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Ketose information


Fructose, an example of a ketose. The ketone group is the double-
bonded oxygen.

In organic chemistry, a ketose is a monosaccharide containing one ketone (>C=O) group per molecule.[1][2] The simplest ketose is dihydroxyacetone ((CH2OH)2C=O), which has only three carbon atoms. It is the only ketose with no optical activity. All monosaccharide ketoses are reducing sugars, because they can tautomerize into aldoses via an enediol intermediate, and the resulting aldehyde group can be oxidised, for example in the Tollens' test or Benedict's test.[3] Ketoses that are bound into glycosides, for example in the case of the fructose moiety of sucrose, are nonreducing sugars.[3]

  1. ^ Lindhorst, Thisbe K. (2007). Essentials of Carbohydrate Chemistry and Biochemistry (1st ed.). Wiley-VCH. ISBN 978-3-527-31528-4.
  2. ^ Robyt, John F. (1997). Essentials of Carbohydrate Chemistry (1st ed.). Springer. ISBN 0-387-94951-8.
  3. ^ a b McMurry, John E. (2010-01-01). Organic Chemistry: With Biological Applications. Cengage Learning. p. 880. ISBN 978-0495391449.

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Ketose

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In organic chemistry, a ketose is a monosaccharide containing one ketone (>C=O) group per molecule. The simplest ketose is dihydroxyacetone ((CH2OH)2C=O)...

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Monosaccharide

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between two carbons; then it is formally a ketone, and is termed a ketose. Ketoses of biological interest usually have the carbonyl at position 2. The...

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Isomerase

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oxygen. The straight-chain ketose is formed. To close the fructose ring, the reverse of ring opening occurs and the ketose is protonated. An example of...

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Xylose isomerase

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specifically those intramolecular oxidoreductases interconverting aldoses and ketoses. The isomerase has now been observed in nearly a hundred species of bacteria...

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Triose

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enantiomers of glyceraldehyde, which are aldoses; and dihydroxyacetone, a ketose which is symmetrical and therefore has no enantiomers. Trioses are important...

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Calvin cycle

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(E4P). The two carbons on transketolase are added to a G3P, giving the ketose xylulose-5-phosphate (Xu5P).[citation needed] E4P and a DHAP (formed from...

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Sugar acid

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end of a 2-ketose is oxidized creating an α-ketoacid. Uronic acids, in which the −CH2OH group at the terminal end of an aldose or ketose is oxidized...

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Hexose

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2-ketohexoses, and the most important 2-ketose is fructose. Besides the 2-ketoses, there are only the 3-Ketoses, and they do not exist in nature, although...

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Transketolase

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from a 5-carbon ketose (D-xylulose-5-P), then transfers this fragment to a 5-carbon aldose (D-ribose-5-P) to form a 7-carbon ketose (sedoheptulose-7-P)...

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Formose reaction

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steps taking place are aldol reactions, reverse aldol reactions, and aldose-ketose isomerizations. Intermediates are glycolaldehyde, glyceraldehyde, dihydroxyacetone...

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Carbohydrate

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is an aldose; if the carbonyl group is a ketone, the monosaccharide is a ketose. Monosaccharides with three carbon atoms are called trioses, those with...

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Triosephosphate isomerase

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Triose-phosphate isomerase (TPI or TIM) is an enzyme (EC 5.3.1.1) that catalyzes the reversible interconversion of the triose phosphate isomers dihydroxyacetone...

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Reducing sugar

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groups: the aldoses, which have an aldehyde group, and the ketoses, which have a ketone group. Ketoses must first tautomerize to aldoses before they can act...

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Mannose isomerase

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oxidoreductases interconverting aldoses and ketoses. The systematic name of this enzyme class is D-mannose aldose-ketose-isomerase. Other names in common use...

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Sorbose

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Sorbose is a ketose belonging to the group of sugars known as monosaccharides. It has a sweetness that is equivalent to sucrose (table sugar). The commercial...

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Glucuronate isomerase

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oxidoreductases interconverting aldoses and ketoses. The systematic name of this enzyme class is D-glucuronate aldose-ketose-isomerase. Other names in common use...

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Heptose

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sedoheptulose or D-altro-heptulose (a ketose), an intermediate in the Calvin cycle and in lipid A biosynthesis mannoheptulose (a ketose), found in avocadoes...

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Ribose isomerase

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oxidoreductases interconverting aldoses and ketoses. The systematic name of this enzyme class is D-ribose aldose-ketose-isomerase. Other names in common use...

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Arabinose isomerase

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oxidoreductases interconverting aldoses and ketoses. The systematic name of this enzyme class is D-arabinose aldose-ketose-isomerase. Other names in common use...

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