An internal standard for the quantification of glycolithocholic acid
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Glycolithocholic Acid-d4

Item No. 31308

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(3α,5β)-3-hydroxy-24-oxocholan-24-yl-2,2,4,4-d4]-glycine
CAS Number
2044276-16-4
Synonyms
  • GLCA-d4
  • Lithocholylglycine-d4
Molecular Formula
C26H39D4NO4
Formula Weight
437.7
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly (heated)Methanol: Slightly (heated)
SMILES
C[C@H](CCC(NCC(O)=O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[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/C26H43NO4/c1-16(4-9-23(29)27-15-24(30)31)20-7-8-21-19-6-5-17-14-18(28)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22,28H,4-15H2,1-3H3,(H,27,29)(H,30,31)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1/i10D2,14D2
InChi Key
XBSQTYHEGZTYJE-CPHZDNHJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Glycolithocholic acid-d4 is intended for use as an internal standard for the quantification of glycolithocholic acid (Item No. 21723) by GC- or LC-MS. Glycolithocholic acid is a glycine-conjugated form of the secondary bile acid lithocholic acid (Item No. 20253).1 It is increased in the liver of mice fed a diet supplemented with ursodeoxycholic acid (Item No. 15121).2 Glycolithocholic acid levels are decreased in the plasma following subcutaneous administration of PEG-obestatin(Cys10, Cys13), a modified peptide hormone, in lean or diet-induced obese mice.3 Serum glycolithocholic acid levels increase with age in children.4

    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. Zhang, Y., and Klaassen, C.D. Effects of feeding bile acids and a bile acid sequestrant on hepatic bile acid composition in mice. J. Lipid Res. 51(11), 3230-3242 (2010).

    3. Cowan, E., Kimar, P., Burch, K.J., et al. Treatment of lean and diet-induced obesity (DIO) mice with a novel stable obestatin analogue alters plasma metabolite levels as detected by untargeted LC-MS metabolomics. Metabolomics 12(124), (2016).

    4. Semba, R.D., Gonzalez-Freier, M., Moaddel, R., et al. Environmental enteric dysfunction is associated with altered bile acid metabolism. J. Pediatr. Gastenterol. Nutr. 64(4), 536-540 (2017).