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100065

Sigma-Aldrich

2-APB

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

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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

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

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

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

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