Heavily fluorinated carbohydrates as enzyme substrates: oxidation of tetrafluorinated galactose by galactose oxidase.
نویسندگان
چکیده
Galactose oxidase (GOase) was shown to oxidise several C2/C3 fluorinated galactose analogues. Interestingly, the enzyme was able to distinguish between the 2,3-tetrafluorinated galactose and its epimeric glucose analogue, and this represents the first reported biotransformation of a heavily fluorinated sugar.
منابع مشابه
Structural Basis for Binding of Fluorinated Glucose and Galactose to Trametes multicolor Pyranose 2-Oxidase Variants with Improved Galactose Conversion
Each year, about six million tons of lactose are generated from liquid whey as industrial byproduct, and optimally this large carbohydrate waste should be used for the production of value-added products. Trametes multicolor pyranose 2-oxidase (TmP2O) catalyzes the oxidation of various monosaccharides to the corresponding 2-keto sugars. Thus, a potential use of TmP2O is to convert the products f...
متن کاملTransformation and expression of Penicillium funicolusum glucose oxidase gene in yeast
Glucose oxidase is an important enzyme hydrolyzing for its hydrolyzing activity on glucos. It possesses and has a wide board of applications in different industries such as bakery, pharmaceutical, plant pathology and biosensors. In this study, yeast (Saccharomyces cerevisiae) was transformed successfully by the glucose oxidase gene (gox) obtained from Penicillium funicolusum. The secreted gluco...
متن کاملEnzymatic Desymmetrising Redox Reactions for the Asymmetric Synthesis of Biaryl Atropisomers
Atropisomeric biaryls carrying ortho-hydroxymethyl and formyl groups were made enantioselectively by desymmetrisation of dialdehyde or diol substrates. The oxidation of the symmetrical diol substrates was achieved using a variant of galactose oxidase (GOase), and the reduction of the dialdehydes using a panel of ketoreductases. Either M or P enantiomers of the products could be formed, with abs...
متن کاملMechanistic studies on the single copper tyrosyl- radical containing enzyme galactose oxidase
Studies on the single Cu protein galactose oxidase (68kDa; 639 amino acids) from Fusarium NRRL 2903 are described. The Cu is coordinated in a square based pyramid by Tyr-272, Tyr-495 (axial), His-496, His-581 and H20 (the substrate binding site), and the enzyme functions as a 2-equivalent oxidase, 0, + H,O,, with oxidation of primary alcohol substrates RCH20H to RCHO. The active enzyme has a co...
متن کاملA study of the mechanism of conversion of galactose to glucose in the intact rat.
In 1950 Caputto et al. (1) found that the biological interconversion of n-galactose and n-glucose, which differ only in the configuration of the hydroxyl group at carbon 4, occurred not with the free sugars or phosphate esters, but while the carbohydrates were bound as uridine diphosphate derivatives. Since that time the mechanism of the conversion has been the subject of numerous investigation...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 47 40 شماره
صفحات -
تاریخ انتشار 2011