Formation of 3-hydroxy-4, 5-dimethyl-2 (5 H)-furanone (sotolone) from 4-hydroxy-l-isoleucine and 3-amino-4, 5-dimethyl-3, 4-dihydro-2 (5 H)-furanone

I Blank, J Lin, R Fumeaux, DH Welti…

Index: Blank, Imre; Lin, Jianming; Fumeaux, Rene; Welti, Dieter H.; Fay, Laurent B. Journal of Agricultural and Food Chemistry, 1996 , vol. 44, # 7 p. 1851 - 1856

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Citation Number: 46

Abstract

The proposed formation of 3-hydroxy-4, 5-dimethyl-2 (5 H)-furanone (sotolone) from 4- hydroxy-l-isoleucine (1) and the corresponding lactone 3-amino-4, 5-dimethyl-3, 4-dihydro-2 (5 H)-furanone (2) by thermally induced oxidative deamination was corroborated. The formation of sotolone was studied in model systems by reacting 1 or 2 with different carbonyl compounds in a phosphate buffer at pH 5 at 100° C for 1 h. The amount of sotolone was ...