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524390

Sigma-Aldrich

Phorbol 12,13-dibutyrate

≥99% (HPLC), solid (crystalline), PKC activator, Calbiochem

Synonym(s):

Phorbol-12,13-dibutyrate, PDBu, PKC Activator II

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About This Item

Empirical Formula (Hill Notation):
C28H40O8
CAS Number:
Molecular Weight:
504.61
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.77

product name

Phorbol-12,13-dibutyrate, Strong irritant for mouse skin, but only moderately active as a tumor promoter.

Quality Level

Assay

≥99% (HPLC)

form

solid (crystalline)

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white to pale yellow

shipped in

ambient

storage temp.

−20°C

InChI

1S/C28H40O8/c1-7-9-20(30)35-24-16(4)27(34)18(22-25(5,6)28(22,24)36-21(31)10-8-2)12-17(14-29)13-26(33)19(27)11-15(3)23(26)32/h11-12,16,18-19,22,24,29,33-34H,7-10,13-14H2,1-6H3/t16-,18+,19-,22-,24-,26-,27-,28-/m1/s1

InChI key

BQJRUJTZSGYBEZ-YVQNUNKESA-N

General description

Strong irritant for mouse skin, but only moderately active as a tumor promoter. Activates protein kinase C (PKC). Stimulates the phosphorylation of Na+-K+ ATPase, thereby inhibiting its activity. Promotes the expression of iNOS in cultured hepatocytes. PDBu can be diluted to 30 µM in aqueous solutions, so it is commonly used in binding studies or in applications requiring high concentrations. It is easier to remove PDBu than PMA from cells in culture.
Strong irritant for mouse skin, but only moderately active as a tumor promoter. Activates protein kinase C. Stimulates the phosphorylation of Na+,K+- ATPase, thereby inhibiting its activity. Promotes the expression of inducible NOS in cultured hepatocytes. Commonly used in binding studies or in applications requiring high concentrations of phorbol compounds.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Na+,K+- ATPase
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

Preparation Note

Further dilute with aqueous buffers just prior to use.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 6 months at -20°C. With frequent use, the DMSO stock solutions may accumulate water. The presence of water in the stock solution will accelerate the decomposition of the product, resulting in significant loss of activity in 2-3 months.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Fisone, G., et al. 1995. J. Biol. Chem. 270, 2427.
Lee, E.J., et al. 1994. Brain Res. 665, 127.
Critz, S.D., et al. 1993. J. Neurochem.60, 1175.
Iredale, P.A., et al. 1993. Biochem. Pharmacol.45, 611.
Critz, S.D., and Byrne J.H. 1992. J. Neurophys.68, 1079.
Hortelano, S., et al. 1992. J. Biol. Chem. 267, 24937.
Ward C.A., and Moffat, M.P. 1992. J. Mol. Cell. Cardiol.24, 937.

Legal Information

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

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Carc. 2 - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Journal of biological chemistry, 296, 100445-100445 (2021-02-23)
Within the AGC kinase superfamily, gene fusions resulting from chromosomal rearrangements have been most frequently described for protein kinase C (PKC), with gene fragments encoding either the C-terminal catalytic domain or the N-terminal regulatory moiety fused to other genes. Kinase

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