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68872

Sigma-Aldrich

D-Fructose-1,2-cyclic-6-bisphosphate sodium salt

≥90%

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About This Item

Empirical Formula (Hill Notation):
C6H12O11P2 · xNa+
CAS Number:
Molecular Weight:
322.10 (free acid basis)
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

assay

≥90%

form

powder

storage temp.

−20°C

SMILES string

O[C@@H]1[C@@H](COP(O)(O)=O)O[C@]2(COP(O2)(O)=O)[C@H]1O

InChI

1S/C6H12O11P2/c7-4-3(1-14-18(9,10)11)16-6(5(4)8)2-15-19(12,13)17-6/h3-5,7-8H,1-2H2,(H,12,13)(H2,9,10,11)/t3-,4?,5-,6+/m1/s1

InChI key

OYLOOUQOYVXAHA-CNKSGKBASA-N

Application

D-Fructose-1,2-cyclic-6-disphosphate (D-fructose-1,2-cyclic 6-P2) is used to prepare β-D-fructose-2,6-P2, a activator of phosphfructokinase, by alkaline hydrolysis.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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K Uyeda et al.
The Journal of biological chemistry, 256(16), 8679-8684 (1981-08-25)
The "activation factor" for phosphofructokinase was shown by chemical analysis, by synthesis, and by 13C NMR spectroscopy to be beta-D-fructose-2,6-P2. This compound was prepared from D-fructose-1,2-cyclic 6-P2 by alkaline hydrolysis. D-Fructose-1,2-cyclic 6-P2 is ineffective in activating phosphofructokinase while synthetic D-fructose-2,6-P2
L Cavallini et al.
Biochemical pharmacology, 43(7), 1539-1544 (1992-04-01)
Fructose-1,6-diphosphate (FDP) is a physiological product which exhibits pharmacological properties. This study shows that FDP (1-3 mM) inhibits platelet aggregation induced by the agonists thrombin, vasopressin, platelet activating factor, ADP, adrenaline, arachidonate and the stable thromboxane analogue U 44069. Thrombin-promoted

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