2011
DOI: 10.5562/cca1828
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Bimetallic Copper-Heme-Protein-DNA Hybrid Catalyst for Diels Alder Reaction

Abstract: Abstract.A bimetallic heme-DNA cofactor, containing an iron and a copper center, was synthesized for the design of novel hybrid catalysts for stereoselective synthesis. The cofactor was used for the reconstitution of apo-myoglobin. Both the cofactor alone and its myoglobin adduct were used to catalyze a model Diels Alder reaction. Stereoselectivity of this conversion was analyzed by chiral HPLC. Reactions carried out in the presence of myoglobin-heme-Cu-DNA catalyst showed greater product conversion and stereo… Show more

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Cited by 9 publications
(5 citation statements)
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“…Rideout and Breslow [29] have studied the aqueous phase reaction of cyclopentadiene and vinyl methyl ketones in water. Many catalysts including Lewis acids [29], Brönsted acids [29,30], asymmetric catalysts with helical polymers [31], Cu 2+ ion-mediated nanotubes [32], DNA and micellarbased catalysts [33][34][35][36][37], have been employed for this * E-mail: thirunarayanan.g.10313@annamalaiuniversity.ac.in; drgtnarayanan@gmail.com…”
Section: Introductionmentioning
confidence: 99%
“…Rideout and Breslow [29] have studied the aqueous phase reaction of cyclopentadiene and vinyl methyl ketones in water. Many catalysts including Lewis acids [29], Brönsted acids [29,30], asymmetric catalysts with helical polymers [31], Cu 2+ ion-mediated nanotubes [32], DNA and micellarbased catalysts [33][34][35][36][37], have been employed for this * E-mail: thirunarayanan.g.10313@annamalaiuniversity.ac.in; drgtnarayanan@gmail.com…”
Section: Introductionmentioning
confidence: 99%
“…Reidant and Breslow [9] have studied the aqueous phase reaction of cyclopentadiene and vinyl methyl ketones in water and they reported the solvent-free reaction rate is greater than 700 times faster than in organic solvents. Numerous catalysts including Lewis acids [4], Bronsted acids [4,10], asymmetric catalyst with helical polymers [11], Cu 2+ ion-mediated nanotubes [12], DNA and Micellar based catalysts [7,[13][14][15][16] have been used for this [4+2] cycloaddition Diels-Alder reaction of cyclopentadiene(diene) and Echalcones(dienophiles).…”
Section: Introductionmentioning
confidence: 99%
“…1,2,8,9 Rideout and Breslow 10 have studied the cycloaddition reaction of ethylenic ketones and cyclopentadiene in an aqueous medium and they reported the reaction rate is greater than 700 times faster than in non-aqueous media. Many catalysts such as Lewis acids, 5 Bronsted acids, 6,11 asymmetric helical polymers, 12 Cu 2+ ion-mediated nanotubes 13 and Micellar-DNAs 8, [13][14][15][16][17][18] have been employed for the Diels-Alder [4+2] cycloaddition reaction of cyclopentadiene (diene) and (E)-chalcones (dienophiles).…”
Section: Introductionmentioning
confidence: 99%