An internal standard for the quantification of α-muricholic acid
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α-Muricholic Acid-d4

Item No. 27036

Technical Information
Formal Name
(3α,5β,6β,7α)-3,6,7-trihydroxy-cholan-24-oic-2,2,4,4-d4 acid
Synonyms
  • 5β-Cholanic Acid-3α,6β,7α-triol-d4
  • α-MCA-d4
Molecular Formula
C24H36D4O5
Formula Weight
Purity
≥99% deuterated forms (d1-d4)
A crystalline solid
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/ml
SMILES
C[C@H](CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)[C@@H](O)[C@]4([H])C([2H])([2H])[C@H](O)C([2H])([2H])C[C@]4(C)[C@@]3([H])CC[C@@]21C
InChi Code
InChI=1S/C24H40O5/c1-13(4-7-19(26)27)15-5-6-16-20-17(9-11-23(15,16)2)24(3)10-8-14(25)12-18(24)21(28)22(20)29/h13-18,20-22,25,28-29H,4-12H2,1-3H3,(H,26,27)/t13-,14-,15-,16+,17+,18+,20+,21+,22+,23-,24-/m1/s1/i8D2,12D2
InChi Key
DKPMWHFRUGMUKF-QGGLCGBNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    α-Muricholic acid-d4 is intended for use as an internal standard for the quantification of α-muricholic acid (Item No. 20291) by GC- or LC-MS. α-Muricholic acid is a murine-specific primary bile acid.1,2 Dietary administration of soybean protein decreases fecal levels of α-muricholic acid in mice with high-fat diet-induced obesity, which correlates with increases in fecal Clostridium cluster XIVa, a major producer of secondary bile acids.3 Plasma, liver, and muscle levels of α-muricholic acid are increased in mice switched from a high-fat to low-fat diet.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Eyssen, H.J., Parmentier, G.G., and Mertens, J.A. Sulfate bile acids in germ-free and conventional mice. Eur. J. Biochem. 66(3), 507-514 (1976).

    2. Uehara, T., Xi Peng, X., Bennett, B., et alc-Jun N-terminal kinase mediates hepatic injury after rat liver transplantation. Transplantation 78(3), 324-332 (2004).

    3. Watanabe, K., Igarashi, M., Li, X., et alDietary soybean protein ameliorates high-fat diet-induced obesity by modifying the gut microbiota-dependent biotransformation of bile acids. PLoS One 13(8), e0202083 (2018).

    4. La Frano, M.R., Hernandez-Carretero, A., Weber, N., et alDiet-induced obesity and weight loss alter bile acid concentrations and bile acid-sensitive gene expression in insulin target tissues of C57BL/6J mice. Nutr. Res. 46, 11-21 (2017).