A fluorogenic cytochrome P450 substrate
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Dibenzylfluorescein

Item No. 16808

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[3-oxo-6-(phenylmethoxy)-3H-xanthen-9-yl]-benzoic acid, phenylmethyl ester
CAS Number
97744-44-0
Synonyms
  • DBF
  • NSC 645658
Molecular Formula
C34H24O5
Formula Weight
512.6
Purity
≥95%
Emission
538 nm
Excitation
485 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:2): 0.25 mg/mlDMSO: 10 mg/ml
λmax
235, 365, 460, 490 nm
SMILES
O=C1C=C2OC3=CC(OCC4=CC=CC=C4)=CC=C3C(C5=CC=CC=C5C(OCC6=CC=CC=C6)=O)=C2C=C1
InChi Code
InChI=1S/C34H24O5/c35-25-15-17-29-31(19-25)39-32-20-26(37-21-23-9-3-1-4-10-23)16-18-30(32)33(29)27-13-7-8-14-28(27)34(36)38-22-24-11-5-2-6-12-24/h1-20H,21-22H2
InChi Key
YZJGKSLPSGPFEV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $49

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    5 mg

    $190

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    10 mg

    $354

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    25 mg

    $762

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    Product Description

    Dibenzylfluorescein is a fluorogenic probe that acts as a substrate for specific cytochrome P450 (CYP) isoforms, including CYP3A4, CYP2C8, CYP2C9, CYP2C19, and aromatase (CYP19).1,2,3 Dibenzylfluorescein is dealkylated by these CYP isoforms to produce fluorescein benzyl ether, which is further hydrolyzed to fluorescein by the addition of base (typically 2 M NaOH).3 Dibenzylfluorescein is typically used near its apparent Km value of 0.87-1.9 µM.1,2,3 The fluorescence of fluorescein is evaluated using excitation/emission wavelengths of 485/538 nm. Dibenzylfluorescein is used to detect changes in CYP catalytic activity caused by drugs or disease.1,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stresser, D.M., Blanchard, A.P., Turner, S.D., et al. Substrate-dependent modulation of CYP3A4 catalytic activity: Analysis of 27 test compounds with four fluorometric substrates. Drug Metab. Dispos. 28(12), 1440-1448 (2000).

    2. Donato, M.T., Jiménez, N., Castell, J.V., et al. Fluorescence-based assays for screening nine cytochrome P450 (P450) activities in intact cells expressing individual human P450 enzymes. Drug Metab. Dispos. 32(7), 699-706 (2004).

    3. Salminen, K.A., Leppänen, J., Venäläinen, J.I., et al. Simple, direct, and informative method for the assessment of CYP2C19 enzyme inactivation kinetics. Drug Metab. Dispos. 39(3), 412-418 (2011).

    4. Moutinho, D., Marohnic, C.C., Panda, S.P., et al. Altered human CYP3A4 activity caused by Antley-Bixler syndrome-related variants of NADPH-cytochrome P450 oxidoreductase measured in a robust in vitro system. Drug Metab. Dispos. 40(4), 754-760 (2012).