Fructose-1-phosphate

Structural formula
	β- anomer of D- fructose-1-phosphate ( furanose form ) under physiological conditions
General
Surname	Fructose-1-phosphate
other names	F1P; Fru-1-P;
Molecular formula	C 6 H 13 O 9 P
External identifiers / databases
EC number	240-113-4
ECHA InfoCard	100.036.451
PubChem	65246
Wikidata	Q982755
properties
Molar mass	260.14 g mol −1
safety instructions
GHS labeling of hazardous substances
H and P phrases	H: 315-319-335
	P: 261-305 + 351 + 338
	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:

{\ displaystyle {\ text {Fructose}} + {\ text {ATP}} \ longrightarrow {\ text {Fructose-1-phosphate}} + {\ text {ADP}}}

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 .

Entry of fructose into glycolysis.
Fructose (1), F1P (2) , DHAP (3), glyceraldehyde (4), GAP (5)
fructokinase (FK), aldolase B (ALD-B), triosephosphate isomerase (TPI), triose kinase (TK)

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 ).

[Sigma-1] Data sheet D-Fructose 1-phosphate sodium salt, ≥95%, amorphous powder from Sigma-Aldrich , accessed on September 21, 2014 ( PDF ).