All Photos(1)
Synonym(s):
2-APB, 2-Aminoethoxydiphenyl borate, 2-Aminoethyl diphenyl borate, Diphenylboric acid 2-aminoethyl ester, Diphenylborinic acid, NSC 17107
Linear Formula:
(C6H5)2BOCH2CH2NH2
CAS Number:
Molecular Weight:
225.09
Beilstein:
2942273
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
97%
form
powder
storage temp.
−20°C
SMILES string
NCCOB(c1ccccc1)c2ccccc2
InChI
1S/C14H16BNO/c16-11-12-17-15(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,11-12,16H2
InChI key
BLZVCIGGICSWIG-UHFFFAOYSA-N
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Related Categories
Application
Reactant for:
- Preparation of apoptotic inducers
- Activator of the Orai3 (ORAI calcium release-activated calcium modulator 3) protein
- Inhibits Ca2+ influx through transient receptor potential 2 channels in rat dorsal root ganglion neurons
- Membrane-permeable SOCE (store operated calcuym entry) inhibitor
Biochem/physiol Actions
Membrane-permeable modulator of intracellular IP3-induced calcium release.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Akinobu Z Suzuki et al.
Bioorganic & medicinal chemistry letters, 20(4), 1395-1398 (2010-01-26)
Store-operated calcium entry (SOCE) is an important mechanism for replenishing intracellular calcium stores and for sustaining calcium signaling. We developed a method for synthesis of bisboron compounds that have two borinic acids or their esters in one molecule. These compounds
Mustafa Nazıroğlu et al.
The Journal of membrane biology, 241(2), 69-75 (2011-04-22)
Exposure to oxidative stress causes health problems, including sensory neuron neuropathy and pain. Rotenone is a toxin used to generate intracellular oxidative stress in neurons. However, the mechanism of toxicity in dorsal root ganglion (DRG) neurons has not been characterized.
T Maruyama et al.
Journal of biochemistry, 122(3), 498-505 (1997-11-05)
The effects of a novel membrane-penetrable modulator, 2APB (2-aminoethoxy diphenyl borate), on Ins(1,4,5)P3-induced Ca2+ release were examined. 2APB inhibited Ins(1,4,5)P3-induced Ca2+ release from rat cerebellar microsomal preparations without affecting [3H]Ins(1,4,5)P3 binding to its receptor. The IC50 value (concentration producing 50%
Velasco-Bejarano, B.; et al.
Synlett, 921-921 (2007)
Judith Bergsmann et al.
The Journal of biological chemistry, 286(36), 31565-31575 (2011-07-05)
STIM1 and Orai represent the key components of Ca(2+) release-activated Ca(2+) channels. Activation of Orai channels requires coupling of the C terminus of STIM1 to the N and C termini of Orai. Although the latter appears to be central in
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