An internal standard for the quantification of CMPF
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Unlabeled Version(s)
10007133CMPF
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CMPF-d5

Item No. 9001871

Technical Information
Formal Name
2-(2-carboxyethyl)-4-methyl-5-(propyl-2,2',3,3,3-d5)furan-3-carboxylic acid
Synonyms
  • FA 12:4;O3-d5
Molecular Formula
C12H11D5O5
Formula Weight
Purity
≥99% deuterated forms (d1-d5)
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
204, 260 nm
SMILES
CC1=C(CC([2H])([2H])C([2H])([2H])[2H])OC(CCC(O)=O)=C1C(O)=O
InChi Code
InChI=1S/C12H16O5/c1-3-4-8-7(2)11(12(15)16)9(17-8)5-6-10(13)14/h3-6H2,1-2H3,(H,13,14)(H,15,16)/i1D3,3D2
InChi Key
WMCQWXZMVIETAO-WNWXXORZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    CMPF-d5 contains five deuterium atoms at the 2, 2', 3, 3, and 3 positions. It is intended for use as an internal standard for the quantification of CMPF (Item No. 10007133) by GC- or LC-mass spectrometry. Furan fatty acids are unique, naturally occurring lipids that are found in significant amounts in dietary phospholipids, such as in salmon roe.1 CMPF is an endogenous metabolite of furan fatty acids in humans. CMPF is highly albumin-bound and accumulates in the serum of uremic patients to concentrations in excess of 0.2 mM. Its primary effect is to inhibit cellular transport and subsequent deiodination of thyroxine (T4).2,3 CMPF is tightly bound to albumin but only moderately inhibits T4 binding in a direct manner (10-14% at 0.3 mM). However, CMPF effectively displaces competitive T4 binding molecules from albumin, such as acidic drugs and free fatty acids.3 Therefore, CMPF may indirectly influence T4 binding to albumin by increasing the serum concentration of competitive binding molecules, particularly free fatty acids such as oleic acid.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ishii, K., Okajima, H., Okada, Y., et alStudies on furan fatty acids of salmon roe phospholipids. J. Biochem. 103(5), 836-839 (1988).

    2. Lim, C.F., Bernard, B.F., De Jong, M., et alA furan fatty acid and indoxyl sulfate are the putative inhibitors of thyroxine hepatocyte transport in uremia. J. Clin. Endocrinol. Metab. 76(2), 318-324 (1993).

    3. Lim, C.F., Stockigt, J.R., Curtis, A.J., et alA naturally occuring furan fatty acid enhances drug inhibition of thyroxine binding in serum. Metabolism 42(11), 1468-1474 (1993).