2-Aminoethoxydiphenyl borate
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| Names | |
|---|---|
| IUPAC name
2-Diphenylboranyloxyethanamine | |
| Other names
2-Aminoethyl diphenyl borate Diphenylborinic acid 2-aminoethyl ester 2-Aminoethyl diphenylborinate | |
| Identifiers | |
524-95-8  | |
| Abbreviations | 2-APB |
| ChEBI | CHEBI:131184 |
| ChEMBL | ChEMBL169233  |
| ChemSpider | 1540 |
| 2433 | |
| Jmol interactive 3D | Image Image |
| PubChem | 1598 |
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| Properties | |
| C14H16BNO | |
| Molar mass | 225.10 g·mol−1 |
| Appearance | white |
| Density | 1.04g/cm3 |
| Melting point | 192 to 194 °C (378 to 381 °F; 465 to 467 K) |
| Boiling point | 325.3 °C (617.5 °F; 598.5 K) at 760mmHg |
| Hazards | |
| S-phrases | S22 S24/25 |
| Flash point | 150.6 °C (303.1 °F; 423.8 K) |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| verify (what is ?) | |
| Infobox references | |
2-Aminoethoxydiphenyl borate (2-APB) is a chemical that acts to inhibit both IP3 receptors[1] and TRP channels (although it activates TRPV1, TRPV2, & TRPV3 at higher concentrations).[2][3] In research it is used to manipulate intracellular release of calcium ions (Ca2+) and modify TRP channel activity, although there its lack of specific effects make it less than ideal under some circumstances. Additionally, there is evidence that 2-APB acts directly to inhibit gap junctions made of connexin26 or connexin32.[4] Increasing evidence showed that 2-APB is a powerful modifier of store-operated calcium channels (SOC) function, low concentration of 2-APB can enhance SOC while high concentration induces a transient increase followed by complete inhibition.[5][6][7]
References
- ↑ Diver JM, Sage SO, Rosado JA (2001). The inositol trisphosphate receptor antagonist 2-aminoethoxydiphenylborate (2-APB) blocks Ca2+ entry channels in human platelets: cautions for its use in studying Ca2+ influx. Cell Calcium, 30(5), 323-329.
- ↑ Xu SZ, Zeng F, Boulay G, Grimm C, Harteneck C, Beech DJ (2005). Block of TRPC5 channels by 2-aminoethoxydiphenyl borate: a differential, extracellular and voltage-dependent effect. British Journal of Pharmacology, 145(4), 320-328.
- ↑ Bootman, MD, Collins, TJ, Makenzie, L, Roderick, HL, Berridge, MJ, & Peppiatt, CM (2002). 2-Aminoethoxydiphenyl borate (2-APB) is a reliable blocker of store-operated Ca2+ entry but an inconsistent inhibitor of InsP3-induced Ca2+ release. The FASEB Journal, 16(10), 1145-1150.
- ↑ Tao, L, & Harris, AL (2007). 2-aminoethoxydiphenyl borate directly inhibits channels composed of connexin26 and/or connexin32. Molecular Pharmacology, 71(2), 570-579.
- ↑ Ma HT, et al. (2000) Requirement of the inositol trisphosphate receptor for activation of store-operated Ca2+ channels. Science 287:1647–1651.
- ↑ Prakriya M, Lewis RS (2001) Potentiation and inhibition of Ca2+ release-activated Ca2+ channels by 2-aminoethyldiphenyl borate (2-APB) occurs independently of IP 3 receptors. J Physiol 536:3–19.
- ↑ Ma HT, Venkatachalam K, Parys JB, Gill DL (2002) Modification of store-operated channel coupling and inositol trisphosphate receptor function by 2-aminoethoxydiphenyl borate in DT40 lymphocytes. J Biol Chem 277:6915–6922.