100065

2-APB

A cell-permeable modulator of Ins(1,4,5)P3-induced Ca²⁺ release.

• Synonym(s): 2-APB, 2-Aminoethoxydiphenylborate, (2-Aminoethoxy)diphenylborane
• Empirical Formula (Hill Notation): C₁₄H₁₆BNO
• CAS Number: 524-95-8
• Molecular Weight: 225.09
• MDL number: MFCD00014823
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥97% (titration)
• form: crystalline solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic)
• color: white
• solubility: DMSO: 20 mg/mL; 95% ethanol: 25 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• 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

Description

General description

A cell-permeable modulator of Ins(1,4,5)P₃-induced Ca²⁺ release. Inhibits Ins(1,4,5)P₃-induced Ca²⁺ release from rat cerebellar microsomal preparations (IC₅₀ = 42 µM) without affecting [³H]-Ins(1,4,5)P₃ binding to its receptor. Does not affect Ca²⁺ release from the ryanodine-sensitive Ca²⁺ store in rat leg skeletal muscle and heart. Inhibits spontaneous as well as the phasic contractions induced by uterotonic agents. Also reported to inhibit angiotensin II-induced contractions in aortic muscles.

A cell-permeable modulator of Ins(1,4,5)P₃-induced Ca²⁺ release. Inhibits Ins(1,4,5)P₃-induced Ca²⁺ release from rat cerebellar microsomal preparations (IC₅₀ = 42 µM) without affecting [³H]-Ins(1,4,5)P₃ binding to its receptor. In liver cells, 2-APB inhibits store-operated Ca²⁺ channels through a mechanism which may involve its binding to either the channel protein or an associated regulatory protein. Has no effect on the Ca²⁺ release from the ryanodine-sensitive Ca²⁺ store prepared from rat leg skeletal muscle and heart.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Ins(1,4,5)P3-induced Ca2+ release

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 42 µM against Ins(1,4,5)P3-induced Ca2+ release from rat cerebellar microsomal preparations

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.

Other Notes

Brooke, R. T., et al. 2004. Lab. Invest.84, 29.
Gregory, R.B., et al. 2001. Biochem. J.354, 285.
Ma, H.T., et al. 2001. J. Biol. Chem.276, 18888.
Ascher-Landsberg, S., et al. 1999. Biochem. Biophys. Res. Commun.264, 979.
Maruyama, T., et al. 1997. J. Biochem.122, 498.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315 - H319 - H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable