A modulator of intracellular calcium levels and TRP channels
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2-Aminoethyl diphenylborinate

Item No. 64970

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
B,B-diphenyl-borinic acid, 2-aminoethyl ester
CAS Number
524-95-8
Synonyms
  • 2-Aminoethoxydiphenyl borate
  • 2-APB
  • NSC 17107
Molecular Formula
C14H16BNO
Formula Weight
225.1
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 0.05 mg/ml
SMILES
[H][N+](CCO1)([H])[B-]1(C2=CC=CC=C2)C3=CC=CC=C3
InChi Code
InChI=1S/C14H16BNO/c1-3-7-13(8-4-1)15(16-11-12-17-15)14-9-5-2-6-10-14/h1-10H,11-12,16H2
InChi Key
QKVRQZFQCGZLDA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $36

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    5 g

    $70

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    Product Description

    2-Aminoethyl diphenylborinate (2-APB) is a modulator of intracellular calcium levels and transient receptor potential (TRP) channels.1,2 It inhibits calcium release induced by inositol-1,4,5-triphosphate (IP3) in rat cerebellar microsomes (IC50 = 42 µM) without affecting IP3 binding to its receptor.1 2-APB inhibits store-operated calcium entry (SOCE) in DT40 cells (IC50 = 4.8 µM), as well as inhibits TRP canonical 6 (TRPC6) and TRP melastatin 8 (TRPM8) and activates TRP vanilloid 1 (TRPV1), TRPV2, and TRPV3 in vitro.2,3 It also inhibits calcium transients induced by the sarcoplasmic/endoplasmic reticulum Ca2+-ATPase (SERCA) inhibitor thapsigargin (Item No. 10522) in DDT1 MF-2 cells when used at a concentration of 75 µM.1 2-APB inhibits differentiation of primary mouse brown adipocytes when used at concentrations ranging from 30 to 300 µM and reduces adipocyte triglyceride levels at 100 µM.4 It also increases the expression of Ucp1 and Pparg in primary mouse brown adipocytes. 2-APB (10 mg/kg) reduces protein levels of TRP melastatin 2 (TRPM2) in the rat hippocampus and improves learning and memory deficits induced by amyloid-β (25-35) in rats.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Maruyama, T., Kanaji, T., Nakade, S., et al. 2APB, 2-aminoethoxydiphenyl borate, a membrane-penetrable modulator of Ins(1,4,5)P3-induced Ca2+ release. J. Biochem. 122(3), 498-505 (1997).

    2. Hu, H.-Z., Gu, Q., Wang, C., et al. 2-Aminoethoxydiphenyl borate is a common activator of TRPV1, TRPV2, and TRPV3. The Journal of Biological Chemisty 279(34), 35741-35748 (2004).

    3. Goto, J.-I., Suzuki, A.Z., Ozaki, S., et al. Two novel 2-aminoethyl diphenylborinate (2-APB) analogues differentially activate and inhibit store-operated Ca2+ entry via STIM proteins. Cell Calcium 47(1), 1-10 (2010).

    4. Sun, W., Uchida, K., Takahashi, N., et al. Activation of TRPV2 negatively regulates the differentiation of mouse brown adipocytes. Pflugers Arch. 468(9), 1527-1540 (2016).

    5. Thapak, P., Khare, P., Bishnoi, M., et al. Neuroprotective effect of 2-aminoethoxydiphenyl borate (2-APB) in amyloid β-induced memory dysfunction: A mechanistic study. Cell. Mol. Neurobiol. (2020).