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
Related Products
Research Tool(s)
21889Glycocholic Acid-d4
Unlabeled Version(s)
31351Glycocholic Acid MaxSpec® Standard
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Glycocholic Acid-d4 MaxSpec® Standard

Item No. 31352

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl-2,2,4,4-d4]-glycine
CAS Number
1201918-15-1
Synonyms
  • Cholylglycine-d4
  • GCA-d4
Molecular Formula
C26H39D4NO6
Formula Weight
469.7
Purity
≥95%
Formulation (Request formulation change)
A solution in methanol at 100 µg/ml
SMILES
C[C@H](CCC(NCC(O)=O)=O)[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])C[C@H](O)[C@@]21C
InChi Code
InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1/i8D2,10D2
InChi Key
RFDAIACWWDREDC-WZQUIQSLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    100 µg

    $169

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    Product Description

    Glycocholic acid-d4 is intended for use as an internal standard for the quantification of glycocholic acid (Item No. 20276) by GC- or LC-MS. Glycocholic acid is a glycine-conjugated form of the primary bile acid cholic acid (Item No. 20250) and has roles in the emulsification of fats.1,2 It reduces expression of the gene encoding the farnesoid X receptor (FXR) and increases expression of the genes encoding the bile acid receptors TGR5 and S1PR2 in SNU-245 cells when used at a concentration of 1.6 μmol/ml.3 Glycocholic acid (250 μM) increases the intracellular accumulation and cytotoxicity of epirubicin (Item No. 12091) in Caco-2 cells, as well as decreases expression of the genes encoding multidrug resistance protein 1 (MDR1), MDR-associated protein 1 (MRP1), and MRP2 when used alone or in combination with epirubicin.4 It increases absorption of epirubicin into everted sacs of rat ileum and jejunum when used at a concentration of 250 μM. The bile acid composition ratio of glycocholic acid is elevated in bile of patients with cholangiocarcinoma compared with patients with pancreatic cancer or benign biliary diseases.3 Serum levels of glycocholic acid are elevated in patients with hepatocellular carcinoma compared with healthy individuals.2

    Glycocholic acid-d4 MaxSpec® standard is a quantitative grade standard of glycocholic acid-d4 (Item No. 21889) 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 glycocholic 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. Lefebvre, P., Cariou, B., Lien, F., et al. Role of bile acids and bile acid receptors in metabolic regulation. Physiol. Rev. 89(1), 147-191 (2009).

    2. Guo, C., Xie, C., Ding, P., et al. Quantification of glycocholic acid in human serum by stable isotope dilution ultra performance liquid chromatography electrospray ionization tandem mass spectrometry. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 1072, 315-319 (2018).

    3. Song, W.-S., Park, H.-M., Ha, J.M., et al. Discovery of glycocholic acid and taurochenodeoxycholic acid as phenotypic biomarkers in cholangiocarcinoma. Sci. Rep. 8(1), 11088 (2018).

    4. Lo, Y.L., Ho, C.T., and Tsai, F.L. Inhibit multidrug resistance and induce apoptosis by using glycocholic acid and epirubicin. Eur. J. Pharm. Sci. 35(1-2), 52-67 (2008).