10.1021/acs.joc.6b00210
Wang SS, Fu H, Shen Y, Sun M, Li YM. Oxidative Radical Addition/Cyclization Cascade for the Construction of Carbonyl-Containing Quinoline-2,4(1H,3H)-Diones. J Org Chem. 2016 Apr 01;81(7):2920-9. doi: 10.1021/acs.joc.6b00210. Epub 2016 Mar 11. PMID: 26938786.
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Chiral phosphoric acid catalyzed enantioselective decarboxylative alkylation of β-keto acids with 3-hydroxy-3-indolyloxindoles.

Organic letters

Tang XD, Li S, Guo R, Nie J, Ma JA.
PMID: 25730200
Org Lett. 2015 Mar 20;17(6):1389-92. doi: 10.1021/acs.orglett.5b00159. Epub 2015 Mar 02.

A chiral phosphoric acid catalyzed enantioselective decarboxylative alkylation of β-keto acids with 3-hydroxy-3-indolyloxindoles is described in this context. This method tolerates a series of aromatic and aliphatic β-keto acids as well as substituted 3-hydroxy-3-indolyloxindoles, affording the corresponding chiral 3-functionalized...

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Tang XD, Li S, Guo R, et al. Chiral phosphoric acid catalyzed enantioselective decarboxylative alkylation of β-keto acids with 3-hydroxy-3-indolyloxindoles. Org Lett. 2015;17(6):1389-92doi: 10.1021/acs.orglett.5b00159.
Tang, X. D., Li, S., Guo, R., Nie, J., & Ma, J. A. (2015). Chiral phosphoric acid catalyzed enantioselective decarboxylative alkylation of β-keto acids with 3-hydroxy-3-indolyloxindoles. Organic letters, 17(6), 1389-92. https://doi.org/10.1021/acs.orglett.5b00159
Tang, Xiao-Dong, et al. "Chiral phosphoric acid catalyzed enantioselective decarboxylative alkylation of β-keto acids with 3-hydroxy-3-indolyloxindoles." Organic letters vol. 17,6 (2015): 1389-92. doi: https://doi.org/10.1021/acs.orglett.5b00159
Tang XD, Li S, Guo R, Nie J, Ma JA. Chiral phosphoric acid catalyzed enantioselective decarboxylative alkylation of β-keto acids with 3-hydroxy-3-indolyloxindoles. Org Lett. 2015 Mar 20;17(6):1389-92. doi: 10.1021/acs.orglett.5b00159. Epub 2015 Mar 02. PMID: 25730200.
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The complete targeted profile of the organic acid intermediates of the citric acid cycle using a single stable isotope dilution analysis, sodium borodeuteride reduction and selected ion monitoring GC/MS.

Metabolomics : Official journal of the Metabolomic Society

Mamer O, Gravel SP, Choinière L, Chénard V, St-Pierre J, Avizonis D.
PMID: 24348278
Metabolomics. 2013;9(5):1019-1030. doi: 10.1007/s11306-013-0521-1. Epub 2013 Apr 17.

The quantitative profiling of the organic acid intermediates of the citric acid cycle (CAC) presents a challenge due to the lack of commercially available internal standards for all of the organic acid intermediates. We developed an analytical method that...

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Mamer O, Gravel SP, Choinière L, et al. The complete targeted profile of the organic acid intermediates of the citric acid cycle using a single stable isotope dilution analysis, sodium borodeuteride reduction and selected ion monitoring GC/MS. Metabolomics. 2013;9(5):1019-1030doi: 10.1007/s11306-013-0521-1.
Mamer, O., Gravel, S. P., Choinière, L., Chénard, V., St-Pierre, J., & Avizonis, D. (2013). The complete targeted profile of the organic acid intermediates of the citric acid cycle using a single stable isotope dilution analysis, sodium borodeuteride reduction and selected ion monitoring GC/MS. Metabolomics : Official journal of the Metabolomic Society, 9(5), 1019-1030. https://doi.org/10.1007/s11306-013-0521-1
Mamer, Orval, et al. "The complete targeted profile of the organic acid intermediates of the citric acid cycle using a single stable isotope dilution analysis, sodium borodeuteride reduction and selected ion monitoring GC/MS." Metabolomics : Official journal of the Metabolomic Society vol. 9,5 (2013): 1019-1030. doi: https://doi.org/10.1007/s11306-013-0521-1
Mamer O, Gravel SP, Choinière L, Chénard V, St-Pierre J, Avizonis D. The complete targeted profile of the organic acid intermediates of the citric acid cycle using a single stable isotope dilution analysis, sodium borodeuteride reduction and selected ion monitoring GC/MS. Metabolomics. 2013;9(5):1019-1030. doi: 10.1007/s11306-013-0521-1. Epub 2013 Apr 17. PMID: 24348278; PMCID: PMC3855487.
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Concerted HO2 Elimination from α-Aminoalkylperoxyl Free Radicals: Experimental and Theoretical Evidence from the Gas-Phase NH2(•)CHCO2(-) + O2 Reaction.

