Ketohexose

A ketohexose is a ketone-containing hexose (a six-carbon monosaccharide).[1] The most common ketohexoses, each of which represents a pair of enantiomers (D- and L-isomers), include psicose, fructose, sorbose, and tagatose. Ketohexose is stable over a wide pH range, and with a primary pKa of 10.28, will only deprotonate at high pH, so is marginally less stable than aldohexose in solution. The basic formula for all ketohexoses is seen as with a molecular weight of 180.156 g/mol.[2][3][4][5] The different variations of this type of molecule come from the varying R and S chirality around the third, fourth and fifth carbon.Though all of these share similar structures, each have their own use and properties. Fructose in both L and D configurations is soluble in water, alcohol and ether.[3] D-Sorbose is commonly used in the commercial synthesis of ascorbic acid.[4] D-Tagatose is a rare natural ketohexose that is found in small quantities in food and has various health benefits.[5]

References

  1. ↑ Milton Orchin, ed. (1980). The vocabulary of organic chemistry. Wiley. ISBN 978-0-471-04491-8.
  2. ↑ Pubchem. "D-Psicose". pubchem.ncbi.nlm.nih.gov. Retrieved 2018-04-26.
  3. 1 2 Pubchem. "Fructose". pubchem.ncbi.nlm.nih.gov. Retrieved 2018-04-26.
  4. 1 2 Pubchem. "Sorbose, D-". pubchem.ncbi.nlm.nih.gov. Retrieved 2018-04-26.
  5. 1 2 Pubchem. "Tagatose". pubchem.ncbi.nlm.nih.gov. Retrieved 2018-04-26.


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