A fluorescent probe for hepatocyte bile acid transport
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CGamF

Item No. 40792

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3α,5β,7α,12α)- N-[2-[(3′,6′-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9′-[9H]xanthen]-5-yl)amino]-2-oxoethyl]-3,7,12-trihydroxy-cholan-24-amide
CAS Number
168912-70-7
Synonyms
  • Cholylglycylamidofluorescein
  • FITC-glycocholate
  • FITC-GC
Molecular Formula
C46H54N2O10
Formula Weight
794.9
Purity
≥95%
Emission
515 nm in aqueous solution, pH 7.4
Excitation
492 nm in aqueous solution, pH 7.4
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Sparingly soluble: 1-10 mg/ml
SMILES
C[C@H](CCC(NCC(NC1=CC=C(C2(C(C=CC(O)=C3)=C3OC4=C2C=CC(O)=C4)OC5=O)C5=C1)=O)=O)[C@@]6([H])CC[C@@]7([H])[C@]8([H])[C@H](O)C[C@]9([H])C[C@H](O)CC[C@]9(C)[C@@]8([H])C[C@H](O)[C@@]76C
InChi Code
InChI=1S/C46H54N2O10/c1-23(30-11-12-34-42-35(21-39(53)45(30,34)3)44(2)15-14-28(51)16-24(44)17-36(42)52)4-13-40(54)47-22-41(55)48-25-5-8-31-29(18-25)43(56)58-46(31)32-9-6-26(49)19-37(32)57-38-20-27(50)7-10-33(38)46/h5-10,18-20,23-24,28,30,34-36,39,42,49-53H,4,11-17,21-22H2,1-3H3,(H,47,54)(H,48,55)/t23-,24+,28-,30-,34+,35+,36-,39+,42+,44+,45-/m1/s1
InChi Key
ODNHQBGUSBRMLL-NGLFZQPYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $439

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    5 mg

    $1,317

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    Product Description

    CGamF is a fluorescent probe for hepatic bile acid transport that is composed of cholic acid (Item No. 20250) conjugated via a glycylamino linkage to fluorescein.1,2 It displays excitation/emission values of 492/515 nm, respectively, in aqueous solution at pH 7.4.2 CGamF fluorescence intensity increases as pH increases upon excitation at 495 nm but is pH-independent upon excitation at 440 nm. CGamF uptake by hepatocytes becomes sodium-dependent as CGamF concentration increases, with lower sodium levels resulting in reduced uptake.1,2 CGamF has been used in the study of hepatic transporter-mediated drug interactions and toxicity in vitro.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kitamura, T., Gatmaitan, Z., and Arias, M. Serial quantitative image analysis and confocal microscopy of hepatic uptake, intracellular distribution and biliary secretion of a fluorescent bile acid analog in rat hepatocyte doublets. Heptaology 12(6), 1358-1364 (1990).

    2. Maglova, L.M., Jackson, A.M., Meng, X.J., et al. Transport characteristics of three fluorescent conjugated bile acid analogs in isolated rat hepatocytes and couplets. Heptaology 22(2), 637-647 (1995).

    3. Ye, Z.-W., Pelt, J.V., Camus, S., et al. Species-specific interaction of HIV protease inhibitors with accumulation of cholyl-glycylamido-fluorescein (CGamF) in sandwich-cultured hepatocytes. J. Pharm. Sci. 99(6), 2886-2898 (2010).

    4. Martin, D.D.O., Beauchamp, E., and Berthiaume, L.G. Post-translational myristoylation: Fat matters in cellular life and death. Biochimie 93(1), 18-31 (2011).