Cyclodextrin-based artificial oxidases with high rate accelerations and selectivity
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Cyclodextrin-based artificial oxidases with high rate accelerations and selectivity. / Zhou, You; Lindbäck, Emil Anders; Pedersen, Christian Marcus; Bols, Mikael.
I: Tetrahedron Letters, Bind 55, Nr. 14, 2014, s. 2304-2307.Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
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TY - JOUR
T1 - Cyclodextrin-based artificial oxidases with high rate accelerations and selectivity
AU - Zhou, You
AU - Lindbäck, Emil Anders
AU - Pedersen, Christian Marcus
AU - Bols, Mikael
PY - 2014
Y1 - 2014
N2 - Three cyclodextrin derivatives with one to four 2-O-formylmethyl groups attached to the secondary rim were prepared and investigated as catalysts for the oxidation of aminophenols in buffered dilute hydrogen peroxide. The derivatives were found to be Michaelis-Menten catalysts and to give rate accelerations of up to 20,000 for the oxidation of 2-aminophenol to 2-amino-phenoxazin-3-one, and 12,000 for the oxidation of 2-amino-p-cresol to 2-nitro-p-cresol. While a range of differently substituted substrates was oxidized the success of the reaction was highly dependent on the substituent pattern. The ability of one of the new artificial enzymes to oxidize selectively one aminophenol from a mixture of two was investigated giving substrate selectivities of up to 16:1.
AB - Three cyclodextrin derivatives with one to four 2-O-formylmethyl groups attached to the secondary rim were prepared and investigated as catalysts for the oxidation of aminophenols in buffered dilute hydrogen peroxide. The derivatives were found to be Michaelis-Menten catalysts and to give rate accelerations of up to 20,000 for the oxidation of 2-aminophenol to 2-amino-phenoxazin-3-one, and 12,000 for the oxidation of 2-amino-p-cresol to 2-nitro-p-cresol. While a range of differently substituted substrates was oxidized the success of the reaction was highly dependent on the substituent pattern. The ability of one of the new artificial enzymes to oxidize selectively one aminophenol from a mixture of two was investigated giving substrate selectivities of up to 16:1.
KW - Catalysis
KW - Chemzymes
KW - Hydrogen peroxide
KW - Michaelis-Menten
KW - Peroxidase
U2 - 10.1016/j.tetlet.2014.02.100
DO - 10.1016/j.tetlet.2014.02.100
M3 - Journal article
AN - SCOPUS:84897379148
VL - 55
SP - 2304
EP - 2307
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 14
ER -
ID: 131021253