Fructose-1-phosphate
Structural formula | ||||||||||||||||
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β- anomer of D- fructose-1-phosphate ( furanose form ) under physiological conditions | ||||||||||||||||
General | ||||||||||||||||
Surname | Fructose-1-phosphate | |||||||||||||||
other names |
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Molecular formula | C 6 H 13 O 9 P | |||||||||||||||
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properties | ||||||||||||||||
Molar mass | 260.14 g mol −1 | |||||||||||||||
safety instructions | ||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Fructose-1-phosphate is a phosphoric acid ester of fructose and the isomer of fructose-6-phosphate . It is an intermediate product of glucose metabolism. Physiologically only the D isomer occurs.
Reactions
Fructose-1-phosphate is an important intermediate in the provision of fructose for metabolism . In higher animals , D- fructose is phosphorylated to fructose-1-phosphate in the liver , which is catalyzed by a fructokinase ( ketohexokinase , FK) with ATP consumption, according to:
The aldolase B (ALD-B) then splits fructose-1-phosphate into dihydroxyacetone phosphate (DHAP) and glyceraldehyde (see figure). Then glyceraldehyde is phosphorylated by triokinase to glyceraldehyde-3-phosphate . DHAP or glyceraldehyde-3-phosphate are then further metabolized in glycolysis .
pathology
In the absence of fructokinase, F1P is accumulated in the liver. This results in fructosuria in humans. A deficiency in aldolase B leads to hereditary fructose intolerance .
Individual evidence
- ↑ a b Data sheet D-Fructose 1-phosphate sodium salt, ≥95%, amorphous powder from Sigma-Aldrich , accessed on September 21, 2014 ( PDF ).