The journal of physical chemistry letters

da Silva G, Kirk BB, Lloyd C, Trevitt AJ, Blanksby SJ.
PMID: 26286401
J Phys Chem Lett. 2012 Apr 05;3(7):805-11. doi: 10.1021/jz300118k. Epub 2012 Mar 07.

We have investigated the gas-phase reaction of the α-aminoacetate (glycyl) radical anion (NH2(•)CHCO2(-)) with O2 using ion trap mass spectrometry, quantum chemistry, and statistical reaction rate theory. This radical is found to undergo a remarkably rapid reaction with O2...

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da Silva G, Kirk BB, Lloyd C, et al. Concerted HO2 Elimination from α-Aminoalkylperoxyl Free Radicals: Experimental and Theoretical Evidence from the Gas-Phase NH2(•)CHCO2(-) + O2 Reaction. J Phys Chem Lett. 2012;3(7):805-11doi: 10.1021/jz300118k.
da Silva, G., Kirk, B. B., Lloyd, C., Trevitt, A. J., & Blanksby, S. J. (2012). Concerted HO2 Elimination from α-Aminoalkylperoxyl Free Radicals: Experimental and Theoretical Evidence from the Gas-Phase NH2(•)CHCO2(-) + O2 Reaction. The journal of physical chemistry letters, 3(7), 805-11. https://doi.org/10.1021/jz300118k
da Silva, Gabriel, et al. "Concerted HO2 Elimination from α-Aminoalkylperoxyl Free Radicals: Experimental and Theoretical Evidence from the Gas-Phase NH2(•)CHCO2(-) + O2 Reaction." The journal of physical chemistry letters vol. 3,7 (2012): 805-11. doi: https://doi.org/10.1021/jz300118k
da Silva G, Kirk BB, Lloyd C, Trevitt AJ, Blanksby SJ. Concerted HO2 Elimination from α-Aminoalkylperoxyl Free Radicals: Experimental and Theoretical Evidence from the Gas-Phase NH2(•)CHCO2(-) + O2 Reaction. J Phys Chem Lett. 2012 Apr 05;3(7):805-11. doi: 10.1021/jz300118k. Epub 2012 Mar 07. PMID: 26286401.
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Alterations in protein and amino acid metabolism in rats fed a branched-chain amino acid- or leucine-enriched diet during postprandial and postabsorptive states.

Nutrition & metabolism

Holecek M, Siman P, Vodenicarovova M, Kandar R.
PMID: 26877757
Nutr Metab (Lond). 2016 Feb 11;13:12. doi: 10.1186/s12986-016-0072-3. eCollection 2016.

BACKGROUND: Many people believe in favourable effects of branched-chain amino acids (BCAAs; valine, leucine, and isoleucine), especially leucine, on muscle protein balance and consume BCAAs for many years. We determined the effects of the chronic intake of a BCAA-...

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Holecek M, Siman P, Vodenicarovova M, et al. Alterations in protein and amino acid metabolism in rats fed a branched-chain amino acid- or leucine-enriched diet during postprandial and postabsorptive states. Nutr Metab (Lond). 2016;13:12doi: 10.1186/s12986-016-0072-3.
Holecek, M., Siman, P., Vodenicarovova, M., & Kandar, R. (2016). Alterations in protein and amino acid metabolism in rats fed a branched-chain amino acid- or leucine-enriched diet during postprandial and postabsorptive states. Nutrition & metabolism, 1312. https://doi.org/10.1186/s12986-016-0072-3
Holecek, Milan, et al. "Alterations in protein and amino acid metabolism in rats fed a branched-chain amino acid- or leucine-enriched diet during postprandial and postabsorptive states." Nutrition & metabolism vol. 13 (2016): 12. doi: https://doi.org/10.1186/s12986-016-0072-3
Holecek M, Siman P, Vodenicarovova M, Kandar R. Alterations in protein and amino acid metabolism in rats fed a branched-chain amino acid- or leucine-enriched diet during postprandial and postabsorptive states. Nutr Metab (Lond). 2016 Feb 11;13:12. doi: 10.1186/s12986-016-0072-3. eCollection 2016. PMID: 26877757; PMCID: PMC4751732.
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Asymmetric Transamination of α-Keto Acids Catalyzed by Chiral Pyridoxamines.

Organic letters

Lan X, Tao C, Liu X, Zhang A, Zhao B.
PMID: 27437781
Org Lett. 2016 Aug 05;18(15):3658-61. doi: 10.1021/acs.orglett.6b01714. Epub 2016 Jul 20.

