An antimetabolic fructose analogue
Related Products
Isomer(s)
298741,5-Anhydro-D-glucitol
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Product Categories

Product Type

Biochemicals

Research Area

Endocrinology & Metabolism
Carbohydrate Metabolism

2,5-Anhydro-D-mannitol

Item No. 21673

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3S,4S,5R)-2,5-bis(hydroxymethyl)tetrahydrofuran-3,4-diol
CAS Number
41107-82-8
Synonyms
  • 2,5-AHM
  • NSC 129241
Molecular Formula
C6H12O5
Formula Weight
164.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 30 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1
InChi Code
InChI=1S/C6H12O5/c7-1-3-5(9)6(10)4(2-8)11-3/h3-10H,1-2H2/t3-,4-,5-,6-/m1/s1
InChi Key
MCHWWJLLPNDHGL-KVTDHHQDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $36

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    10 mg

    $61

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    25 mg

    $120

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    50 mg

    $169

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    Product Description

    2,5-Anhydro-D-mannitol is an antimetabolic fructose analogue that increases food intake in rats at doses of 50-800 mg/kg by inhibiting gluconeogenesis and glycogenolysis in the liver.1,2. It is phosphorylated in the liver, which decreases available ATP and signals eating behavior in rats through a vagal nerve mechanism.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tordoff, M.G., Rafka, R., DiNovi, M.J., et al. 2,5-anhydro-D-mannitol: a fructose analogue that increases food intake in rats. Am. J. Physiol. 254(1 Pt 2), R150 - R153 (1988).

    2. Riquelme, P.T., Wernette-Hammond, M.E., Kneer, N.M., et al. Regulation of carbohydrate metabolism by 2,5-anhydro-D-mannitol. Proc. Natl. Acad. Sci. USA 80(14), 4301-4305 (1983).

    3. Rawson, N.E., Blum, H., Osbakken, M.D., et al. Hepatic phosphate trapping, decreased ATP, and increased feeding after 2,5-anhydro-D-mannitol. Am. J. Physiol. 266(1 Pt 2), R112-R117 (1994).

    4. Tordoff, M.G., Rawson, N., and Friedman, M.I. 2,5-anhydro-D-mannitol acts in liver to initiate feeding. Am. J. Physiol. 261(2 Pt 2), R283-R188 (1991).

    Product Citations

    Mizuno, T.M., Lew, P.S., and Jhanji, G. Regulation of the fructose transporter gene Slc2a5 expression by glucose in cultured microglial cells. Int. J. Mol. Sci. 22(23), 12668 (2021).

    Weng, Y., Fan, X., Bai, Y., et al. SLC2A5 promotes lung adenocarcinoma cell growth and metastasis by enhancing fructose utilization. Cell Death Discov. 4, 38 (2018).