Literature summary for 1.11.2.1 extracted from

Babot, E.D.; del Rio, J.C.; Kalum, L.; Martinez, A.T.; Gutierrez, A.
Oxyfunctionalization of aliphatic compounds by a recombinant peroxygenase from Coprinopsis cinerea (2013), Biotechnol. Bioeng., 110, 2323-2332.

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Cloned(Commentary)

Cloned (Comment)	Organism
expression in Aspergillus oryzae	Coprinopsis cinerea

Organism

Organism	UniProt	Comment	Textmining
Coprinopsis cinerea	-	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
lauric acid + H2O2	-	Coprinopsis cinerea	11-hydroxylauric acid + 10-hydroxylauric acid + H2O	57% omega-1 product, 43% omega-2 product	?
methyl myristate + H2O2	-	Coprinopsis cinerea	methyl 13-hydroxymyristate + methyl 12-hydroxymyristate + methyl 13-oxomyristate + methyl 12-oxomyristate + H2O	21.1% omega-1 hydroxy product, 43.4% omega-2 hydroxy product, plus 24.3% omega-1 keto product, 11.3% omega-2 keto product	?
additional information	regioselective hydroxylation of saturated/unsaturated fatty acids is observed at the omega-1 and omega-2 position, but only at the omega-2 position in myristoleic acid. Alkyl esters of fatty acids and monoglycerides are also omga-1 or omega-2 hydroxylated, but di- and tri-glycerides are not modified. Fatty alcohols yield hydroxy derivatives at the omega-1 or omega-2 positions (diols) but also fatty acids and their hydroxy derivatives. The peroxygenase is able to oxyfunctionalize alkanes giving, in addition to alcohols at positions 2 or 3, dihydroxylated derivatives at both sides of the molecule. The predominance of mono- or di-hydroxylated derivatives seems related to the higher or lower proportion of acetone, respectively, in the reaction medium	Coprinopsis cinerea	?	-	?
myristic acid + H2O2	-	Coprinopsis cinerea	13-hydroxymyristic acid + 12-hydroxymyristic acid + H2O	49.5% omega-1 hydroxy product, 43% omega-2 hydroxy product, plus small amounts of corresponding keto products	?
myristoleic acid + H2O2	-	Coprinopsis cinerea	12-hydroxymyristoleic acid + H2O	100% omega-2 hydroxy product	?
octyl octanoate + H2O2	-	Coprinopsis cinerea	octyl 7-hydroxyoctanoate + octyl 6-hydroxyoctanoate + H2O	49.7% omega-1 hydroxy product, 50.3% omega-2 hydroxy product	?
oleic acid + H2O2	-	Coprinopsis cinerea	17-hydroxyoleic acid + 16-hydroxyoleic acid + H2O	33% omega-1 hydroxy product, 66% omega-2 hydroxy product	?
palmitic acid + H2O2	-	Coprinopsis cinerea	15-hydroxypalmitic acid + 14-hydroxypalmitic acid + H2O	38.4% omega-1 hydroxy product, 52.9% omega-2 hydroxy product, plus small amounts of corresponding keto products	?
stearic acid + H2O2	-	Coprinopsis cinerea	17-hydroxystearic acid + 16-hydroxystearic acid + H2O	31.5% omega-1 hydroxy product, 50% omega-2 hydroxy product, plus small amounts of corresponding keto products	?
tetradecane + H2O2	-	Coprinopsis cinerea	2-hydroxytetradecane + 3-hydroxytetradecane + 2,13-dihydroxytetradecane + 2,12-dihydroxytetradecane + 3,12-dihydroxytetradecane + 12-hydroxy2-ketotetradecane	reaction in 20% acetone, 120 min, 1% 2-hydroxytetradecane + 1.9% 3-hydroxytetradecane + 1.7% 2,13-dihydroxytetradecane + 9.5% 2,12-dihydroxytetradecane + 15% 3,12-dihydroxytetradecane + 70% 12-hydroxy-2-oxotetradecane. Reaction in 40% acetone, 120 min, 27% 2-hydroxytetradecane + 36% 3-hydroxytetradecane + 8.2% 2,13-dihydroxytetradecane + 14.2% 2,12-dihydroxytetradecane + 8.2% 3,12-dihydroxytetradecane + 6.3% 12-hydroxy2-ketotetradecane	?
tetradecanol + H2O2	-	Coprinopsis cinerea	13-hydroxytetradecanol + 12-hydroxytetradecanol + stearic acid + 13-hydroxystearic acid + 12-hydroxystearic acid + H2O	30 min reaction, 6.4% 13-hydroxytetradecanol, 7.2% 12-hydroxytetradecanol, 75.8% stearic acid, 5.9% 13-hydroxystearic acid, 4.7%12-hydroxystearic acid. 120 min reaction, 4.1% 13-hydroxytetradecanol, 5.9% 12-hydroxytetradecanol, 47.2% stearic acid, 23.8% 13-hydroxystearic acid, 19.4% 12-hydroxystearic acid	?

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Release 2023.1 (January 2023)