A new type of novel chiral pyridoxamines 3a-g containing a side chain has been developed. The pyridoxamines displayed catalytic activity and promising enantioselectivity in biomimetic asymmetric transamination of α-keto acids, to give various α-amino acids in 47-90% yields with...

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Lan X, Tao C, Liu X, et al. Asymmetric Transamination of α-Keto Acids Catalyzed by Chiral Pyridoxamines. Org Lett. 2016;18(15):3658-61doi: 10.1021/acs.orglett.6b01714.
Lan, X., Tao, C., Liu, X., Zhang, A., & Zhao, B. (2016). Asymmetric Transamination of α-Keto Acids Catalyzed by Chiral Pyridoxamines. Organic letters, 18(15), 3658-61. https://doi.org/10.1021/acs.orglett.6b01714
Lan, Xiaoyu, et al. "Asymmetric Transamination of α-Keto Acids Catalyzed by Chiral Pyridoxamines." Organic letters vol. 18,15 (2016): 3658-61. doi: https://doi.org/10.1021/acs.orglett.6b01714
Lan X, Tao C, Liu X, Zhang A, Zhao B. Asymmetric Transamination of α-Keto Acids Catalyzed by Chiral Pyridoxamines. Org Lett. 2016 Aug 05;18(15):3658-61. doi: 10.1021/acs.orglett.6b01714. Epub 2016 Jul 20. PMID: 27437781.
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Production of α-keto acids Part I. Immobilized cells ofTrigonopsis variabilis containing D-amino acid oxidase.

Applied biochemistry and biotechnology

Brodelius P, Nilsson K, Mosbach K.
PMID: 24233977
Appl Biochem Biotechnol. 1981 Dec;6(4):293-307. doi: 10.1007/BF02798280.

Whole cells ofTrigonopsis variabilis were immobilized by entrapment in Ca(2+)-alginate and used for the production of α-keto acids from the corresponding D-amino acids. The D-amino acid oxidase within the immobilized cells has a broad substrate specificity. Hydrogen peroxide formed...

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Brodelius P, Nilsson K, Mosbach K. Production of α-keto acids Part I. Immobilized cells ofTrigonopsis variabilis containing D-amino acid oxidase. Appl Biochem Biotechnol. 1981;6(4):293-307doi: 10.1007/BF02798280.
Brodelius, P., Nilsson, K., & Mosbach, K. (1981). Production of α-keto acids Part I. Immobilized cells ofTrigonopsis variabilis containing D-amino acid oxidase. Applied biochemistry and biotechnology, 6(4), 293-307. https://doi.org/10.1007/BF02798280
Brodelius, P, et al. "Production of α-keto acids Part I. Immobilized cells ofTrigonopsis variabilis containing D-amino acid oxidase." Applied biochemistry and biotechnology vol. 6,4 (1981): 293-307. doi: https://doi.org/10.1007/BF02798280
Brodelius P, Nilsson K, Mosbach K. Production of α-keto acids Part I. Immobilized cells ofTrigonopsis variabilis containing D-amino acid oxidase. Appl Biochem Biotechnol. 1981 Dec;6(4):293-307. doi: 10.1007/BF02798280. PMID: 24233977.
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Reactivity of CO2 Activated on Transition Metals and Sulfur Ligands.

Inorganic chemistry

Kobayashi K, Tanaka K.
PMID: 25978130
Inorg Chem. 2015 Jun 01;54(11):5085-95. doi: 10.1021/ic502745u. Epub 2015 May 15.

Dicationic dicarbonyl [Ru(bpy)2(CO)2](2+) (bpy = 2,2'- bipyridyl) exists as equilibrium mixtures with [Ru(bpy)2(CO)(COOH)](+) and [Ru(bpy)2(CO)(CO2)](0) depending on the pH in H2O. Those three complexes work as the precursors to CO, HCOOH production, and CO2 carrier, respectively, in electro- and...

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Kobayashi K, Tanaka K. Reactivity of CO2 Activated on Transition Metals and Sulfur Ligands. Inorg Chem. 2015;54(11):5085-95doi: 10.1021/ic502745u.
Kobayashi, K., & Tanaka, K. (2015). Reactivity of CO2 Activated on Transition Metals and Sulfur Ligands. Inorganic chemistry, 54(11), 5085-95. https://doi.org/10.1021/ic502745u
Kobayashi, Katsuaki, and Tanaka, Koji. "Reactivity of CO2 Activated on Transition Metals and Sulfur Ligands." Inorganic chemistry vol. 54,11 (2015): 5085-95. doi: https://doi.org/10.1021/ic502745u
Kobayashi K, Tanaka K. Reactivity of CO2 Activated on Transition Metals and Sulfur Ligands. Inorg Chem. 2015 Jun 01;54(11):5085-95. doi: 10.1021/ic502745u. Epub 2015 May 15. PMID: 25978130.
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Chlorsulfuron modifies biosynthesis of acyl Acid substituents of sucrose esters secreted by tobacco trichomes.

