A quantitative analytical standard guaranteed to meet MaxSpec® identity, purity, stability, and concentration specifications
Features
  • Purpose built for quantitative mass spectrometry
  • Prepared gravimetrically as a solution with a defined concentration
  • Packaged in an ampule sealed under argon to maintain product integrity
  • Guaranteed to meet MaxSpec® identity, purity, stability, and concentration specifications
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Ursodeoxycholic Acid-d4 MaxSpec® Standard

Item No. 31368

Technical Information
Formal Name
(3α,5β,7β)-3,7-dihydroxy-cholan-24-oic-2,2,4,4-d4 acid
CAS Number
347841-46-7
Synonyms
  • UDCA-d4
Molecular Formula
C24H36D4O4
Formula Weight
Purity
≥95%
Formulation
A solution in methanol at 100 µg/ml
SMILES
OC(CC[C@@H](C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@@H](O)C[C@]4([H])C([2H])([2H])[C@H](O)C([2H])([2H])C[C@]4(C)[C@@]3([H])CC[C@@]21C)=O
InChi Code
InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1/i8D2,12D2
InChi Key
RUDATBOHQWOJDD-QGCKUCIHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Ursodeoxycholic acid-d4 (UDCA-d4) is intended for use as an internal standard for the quantification of UDCA (Item No. 15121) by GC- or LC-MS. UDCA is a secondary bile acid formed via epimerization of chenodeoxycholic acid (CDCA; Item No. 10011286).1,2 UDCA is also a metabolite of lithocholic acid (LCA; Item No. 20253) in human liver microsomes.3 It inhibits taurocholic acid (Item No. 16215) uptake in HeLa cells expressing recombinant sodium/taurocholate cotransporting polypeptide (NTCP) with an IC50 value of 3.6 μM.4 UDCA (50 μM) inhibits apoptosis induced by deoxycholic acid (DCA; Item Nos. 20756 | 18231) or ethanol in primary rat hepatocytes.5 Dietary administration of UDCA blocks DCA-induced increases in the number of TUNEL-positive hepatocytes in rats. Formulations containing UDCA have been used in the treatment of primary biliary cirrhosis.

    Ursodeoxycholic Acid-d4 MaxSpec® standard is a quantitative grade standard of Ursodeoxycholic Acid-d4 (Item No. 21892) that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This Ursodeoxycholic Acid-d4 MaxSpec® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dawson, P.A., and Karpen, S.J. Intestinal transport and metabolism of bile acids. J. Lipid Res. 56(6), 1085-1099 (2015).

    2. Chiang, J.Y.L. Bile acid metabolism and signaling in liver disease and therapy. Liver Res. 1(1), 3-9 (2017).

    3. Deo, A.K., and Bandiera, S.M. 3-Ketocholanoic acid is the major in vitro human hepatic microsomal metabolite of lithocholic acid. Drug Metab. Dispos. 37(9), 1938-1947 (2009).

    4. Kim, R.B., Leake, B., Cvetkovic, M., et alModulation by drugs of human hepatic sodium-dependent bile acid transporter (sodium taurocholate cotransporting polypeptide) activity. J. Pharmacol. Exp. Ther. 291(3), 1204-1209 (1999).

    5. Rodrigues, C.M.P., Fan, G., Ma, X., et alA novel role for ursodeoxycholic acid in inhibiting apoptosis by modulating mitochondrial membrane perturbation. J. Clin. Invest. 101(12), 2790-2799 (1998).