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D7821

Sigma-Aldrich

dPPA

≥98% (HPLC)

Synonym(e):

12-Deoxyphorbol 13-phenylacetate 20-acetate, DOPPA

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About This Item

Empirische Formel (Hill-System):
C30H36O7
CAS-Nummer:
54662-30-5
Molekulargewicht:
508.60
MDL-Nummer:
MFCD01741294
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329798788
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

oil

Farbe

colorless to light yellow

Lagertemp.

−20°C

SMILES String

CC(C1=O)=C[C@]2([H])[C@]1(O)CC(COC(C)=O)=C[C@]3([H])[C@]2(O)[C@H](C)C[C@]4(OC(CC5=CC=CC=C5)=O)[C@H]3C4(C)C

InChI

1S/C30H36O7/c1-17-11-23-28(34,26(17)33)15-21(16-36-19(3)31)12-22-25-27(4,5)29(25,14-18(2)30(22,23)35)37-24(32)13-20-9-7-6-8-10-20/h6-12,18,22-23,25,34-35H,13-16H2,1-5H3/t18-,22+,23-,25-,28-,29+,30-/m1/s1

InChIKey

MEDVHSNRBPAIPU-XMOZQXTISA-N

Anwendung

dPPA/phorbol ester 12-deoxyphorbol 13-phenylacetate 20-acetate (DOPPA) may be used as a potent activator of PKC-β:
  • to treat transfected HT-22 cells to promote phosphorylation of p66Shc
  • to treat HT-22 and B12 cells to study its effects on cell viability
  • to treat neurons and measure primary cortical neurons using the 2,5-diphenyl-2H-tetrazolium bromide (MTT) assay

Biochem./physiol. Wirkung

dPPA is a phorbol ester that selectively activates the β isotype of PKC. It is approximately 100-fold more potent for PKC-β than the α, γ or δ isotypes. PKC family members each have specific functions, but PKC-β and δ appear to share similar expression profiles, and both are involved in regulating apoptosis and B cell activation, thus dPPA is a useful tool in determining PKCβ specific signaling events.

Leistungsmerkmale und Vorteile

This compound is featured on the PKC page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Sigma-Aldrich

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T Husøy et al.
Carcinogenesis, 22(2), 221-231 (2001-02-22)
12-O:-tetradecanoylphorbol-13-acetate (TPA) inhibits gap junctional communication in many cell culture systems, but TPA-induced phosphorylation of the gap junction protein connexin43 (Cx43) varies much between systems. We have here studied whether these responses and their sensitivities can be correlated with total
Y Masuda et al.
International journal of cancer, 71(4), 691-697 (1997-05-16)
In a previous study, we showed that geranylgeraniol (GGO) is a potent inducer of apoptosis in human leukemia cells, including HL60 promyelocytic leukemia cells. The present study describes the effects of activators of protein kinase C (PKC) on GGO-induced apoptosis
S Aggarwal et al.
Journal of clinical immunology, 14(4), 248-256 (1994-07-01)
To determine a role of protein kinase C (PKC) isozymes in lymphocyte activation, human peripheral blood mononuclear cells were activated with 12-deoxyphorbol-13-O-phenylacetate (dPP; an agonist of both calcium-dependent and calcium-independent PKC isozymes), thymeleatoxin (TX; an activator of calcium-dependent PKC alpha
R N Cortright et al.
American journal of physiology. Endocrinology and metabolism, 278(3), E553-E562 (2000-03-11)
There is good evidence from cell lines and rodents that elevated protein kinase C (PKC) overexpression/activity causes insulin resistance. Therefore, the present study determined the effects of PKC activation/inhibition on insulin-mediated glucose transport in incubated human skeletal muscle and primary
J Pongracz et al.
Leukemia research, 20(4), 319-326 (1996-04-01)
Recent reports have claimed that activation of protein kinase C (PKC)-beta is sufficient for both differentiation and apoptosis in promyeloid HL60 cells. Phorbol esters which differentially activate PKC isoenzymes in vitro were used to induce differentiation and apoptosis in U937
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Artikel

Protein Kinase C (PKC)

Protein kinase C (PKC) is an AGC kinase that phosphorylates serine and threonine residues in many target proteins.

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