Plant physiology

Kandra L, Wagner GJ.
PMID: 16667871
Plant Physiol. 1990 Nov;94(3):906-12. doi: 10.1104/pp.94.3.906.

Sucrose esters and duvatrienediol diterpenes are principal constituents formed in and secreted outside head cells of trichomes occurring on surfaces of Nicotiana tabacum. Using trichome-bearing epidermal peels prepared from midveins of N. tabacum cv T.I. 1068 leaves, we found...

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Kandra L, Wagner GJ. Chlorsulfuron modifies biosynthesis of acyl Acid substituents of sucrose esters secreted by tobacco trichomes. Plant Physiol. 1990;94(3):906-12doi: 10.1104/pp.94.3.906.
Kandra, L., & Wagner, G. J. (1990). Chlorsulfuron modifies biosynthesis of acyl Acid substituents of sucrose esters secreted by tobacco trichomes. Plant physiology, 94(3), 906-12. https://doi.org/10.1104/pp.94.3.906
Kandra, L, and Wagner, G J. "Chlorsulfuron modifies biosynthesis of acyl Acid substituents of sucrose esters secreted by tobacco trichomes." Plant physiology vol. 94,3 (1990): 906-12. doi: https://doi.org/10.1104/pp.94.3.906
Kandra L, Wagner GJ. Chlorsulfuron modifies biosynthesis of acyl Acid substituents of sucrose esters secreted by tobacco trichomes. Plant Physiol. 1990 Nov;94(3):906-12. doi: 10.1104/pp.94.3.906. PMID: 16667871; PMCID: PMC1077321.
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Properties of an Aminotransferase of Pea (Pisum sativum L.).

Plant physiology

Matheron ME, Moore TC.
PMID: 16658501
Plant Physiol. 1973 Jul;52(1):63-7. doi: 10.1104/pp.52.1.63.

A transaminase (aminotransferase, EC 2.6.1) fraction was partially purified from shoot tips of pea (Pisum sativum L. cv. Alaska) seedlings. With alpha-ketoglutarate as co-substrate, the enzyme transaminated the following aromatic amino acids: d,l-tryptophan, d,l-tyrosine, and d,l-phenylalanine, as well as...

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Matheron ME, Moore TC. Properties of an Aminotransferase of Pea (Pisum sativum L.). Plant Physiol. 1973;52(1):63-7doi: 10.1104/pp.52.1.63.
Matheron, M. E., & Moore, T. C. (1973). Properties of an Aminotransferase of Pea (Pisum sativum L.). Plant physiology, 52(1), 63-7. https://doi.org/10.1104/pp.52.1.63
Matheron, M E, and Moore, T C. "Properties of an Aminotransferase of Pea (Pisum sativum L.)." Plant physiology vol. 52,1 (1973): 63-7. doi: https://doi.org/10.1104/pp.52.1.63
Matheron ME, Moore TC. Properties of an Aminotransferase of Pea (Pisum sativum L.). Plant Physiol. 1973 Jul;52(1):63-7. doi: 10.1104/pp.52.1.63. PMID: 16658501; PMCID: PMC366439.
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Autoanalytical procedure for the determination of allantoin and allantoic Acid in soybean tissue.

Plant physiology

van Berkum P, Sloger C.
PMID: 16663248
Plant Physiol. 1983 Oct;73(2):511-3. doi: 10.1104/pp.73.2.511.

Ureide analyses of soybean (Glycine max L.) tissues were accomplished with a modified and simplified automated analysis used to determine allantoin concentration in rat urine. The length of the circuit and flow rates of the solutions were reduced, and...

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van Berkum P, Sloger C. Autoanalytical procedure for the determination of allantoin and allantoic Acid in soybean tissue. Plant Physiol. 1983;73(2):511-3doi: 10.1104/pp.73.2.511.
van Berkum, P., & Sloger, C. (1983). Autoanalytical procedure for the determination of allantoin and allantoic Acid in soybean tissue. Plant physiology, 73(2), 511-3. https://doi.org/10.1104/pp.73.2.511
van Berkum, P, and Sloger, C. "Autoanalytical procedure for the determination of allantoin and allantoic Acid in soybean tissue." Plant physiology vol. 73,2 (1983): 511-3. doi: https://doi.org/10.1104/pp.73.2.511
van Berkum P, Sloger C. Autoanalytical procedure for the determination of allantoin and allantoic Acid in soybean tissue. Plant Physiol. 1983 Oct;73(2):511-3. doi: 10.1104/pp.73.2.511. PMID: 16663248; PMCID: PMC1066493.
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Showing 1 to 12 of 181 entries